itinerary & excursions

Star Collector: Lovely Leewards

San Juan to San Juan

Sun Nov 9, 2025 - Sun Nov 23, 2025,

14 days

on Star Pride

VIEW ALL DATES

Starting from $4,099 USD

BOOK NOW

REQUEST A QUOTE

OVERVIEW & ITINERARY

OVERVIEW ITINERARY & EXCURSIONS ACCOMMODATIONS & PRICES HOTELS LIFE ONBOARD

COPIED TO CLIPBOARD CLOSE

ADD TO
WISH LISTREMOVE
FROM
WISH LIST

REQUEST A CALL

ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Print Options

Print All

Print Selected

Cancel

Date

Port

Arrive

Depart

Watersports
Platform

Shore
Excursions

Expand

Sun Nov 9

San Juan

Arrive:

Depart:7:00 PM

Watersports Platform:

6 Available

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

6 Shore Excursions Available

San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar HotelEssentials Collection | Sightseeing | Refreshments

Duration2.5 Hours

Activity LevelEasy-Moderate

$259

Select for Print

VIEW DETAILS

Depart the pier towards Hacienda Santa Ana and discover Ron del Barilito. Learn about the history and unique craftsmanship of Ron del Barrilito, the oldest Puerto Rican rum, still made in the same place and in the same way since 1880. The Rum Tasting Tour will start with a welcome cocktail at the bar, then the Heritage Tour in the beautiful hacienda and completing the experience with the best and most exclusive rum tasting experience in the Caribbean. In this guided tour, you will have the opportunity to taste four classes of Ron Del Barilito’s world class rums; from the fruit notes of Dos Estrellas to the cult-classic Tres Estrellas. You’ll also sip Ron del Barrilito Cuatro Estrellas, a new blend available exclusively at Hacienda Santa Ana, and of course, the crown jewel: Cinco Estrellas. There’s no better opportunity to taste all of these world-class rums in a single tasting. Learn how to taste rum the right way and become a rum maestro! Tour ends at your Windstar Hotel.

Please note: Wear comfortable attire and walking shoes. Guests must be at least 21 years of age to participate on this tour.

Nov 9, Sun 7:30 AM11/9/2025 7:30:00 AMSJU-BACARDI

San Juan: Barilito Rum Tour & Tasting with Transfer to AirportCulture | Essentials Collection | Sightseeing

Duration2.5 Hours

Activity LevelEasy-Moderate

$259

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes. Guests must be at least 21 years of age to participate on this tour.

Nov 9, Sun 7:30 AM11/9/2025 7:30:00 AMSJU-BACARDI-A

San Juan, Concierge Collection: Half Day Private SUV with Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$829

Select for Print

VIEW DETAILS

Please note: Capacity: 3-6 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Nov 9, Sun 7:30 AM11/9/2025 7:30:00 AMSJU-PRVATESUV

San Juan, Concierge Collection: Half Day Private Van with Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$729

Select for Print

VIEW DETAILS

Nov 9, Sun 7:30 AM11/9/2025 7:30:00 AMSJU-PRVATEVAN

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel Sightseeing | Essentials Collection

Duration3 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Not every day will you get an opportunity to visit the 2nd oldest city in America. For about 90 minutes you will walk the cobblestone streets accompanied by an expert guide who will give you interesting information on many amazing structures and relate events that make Old San Juan a must-do on your bucket list. You will visit San Cristobal Fort, the largest fort built by the Spanish in the New World. Learn the mystery of the sentry boxes and other memorable facts. On the way to the airport you will also have the opportunity to visit and learn the history of the Tapia Theater, Plaza Colon, Plaza de Armas, La Rogativa, The San Jose Church, The Governor’s Main House, San Juan Cathedral, and other interesting sites. You will be transferred to the Windstar Hotel.

Please note: Wear comfortable attire and walking shoes.

Nov 9, Sun 7:30 AM11/9/2025 7:30:00 AMSJUOLD-SAN-JUAN

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport Sightseeing | Essentials Collection

Duration3.75 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Not every day will you get an opportunity to visit the 2nd oldest city in America. For about 90 minutes you will walk the cobblestone streets accompanied by an expert guide who will give you interesting information on many amazing structures and relate events that make Old San Juan a must-do on your bucket list. You will visit San Cristobal Fort, the largest fort built by the Spanish in the New World. Learn the mystery of the sentry boxes and other memorable facts. On the way to the airport you will also have the opportunity to visit and learn the history of the Tapia Theater, Plaza Colon, Plaza de Armas, La Rogativa, The San Jose Church, The Governor’s Main House, San Juan Cathedral, and other interesting sites.

Please note: Wear comfortable attire and walking shoes.

Nov 9, Sun 7:30 AM11/9/2025 7:30:00 AMSJUOLD-SANJUANA

Mon Nov 10

AT SEA

Arrive:

Depart:

Watersports Platform:

Tue Nov 11

St. George's

Arrive:9:00 AM

Depart:10:00 PM

Watersports Platform:

12 Available

Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

12 Shore Excursions Available

St. Georges, Fort Frederick Rainforest & WaterfallSightseeing | Refreshments

Duration3.5 Hours

Activity LevelModerate

$99

Select for Print

VIEW DETAILS

Your sightseeing adventure begins with a scenic drive through St. George's, the capital of Grenada, as you make your way to Fort Frederick. This 18th-century fortress, perched atop Richmond Hill, offers stunning panoramic views of St. George's harbor. Built originally by the French in 1779 and completed by the British in 1791, during the French Revolution, Fort Frederick is a striking stone quadrangle with bastions at each corner. Next, visit Annandale Waterfall, where a short yet steep walk leads you into a lush green paradise. The waterfall, framed by hanging ferns and a variety of local flowering and medicinal plants, is a true natural gem. Your final stop is Grand Etang National Park, where you’ll enjoy a complimentary beverage while taking in the breathtaking views of the lake nestled in the crater of an extinct volcano. The park's stunning scenery offers an opportunity to witness the rich biodiversity of the rainforest, and with a bit of luck, you might even spot the Mona Monkey, which has made this area its home.

Please note that the Fort Frederick visit is not suitable for guests with limited mobility, as it is not wheelchair accessible. The tour sequence may vary, and one complimentary drink per person is included. It is recommended that guests bring a bottle of water from the ship.
Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG--RAINFOREST

St. Georges, Certified One-Tank Dive Outdoors | Wildlife | Refreshments | Boating | Essentials Collection

Duration3.5 Hours

Activity LevelStrenuous

$209

Select for Print

VIEW DETAILS

This afternoon’s dive will be at either Boss Reef or Purple Rain Reef, where coral, fish, and other sea life present an amazing kaleidoscope of color and texture. Site will be decided on the day of the dive. The dive time is between 45-50 minutes. After you surface, local fruit and juice will be served.

Please note: Divers who have not logged a dive in the past 12 months will be required to take a refresher course which can be taken at an additional cost of $80. Wear your swimsuit under your clothing and bring a towel. Waiver release forms must be signed and medical conditions must be disclosed. Please bring your C-card.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-1TANK-DIVE

St. Georges, Certified Two-Tank Dive Outdoors | Wildlife | Refreshments | Boating | Essentials Collection

Duration4.25 Hours

Activity LevelStrenuous

$309

Select for Print

VIEW DETAILS

This 2-tank dive will visit both Boss Reef and Purple Rain Reef. Each dive will be about 45-50 minutes, with a surface interval between dives of approximately one hour. Juices and fruit will be served.

Please note: Divers who have not logged a dive in the past 12 months will be required to take a refresher course which can be taken at an additional cost of $80. Please wear your swimsuit under your clothes and bring a towel. Waiver release forms must be signed and medical conditions must be disclosed. Please bring your C-card.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-2TANK-DIVE

Duration3 Hours

Activity LevelModerate

$89

Select for Print

VIEW DETAILS

Have you ever wondered what the underwater would look like but you can’t snorkel or SCUBA dive? Well now you can, with Grenada’s newest underwater adventure. You will discover what the underwater looks like in a “sit on top” double clear bottom kayak. The journey takes 15 minutes from the port to your starting point at Grand Mal Bay, next to the newly refurbish building formerly known as Sunset View Restaurant, on the West Coast. There you will board your kayak and begin your fantastic journey over the Grand Mal coral reefs, down to Cherry Hill, turn around and move on to Mollinere Bay where you will view the popular divers’ reefs, and experience the wonders of the underwater world. After 1 ¼ hours you will return to the Kayak house where you will recover from the wonders of the underwater world, with a swim in the calm bay, and a complimentary drink at the bar (rum punch, local beer, local fruit juice, soft drink or water) before you will be returned to the pier.

Please note: Bring your swimsuit and towel, sunscreen and a hat and/or sunglasses. Guests will be required to sign a waiver to participate on this tour. Minimum age is 8 years old and maximum weight is 250 lbs.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-CLEAR-KAYAK

Concierge Collection: Farm to Table Homestead Cooking Tour (Easy-Moderate)Concierge Collection | Culture | Dining

Duration3.5 Hours

Activity LevelEasy-Moderate

$139

Select for Print

VIEW DETAILS

Chef Kennedy and his family have a passion for hospitality and teaching visitors about the culture of Grenada. Over the years they have welcomed hundreds of close friends, colleagues, family, and strangers into their home to share a home cooked meal. Chef Kennedy will fascinate you with an authentic home cooked experience centered around centuries old traditions and seasonal eating. Your tour will begin with a 15 minutes scenic drive to Mt. Parnassus where the lush environment creates an immediate connection with nature and provides a relaxed yet exciting environment to enjoy your culinary experience. Be prepared for an interactive cooking class and farm to table dining experience where you will learn how to cook “Creole Style”, using local Grenadian herbs and spices. You will also learn the skills and techniques needed to make the local dishes, so you can take the knowledge learned and apply it to your own cooking. This experience is curated around Grenadian culture, seasonal produce, and family traditions.

Please note: You can be involved as little or as much as you would like in the cooking process.
Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-COOKING

St. Georges, Discover Scuba Outdoors | Watersports | Essentials Collection

Duration4.5 Hours

Activity LevelStrenuous

$279

Select for Print

VIEW DETAILS

St. George’s offers a wonderful opportunity to begin the sport of SCUBA diving. Your package includes instruction and a shallow pool dive, as well as all equipment. Afterwards, you will proceed to a shallow dive area and explore the wonders of the beautiful waters of Grenada.

Please note: Minimum age is 10 years old.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-DSCVR-SCUBA

St. Georges, The Best of GrenadaDining | Essentials Collection | Outdoors | Sightseeing | Wildlife

Duration7.5 Hours

Activity LevelEasy

$169

Select for Print

VIEW DETAILS

Discover the scents and aromas of the “Isle of Spice” on this full day sightseeing tour by motor coach. Your driver will follow the picturesque West Coast, rich in history and color, to the Diamond Chocolate Factory in Victoria, which produces the Jouvay chocolate ranked by the National Geographic in the top 10 of the Best Chocolate in the World. You will learn how chocolate (tree to bar) is produced and exported. A delicious chocolate tasting and sampling will conclude this enjoyable visit to one of the most amazing sites in the Caribbean. Next, drive north for a magnificent view of the Grenadine Islands to the fishing town of Sauteurs, located at the northern point of the island. Arrive at Lake Antoine, a shallow crater lake formed by the collapsed cone of a volcano which hosts a wide variety of wildlife, then on to a delicious Creole lunch served at the restaurant of the plantation. Leaving the restaurant you will return to the pier through the rainforest over the mountains with a stop at Grand Etang, home of the mona monkey, and Annandale Fall where you can take a short walk through the stunning gardens.

Please note: Tour order may vary and taking photos or videos inside the nutmeg factory is not allowed.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-ISLEOFSPICE

St. Georges, Powerboat & Snorkeling at the Statues Park *Boating | Essentials Collection | Sightseeing | Snorkeling

Duration2 Hours

Activity LevelModerate-Strenuous

$119

Select for Print

VIEW DETAILS

You will be collected from the jetty next to your yacht’s dock. Climb aboard the twin engine powerboat and enjoy a fun adventure. After a short safety briefing you will head north along Grenada’s sheltered western coast. During your tour you will learn about the Spice Isle and also information on the ecology, wildlife, geography and local history of Grenada. The boat will stop for approximately 40 minutes so snorkelers can explore with a guide the world-famous underwater sculpture park of Grenada now listed as one of the Top 25 Wonders of the World by National Geographic. Non-snorkelers are free to stay on board with your captain. After the snorkel enjoy a local juice before zooming off for another hour of fun, exploring, and great photo opportunities. Your tour will visit the historic town of St. Georges where you cruise the protected inner harbor of one of the prettiest towns in the Caribbean, before one last blast back to the dock to disembark.

Please note: Wear a swimsuit; bring a towel and adequate sun protection. A liability waiver is required. Itinerary and snorkel site are subject to change due to sea and weather conditions. The minimum age to participate is 8 years old. This tour is not recommended for pregnant women. Snorkelers should be able to swim. Maximum weight 275 lbs.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-POWERBOAT

St. Georges, Adventure River Tubing Watersports | Wildlife | refreshment | Essentials Collection

Duration3 Hours

Activity LevelModerate

$69

Select for Print

VIEW DETAILS

The Balthazar River nestled in an exotic tropical rainforest is fed from sources deep in the island’s interior. Here is your opportunity to have a thrilling river tubing experience on what is known locally as the “Great River.” You will take a 45-minute journey from St. George’s through the scenic hilly interior of the Grand Etang Rainforest Reserve to the Balthazar Estate. Your arrival will be followed by a safety briefing before you’ll be equipped with a life vest, modified inner tube, and a paddle. You will be accompanied by guides as you gently spin and swirl in the river currents. Marvel at the exotic views of tropical vegetation and wildlife as your thrilling river ride progresses. Several pools along the way provide the perfect opportunity to catch your breath. Finally sample a much-deserved rum punch or local fruit juice. All too soon, it’s time to return to the ship.

Please note: River levels vary according to the amount of rainfall and may affect operation of the tour. Wear your swimsuit and bring along a towel and water shoes. Participants need to be physically fit and there is a weight limit of 230 lbs.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-RIVERTUBING

St. Georges, Sailing Cruise to the Statue ParkBoating | Essentials Collection | Refreshments | Snorkeling

Duration3.5 Hours

Activity LevelModerate-Strenuous

$89

Select for Print

VIEW DETAILS

Travel along Grenada’s picturesque coastline aboard a spacious, 65-foot catamaran sloop designed and built specifically for day charters cruises. Step aboard and you’ll embark on a journey that will showcase the picturesque island and all the beauty of Grenada’s west coast with stops at the underwater sculpture park and Mango Bay. From St. George’s harbor, you will sail north along Grenada’s west coast to stop and discover the underwater sculpture park of Grenada in their Marine Protected Area. These statues are sympathetically located to enhance the reef, making natural use of its varied topography of craggy gullies and sun-dappled sandy patches. Then you will sail to Mango Bay Beach for a second stop before a one hour sailing back to the cruise terminal.

Please note: Unlimited beverages are provided throughout, including rum punch, juices, and mineral water. Half of the boat has shade. You must walk in ankle-deep water to (dis)embark the boat. Wear aqua shoes and your swimsuit under your clothing, bring a towel, sunscreen, and a hat. Mask, snorkel, and snorkel vest are provided (No fins). Rum punch will be served only after the snorkeling.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-SAIL-CRUISE

St Georges, Spice of Our LivesCulture | Essentials Collection | Sightseeing | Refreshments

Duration4 Hours

Activity LevelEasy-Moderate

$69

Select for Print

VIEW DETAILS

Your journey will begin at the pier where you’ll board your air-conditioned coach and enjoy a scenic drive through the capital of St. George’s en route to De La Grenade Industries, where you can sample delicious products, such as jams, jellies and nutmeg syrup. Their prize-winning nutmeg liqueur and rum punch are not to be missed. Next head to Laura Herb and Spice Garden, an amazing botanical garden that grows herbs and spices used for medicinal remedies. Tour the grounds and discover the cornucopia of trees, herbs and spices grown here. The guide will accompany you along the garden path lined with nutmeg shells for an educational tour. You’ll have time afterwards to explore the gift shop just before continuing on to Grenada Distillers. You will be welcomed at Grenada Distillers by friendly and knowledgeable guides who will explain the history and all the different processes and stages of making their fine rum from a factory that has been in operation since 1937. After the tour, you will be invited to sample their award-winning rums at the sample bar. From the Grenada Distillers you will drive back to the port.

Please note: Wear comfortable walking shoes.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-SPICE

St. Georges, Izzie's Great House DiscoveryCulture | Dining | Essentials Collection

Duration3 Hours

Activity LevelEasy-Moderate

$119

Select for Print

VIEW DETAILS

The Tower Estate is a unique property that is known as the Downton Abbey of Grenada. This estate has been the home of the Slinger Family since the mid 1940’s and is a beautiful 107-year-old historic Victorian-style great house that sits atop a small peak in the Parish of St. George. It boasts a 1-1/2-acre lush tropical ornamental flower garden, surrounded by flowering trees, shrubs, vegetables, fruit trees and the island’s world-famous array of spices. The magnificent stone and wood building features mahogany ceilings, hand-crafted paneled walls, furnished with period antiques, reminiscent of yesteryear and adorned with a unique collection of maps and prints that hold the keys to rich, historical stories of Grenada. Your tour will include a tour of the garden and the house where you will enjoy light snacks that will include Grenada's famous chocolate and incredible blue tea.

Please note: Wear comfortable walking shoes. This tour is not recommended for guests with mobility issues due to the garden visit and the amount of time spent standing.

Nov 11, Tue 9:30 AM11/11/2025 9:30:00 AMSTG-TOWER&GRDEN

Wed Nov 12

Bequia

Arrive:8:00 AM

Depart:10:00 PM

Watersports Platform:

6 Available

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia’s whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island’s famed model boat builders at work on their miniature masterpieces.

6 Shore Excursions Available

Bequia, Bequia Fort & Lower Beach Getaway *Beach | Essentials Collection | Refreshments

Duration3 Hours

Activity LevelEasy-Moderate

$95

Select for Print

VIEW DETAILS

Enjoy a scenic drive from the port to Fort Hamilton where there are beautiful views of the harbor of Port Elizabeth. A wonderful location to take memorable pictures of your visit. Then you will drive to Lower Bay Beach where you will get a beach chair and choice of a local rum punch, local beer or soft drink (juice). Relax on the beach, take a swim and enjoy a few hours relaxing in the sun until it is time to return to the port.

Please note: Bring your swimsuit, local currency, sunscreen, a hat, and towels.

Nov 12, Wed 8:30 AM11/12/2025 8:30:00 AMBQU-FORT-&BEACH

Bequia, Bequia Heritage and Scenic TouEssentials Collection | Sightseeing | Refreshments

Duration3 Hours

Activity LevelEasy-Moderate

$99

Select for Print

VIEW DETAILS

Learn the history, people and small island culture of Bequia by taking a scenic land tour. Leaving Port Elizabeth, you will drive to the northern point of Admiralty Bay, beyond Hamilton Village. The original structure is long gone, but both the French and British cannons retrieved from the waters around Bequia have been placed there; the view alone is worth the visit to Fort Hamilton. Afterwards, drive through one of the main fishing and boat building villages of Bequia, Paget Farm. Then drive to the Bequia Heritage Museum where you will learn the history behind what was once the main industry in Bequia. Stop for a local drink on your way back to the yacht.

Please note: Bring your camera and wear comfortable shoes and clothes.

Nov 12, Wed 8:30 AM11/12/2025 8:30:00 AMBQU-HERITAGE

Bequia Highlights Outdoors | Wildlife | Culture | Sightseeing | Essentials Collection

Duration2.5 Hours

Activity LevelEasy-Moderate

$89

Select for Print

VIEW DETAILS

You will hop into the back of one of the covered vans that are the signature mode of transportation on the island of Bequia. Drive through the main town of Port Elizabeth to head to Fort Hamilton, an old fort 300 ft. above sea level where you will enjoy a magnificent view over Admiralty Bay. You will see the cannon used by the French centuries ago in their war against the British. Mount Pleasant is your next stop. On this hill you will enjoy magnificent views of homes and the bays that surround the island. Moving along the Atlantic shoreline into Industry Bay you will visit The Old Hegg Turtle Sanctuary for a guided tour by Orton King, who spends his time tending to the endangered Hawksbill sea turtles from birth until they are ready to go back into the sea. Then head back down to the harbor, to your waiting yacht.

Please note: Bring sunscreen and wear comfortable walking shoes.

Nov 12, Wed 8:30 AM11/12/2025 8:30:00 AMBQU-HIGHLIGHTS

Bequia, Mustique Magic with Lunch Dining | Sightseeing | Boating | Essentials Collection

Duration6 Hours

Activity LevelModerate

$269

Select for Print

VIEW DETAILS

Enjoy power cruising over to the island of the rich and famous. Discover Mustique, a 14-acre gem with fertile valleys surrounded by coral reef, coves and dazzling beaches. You will enjoy a coastal tour while boating in along the coast, the history and homes of this exotic getaway of the rich and famous are pointed out at this time. Upon arrival visit the unique shops, relax on one of Mustique’s white-sand beaches or enjoy the vividness and beauty of the underwater marine life or take an optional taxi tour around the island. The tour continues with a delicious local lunch at an island restaurant. Have a swim before heading back to Bequia.

Please note: This power boat experience may have waves and splashing and is not recommended for persons with back problems. Wear your swimsuit under your clothing and bring a towel. Bring a hat, local and US currency and sunscreen.

Nov 12, Wed 8:30 AM11/12/2025 8:30:00 AMBQU-MUSTIQUE

Duration3 Hours

Activity LevelModerate-Strenuous

$119

Select for Print

VIEW DETAILS

What better way to enjoy the Caribbean than to engage in what the area is best known for! A coastal scenic trip and a bit of snorkeling are just the right combination to provide some adventure. You will climb aboard an adventure power boat and set off towards one of the island’s snorkel sites. See tiny shellfish in their natural habitat and watch the schools of fish dart playfully around you. After a while in the water you will return to your boat where the Captain’s famous rum punch will be served. Enjoy the scenery as you sip on your beverage and your boat takes you back to the pier and your waiting yacht.

Please note: Wear your swimsuit under your clothing and bring a towel. You may stay on board and enjoy the atmosphere if you choose not to snorkel.

Nov 12, Wed 8:30 AM11/12/2025 8:30:00 AMBQU-SNORKEL-ADV

Bequia, Taste of BequiaCulture | Dining | Essentials Collection | Refreshments

Duration3.5 Hours

Activity LevelEasy-Moderate

$149

Select for Print

VIEW DETAILS

Embark on a tantalizing culinary expedition across Bequia, awakening your taste buds with an array of flavors. Your guide will greet you as your adventure commences with a leisurely stroll along the Belmont Waterfront Boardwalk. Your first destination is the famed Frangipani's waterfront open-air restaurant and bar, recognized among the world's top 100 bars. Indulge in an assortment of Caribbean-infused cocktails featuring enticing flavors like mango, passion fruit, golden apple, and the renowned Frangi Fever. This establishment serves gourmet West Indian cuisine with global influences, highlighting fresh fruits, vegetables, and locally sourced seafood from the Grenadines. Relish a sampling platter of the island's specialties before proceeding to your next venue. Your next stop is Mac's, renowned for over 40 years for their exceptional pizzas boasting a selection of more than 45 toppings, including lobster during its season, you'll experience a casual, laid-back atmosphere against the backdrop of the Caribbean Sea. Engage your senses fully: taste the delectable pizza, feel the gentle Caribbean breeze, admire the natural surroundings, and immerse yourself in the ambient background music. Your last stop of the tour is the Plantation Restaurant and Bar. Serenaded by the soothing sounds of waves, capture the postcard-perfect views of Admiralty Bay while anticipating a delightful selection of freshly baked sweet island delicacies. As your culinary voyage draws to a close, you'll journey back to the port, cherishing the delightful memories created during your time exploring the culinary delights of Bequia.

Please note: we recommend you wear comfortable walking shoes and bring local currency.Nov 12, Wed 8:30 AM11/12/2025 8:30:00 AMBQU-TASTE

Thu Nov 13

Pigeon Island

Arrive:8:00 AM

Depart:5:00 PM

Watersports Platform:

12 Available

The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.

12 Shore Excursions Available

Pigeon Island, Concierge Collection: Full Day Private Car & Guide Sightseeing | Concierge Collection

Duration8 Hours

Activity LevelEasy

$699

Select for Print

VIEW DETAILS

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites, or create your own personal stops to make the experience your own.

Please note: Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 8 hours. Recommended for physically challenged guests.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-1D-PRIVCAR

Pigeon Island, Concierge Collection: Full Day Private Van & Guide Sightseeing | Concierge Collection

Duration8 Hours

Activity LevelEasy

$899

Select for Print

VIEW DETAILS

Please note: Capacity: 3-6 guests. Private vans are ordered per vehicle (not per person). This tour includes transport in a private van, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 8 hours. Recommended for physically challenged guests.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-1D-PRIVVAN

Pigeon Island, Aerial Tram Park Wildlife | Refreshments | Walking | Sightseeing | Essentials Collection

Duration3.5 Hours

Activity LevelModerate

$155

Select for Print

VIEW DETAILS

Open-air gondolas, accompanied by a naturalist guide provide the one and only access to the upper layers of the rainforest. Ascending through the middle layer of the rainforest you will enjoy the fauna and flora. The Aerial Tram Tour will transport you up and away from the heat and bustle of the lowlands to an ecological park located in the heights of St Lucia’s forest reserve. Sixteen open-air gondolas ascend noiselessly through the rainforest, offering you a magical view of nature in its majesty – towering gommiers, impressive chatanniers, and the remarkable phenomenon of the strangler ficus, alighted upon by playful hummingbirds and banana quits. An experienced Nature Interpreter will point out giant ferns and magnificent heliconia, and identify the calls and the plumage of the birdlife that makes the Caribbean Oceanic forest its home. The descent will afford you a bird’s eye view of the forest and a spectacular panoramic vista of the north of the island. With much to see and listen for, the tram ride will be a celebration of color and life and a restorative retreat guaranteed to refresh the senses.

Please note: Depending on traffic, the drive to the tram is about 40 minutes, and persons prone to motion sickness are asked to take the necessary precautions prior to the tour. Wear comfortable walking shoes for the trail. The walk after the Aerial Tram is optional. No high heels, sandals or flip flops are allowed. Bring sun protection, insect repellent, a camera and binoculars. The Aerial Tram is for all ages and fitness levels but is not wheelchair accessible.

Nov 13, Thu 9:00 AM11/13/2025 9:00:00 AMROD-AERIAL-TRAM

Duration5 Hours

Activity LevelEasy

$149

Select for Print

VIEW DETAILS

An exciting introduction to St. Lucia and a marvelous way to experience the beauty of the island’s coastline, by cruising to see the most photographed landmark in St. Lucia - The Pitons, now a UNESCO World Heritage Site. Board a catamaran and depart Pigeon Island passing by Rat Island, the Vigie and La Toc peninsulas before heading to the south of St. Lucia. Take in the amazing views of the lush vegetation along the rolling mountainsides of the coastline. Bypass the fishing villages of Anse La Raye and Canaries. Continue on towards the Soufriere Bay for the sighting of Petit and Gros Pitons – rising majestically to over 2,600 feet (792 meters) out of the sea, where picture taking moments are not to be missed. With cameras in hand, get ready to capture the perfect shots of these volcanic plugs as your boat circles the area. Your cruise will continue up along the coast to one of the bays for a relaxing swim in the cool waters of the Caribbean Sea. Return on board for a fun journey back to the port with music, dancing and a cruise into Marigot Bay - one of the Island’s most sheltered bays also renowned for its beauty and used as a film location for such movies as Dr. Doolittle and Firepower. Refreshments served on board and then it is fun time before arriving back at Pigeon Island.

Please note: Life jackets will be provided. Bring towels, and wear swimwear underneath clothing. Wear cool comfortable clothing and appropriate sandals/shoes with rubber soles. Bring insect repellent if allergic to the tropics, sun screen and your camera.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-CATAMRAN

Pigeon Island, St. Lucian Walking Food TourCulture | Essentials Collection | Sightseeing | Refreshments | Walking

Duration3.5 Hours

Activity LevelEasy-Moderate

$179

Select for Print

VIEW DETAILS

A food tour is like a tune, it has some rocking moments and some sweet piano notes – but all taste delicious! The food offered on these guided walks is diverse food – traditional St. Lucian food, and authentic food from around the world from people who now call St. Lucia home. You can expect local St. Lucian food, Trinidadian delights, Italian delicacies and much more! This Rodney Bay, St. Lucia food tour features drinks and bites at hidden gems and local favorites! 5 small plates (sample/tastings), 3 alcoholic beverages, a local guide, and lots of fun! Food vendors are selected based on the quality of the food and the authenticity of the place. It’s also a great opportunity for local establishments to showcase their culinary talents for new guests and create special memories.

Please note: Bring camera, sunscreen, insect repellent if allergic to the tropics and US dollars if you wish to purchase an additional beverage, snack or local souvenir.

Nov 13, Thu 10:30 AM11/13/2025 10:30:00 AMROD-LUCIAN-WALK

Pigeon Island, Mt. Pimard Nature Trail & HikeEssentials Collection | Hiking | Sightseeing

Duration2.5 Hours

Activity LevelModerate

$109

Select for Print

VIEW DETAILS

Depart Pigeon Isand for a transfer to the north of the island where you will start your hiking trail. Enjoy an exhilarating and scenic hike accompanied by well-trained guides up to the breathtakingly beautiful summit of a private nature reserve known as Mount Pimard. Heard of the Pitons? This is the only other mountain hike on the island (other than the Piton hike) which is surrounded by 180 degrees of water. Hike with water at your back and the mountain at your feet as you learn about the interesting and captivating history of St. Lucia. Once at the summit, the breathtaking views await as you get your cameras out to capture the beautiful surroundings. On a clear day, there is even a chance of seeing the Pitons. As you head back to base, your bus waits for the return transfer back to your yacht.

Please note: Bring camera, sunscreen, insect repellent if allergic to the tropics and US dollars if you wish to purchase an additional beverage. One bottle of water will be provided.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-MT-PIMARD

Pigeon Island, Panoramic St. LuciaSightseeing | Refreshments

Duration3 Hours

Activity LevelEasy

$55

Select for Print

VIEW DETAILS

After boarding your air-conditioned bus you will drive through Castries where various points of interest will be pointed out by your tour guide and then it is a winding drive up The Morne for a panoramic view of the city, the harbor and even as far as the island of Martinique! You will continue up to the Morne complex to view the Inniskilling Monument which was erected in honor of the 27^th Inniskilling Regiment who captured the Morne from the French for the British in 1796. This area is also home to the main Television station on the island. A short drive away is Howelton House where a short stop will be made to see the artist creating her work of art by using hot wax and then you will have the opportunity of shopping around for that special item for a special someone – YOU! Your journey will continue along the secondary roads in the hills on the outskirt of the city, taking you through small communities and scenic views highlighting the Atlantic and Caribbean coasts. You will stop at a viewpoint within the community of La Guerre, where you will get a spectacular view overlooking the Marquis Estate – which was once the largest banana plantation on the island. Your drive will continue to the community of Monchy, where you will spend time at a privately owned home, built high on a ridge, offering panoramic views of the north of the island and well-manicured gardens. Enjoy time spent interacting with the owners of this home and sample local treats freshly prepared just for you before returning to your ship.

Please note: Comfortable, flat shoes and cool comfortable clothing are recommended, preferably with rubber soles. There are steps at all the sites and the terrain varies. Participants on this tour must be in good health and physical condition. People prone to motion sickness are required to take necessary precautions as the road through the countryside is winding and bumpy. Bring US cash if you wish to purchase souvenirs.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-PANORAMA

Pigeon Island, Discover Sailing Boating | Essentials Collection

Duration3 Hours

Activity LevelModerate-Strenuous

$129

Select for Print

VIEW DETAILS

Join a welcoming and professional crew aboard a beautiful racing yacht for an engaging sailing lesson and exhilarating voyage on the Caribbean Sea. Hop aboard the 40-foot Papagayo, the island’s only race yacht, for a brief orientation by her experienced crew. You will learn how to hoist the sail, fly the jib, winch and trim the sails and then take the helm of the vessel. Enjoy the surrounding scenery while gliding across Rodney Bay’s dazzling blue waters before returning to your ship.

Please note: Guests prone to motion sickness are advised to take the necessary precaution for the sailing lesson. Life Jackets are available on board the yacht. The only day this tour may not operate is on Christmas Day.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-SAILING

Pigeon Island, Off Road Segway Adventure Outdoors | Refreshments | Sightseeing | Essentials Collection

Duration3 Hours

Activity LevelModerate-Strenuous

$149

Select for Print

VIEW DETAILS

Segway riding is the latest adventure in St. Lucia. Come and experience this off-road thrill while enjoying nature at its best. Marvel at the technology of your Segway X2 and the ease of this type of transportation. Picture fun, safe, unique, and environmentally friendly gliding along while looking at breathtaking scenery in the heart of St. Lucia’s tourist district. Start your tour with a 20-minute practice session on your very own Segway practice track. Then you will embark on your Segway experience. Travel along the exclusive 1.5 mile well-groomed trail system. Learn about the island’s history and flora and fauna. See ruins of the old U.S. Naval Base and enjoy the beautiful vista of Pigeon Island, Reduit Beach, the Rodney Bay Marina, and the Caribbean Sea all while gliding effortlessly on your intuitive, eco-friendly Segway. One of your stops will be at a naturally occurring pond where you can feed the freshwater fish and then travel on to a local fruit stop at one of the spectacular viewpoints. The tour ends with a final “glide” back to return the Segway.

Please note: Guests must adhere to all safety instructions throughout the entire tour. Helmets are mandatory and elbow and knee pads are available but not mandatory. Guests will be required to sign a waiver to participate on this tour. Weight limit is 250 lbs.

Nov 13, Thu 8:45 AM11/13/2025 8:45:00 AMROD-SEGWAY-ADV

Pigeon Island, Rainforest Canopy Zip Line Adventure Wildlife | Refreshments | Sightseeing | Essentials Collection

Duration4.5 Hours

Activity LevelStrenuous

$119

Select for Print

VIEW DETAILS

Take a bird’s-eye-view of rainforest bird and plant life as you soar high above the ground on this zip line adventure. You will enjoy a one-hour journey along a somewhat winding road toward Dennery Fishing Village. Soon you reach the Zip Line Welcome Center in the heart of the rainforest. After a safety briefing you will be on your way along 4,000 feet of cables suspended between platforms. There are also two net bridges that provide access between platforms. The fully integrated system of cables and rigging is carefully designed to deliver a thrill all under safe conditions. Although this ride does not demand physical ability, the adrenaline rush is one you’ll long remember.

Please note: You should wear tops with sleeves and avoid very brief shorts. Long hair must be pinned up and shoes should be well secured to your feet. Some step-climbing is involved. You will be required to sign a waiver to participate on this tour. Weight limit is 250 lbs.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD-ZIPLINE-ADV

Pigeon Island, Concierge Collection: Half Day Private Car & Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$399

Select for Print

VIEW DETAILS

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites, or create your own personal stops to make the experience your own.

Please note: Capacity: 1-2 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD1/2D-PRIVCAR

Pigeon Island, Concierge Collection: Half Day Private Van & Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$499

Select for Print

VIEW DETAILS

Nov 13, Thu 8:30 AM11/13/2025 8:30:00 AMROD1/2D-PRIVVAN

Fri Nov 14

Les Saintes

Arrive:8:00 AM

Depart:5:00 PM

Watersports Platform:

8 Available

This is the Caribbean as you’ve always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

8 Shore Excursions Available

Les Saintes, Blue Escape Kayaking *Boating | Essentials Collection | Outdoors | Sightseeing | Refreshments

Duration2 Hours

Activity LevelModerate

$149

Select for Print

VIEW DETAILS

Explore the pristine turquoise waters of Les Saintes during an eco-friendly excursion, aboard a clear-bottom kayak. With a short transfer by boat you will go to the kayaking base. After a safety briefing, begin your guided kayaking tour with your instructor along the most beautiful spot: Le Pain de Sucre. Paddle along the crystal-clear waters, see the exquisite seabed, tropical fishes and marine life. At your return to the base, enjoy a cocktail and return back to the pier. At your return to the base, enjoy a cocktail and free time on the beach. At your disposal are a beach chair, snorkeling equipment, kayak and others. You will head back to the pier by boat.

Please note: Wear light clothes, hat or visor, sunscreen, and sunglasses. Guests paddle themselves in their kayak. Not recommended for guests who suffer from: seasickness, salt and sun allergies or back and shoulder problems.

Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-CLEAR-KAYAK

Les Saintes, Sample Culinary Treasures of GuadeloupeBeach | Concierge Collection | Culture | Dining

Duration3 Hours

Activity LevelEasy-Moderate

$209

Select for Print

VIEW DETAILS

This culinary delight will start with a boat ride from the pier to Pain de Sucre beach. You’ll cross Les Saintes Bay, and your hostess will welcome you to the pontoon and take you on a culinary history tour of the island. Along the way, you’ll taste punches and syrups, foie gras and duck breast toasts with Creole flavors, smoked fish, rum, and sweets with coffee and chocolate. After your food tour, you’ll have time to relax in a lounge chair on the Pain de Sucre beach before heading back to the ship.

Please note: This menu is an example of the foods you may taste on your tour and the menu is subject to change. Guests are encouraged to wear a swimsuit under their clothing and bring a towel, sunscreen, and local currency.

Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-CULINARY

Les Saintes, Explore Terra de Haut by FootCulture | Essentials Collection | Refreshments | Walking

Duration1.25 Hours

Activity LevelModerate

$109

Select for Print

VIEW DETAILS

Start your walk from the pier with your expert guide. Terre de Haut is a charming island well known for its colorful houses, transparent waters, and mountains. With your guide, you’ll explore the village of Terre de Haut and learn about the heart of island life, visit the town hall square, walk past colorful fishermen’s houses, and visit the local church. Before walking back to the boat, you’ll have time to taste a Terre de Haut specialty, Tourments d/Amour, a round cake filled with jam.

Please note: Guests are encouraged to wear comfortable walking shoes and bring a hat, sunscreen, water bottle, and local currency. Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-EXPLORE

Les Saintes, Sailing the BayBoating | Concierge Collection | Refreshments

Duration3 Hours

Activity LevelModerate

$199

Select for Print

VIEW DETAILS

Prepare for your voyage aboard an 80-foot sailing catamaran. Following a brief introduction and safety instructions, the captain will navigate you through the stunning bay. You’ll sail through multiple islands, including Ilet Cabrit, Ilet Redonde, Grand Ilet, and Ilets les Augustins, before stopping near Pain de Sucre. Renowned for its tranquil, crystal-clear waters, Pain de Sucre offers the perfect opportunity for a delightful swim. After your stop, you’ll have the opportunity to enjoy a complimentary drink as you make your way back to the pier.

Please Note: we recommend you bring a swimsuit under cover up, towel, sunglasses, hat, and reef safe sunscreen.Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-GUADELOUP

Les Saintes, Historic Tastes & Treasures of Fort NapoleonCulture | Essentials Collection | Sightseeing | Refreshments

Duration2.5 Hours

Activity LevelModerate

$129

Select for Print

VIEW DETAILS

Fort Napoleon has a rich history and is the setting for some of the most dramatic harbor views in the Caribbean. Join your English-speaking guide at the pier where a private shuttle will bring you to the gate at the top of Napoleon Hill. Afternoon entry to the fort allows a more intimate opportunity to enjoy the history of the fort, its gardens, and eclectic museum collection depicting life on the island over the last 2500 years. Following your guided tour of these areas, you will retreat to the original fort’s kitchen where you will sample a variety of local, iconic foods including the famous local cakes. No Windstar tour in the Caribbean would be complete without a taste of rum and today you will sample the “Sun Rum” mixed on the island. When you are ready to leave you have the option to hike back to the town or take advantage of the shuttle service provided for you.

Please note: This exclusive tour accommodates a maximum of 24 people. Space is limited, sign up early.

Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-HISTORICTST

Les Saintes, Terre de Haut Panoramic TourEssentials Collection | Sightseeing

Duration Hour

Activity LevelEasy

$119

Select for Print

VIEW DETAILS

Depart from the pier with your guide by small bus to explore Terre-de-Haut. Drive through the village with its multicolored houses and Catholic Church towards the Caribbean coast. First photo stop on one of the most beautiful places of the Archipelago, Le Pain de Sucre, a 164-foot volcanic hill above sea level, whose steep slopes fall into Les Saintes Bay. Discover the cemetery made up of shells and look for iguanas. Then take pictures at Grande Anse Beach, well-known for the concert that nature offers when the waves crash. See the small airport where pilots must hold a special clearance and the panoramic view on Marigot Bay with its turquoise water.

Please note: Wear comfortable and casual clothes and shoes and bring sunscreen sunglasses, a cap or hat and water.
Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-PANORAMIC

Les Saintes, Snorkel Experience in Les Saintes *Boating | Essentials Collection | Refreshments | Snorkeling | Wildlife

Duration2 Hours

Activity LevelStrenuous

$119

Select for Print

VIEW DETAILS

Sail along the third most beautiful bay of the word, Terre de Haut, passing by islands and islets en route to Terre de Bas. Explore the seabeds of Terre de Bas and the idyllic cove of Anse Fidelin during a guided snorkeling session in these warm, crystal-clear waters. Along the way, look for the colorful coral, sea turtles, tropical fish, and marine life that inhabit your exquisite surrounds. At the conclusion of your snorkeling session, embark the boat and relax with a refreshment during the short ride back to the pier.

Please note: This tour is weather dependent and guests must have no mobility issues. You will have to bring your swimsuit, towel, sunscreen, sunglasses and a hat. Tour operates on a boat and is not recommended for guests who suffer from seasickness, salt and sun allergies.

Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-SNORKEL

Les Saintes, Relax & Snorkel *Beach | Boating | Essentials Collection | Refreshments | Snorkeling

Duration3 Hours

Activity LevelModerate-Strenuous

$169

Select for Print

VIEW DETAILS

Admire the tropical beauty of Isles des Saintes with this panoramic sightseeing and snorkeling excursion. Boat-Ride and see the beautiful bay, passing by Ilet Cabrit, Terre de Bas, Ilet Redonde, Grand Ilet, Ilet de la Coche, and Ilets Les Augustins. Then stop for a guided snorkeling session in the warm, crystal-clear waters nearest Pain de Sucre. Relax as you return back to the pier.

Please note: This tour is weather dependent and guests must have no mobility issues. You will have to bring your swimsuit, towel, sunscreen, sunglasses and a hat. Tour operates on a boat and is not recommended for guests who suffer from seasickness, salt and sun allergies.

Nov 14, Fri 8:30 AM11/14/2025 8:30:00 AMLSS-SPEEDBOAT

Sat Nov 15

Marigot, St. Martin

Arrive:8:00 AM

Depart:3:00 PM

Watersports Platform:

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world’s most prestigious brands can be found. Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.

Sun Nov 16

San Juan

Arrive:7:00 AM

Depart:7:00 PM

Watersports Platform:

7 Available

7 Shore Excursions Available

San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar HotelEssentials Collection | Sightseeing | Refreshments

Duration2.5 Hours

Activity LevelEasy-Moderate

$259

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes. Guests must be at least 21 years of age to participate on this tour.

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJU-BACARDI

San Juan: Barilito Rum Tour & Tasting with Transfer to AirportCulture | Essentials Collection | Sightseeing

Duration2.5 Hours

Activity LevelEasy-Moderate

$259

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes. Guests must be at least 21 years of age to participate on this tour.

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJU-BACARDI-A

San Juan, Concierge Collection: Half Day Private SUV with Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$829

Select for Print

VIEW DETAILS

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJU-PRVATESUV

San Juan, Concierge Collection: Half Day Private Van with Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$729

Select for Print

VIEW DETAILS

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJU-PRVATEVAN

San Juan: Rainforest Eco Wonder Tour with Transfer to Windstar Hotel Sightseeing | Walking | Outdoors | Essentials Collection

Duration4.5 Hours

Activity LevelModerate-Strenuous

$199

Select for Print

VIEW DETAILS

Board your coach for the 45-minute drive to discover the exotic vegetation of the rainforest, featuring a variety of species of plants and wildlife, waterfalls, streams, and hiking trails leading to enchanting locations. With a professional guide you will visit El Portalito Visitor Center, and a low-moderate impact trail to admire the flora and fauna. Don’t forget your swimsuit because you will head over to a trail that leads to a river and a natural swimming pool. Have a swim or a relaxing moment while taking in the scenic views. Your expert guide will make the trip meaningful and fun. From taking an enjoyable nature walk, and swimming in a natural river pool, there is no better way to take in the full dynamic wonder of Puerto Rico during your visit! You will be transferred to the Windstar Hotel.

Please note: Wear comfortable attire and non-slippery shoes. Bring your swimsuit and a towel.

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJU-RAINFOREST

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel Sightseeing | Essentials Collection

Duration3 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes.

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJUOLD-SAN-JUAN

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport Sightseeing | Essentials Collection

Duration3.75 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Not every day will you get an opportunity to visit the 2nd oldest city in America. For about 90 minutes you will walk the cobblestone streets accompanied by an expert guide who will give you interesting information on many amazing structures and relate events that make Old San Juan a must-do on your bucket list. You will visit San Cristobal Fort, the largest fort built by the Spanish in the New World. Learn the mystery of the sentry boxes and other memorable facts. On the way to the airport you will also have the opportunity to visit and learn the history of the Tapia Theater, Plaza Colon, Plaza de Armas, La Rogativa, The San Jose Church, The Governor’s Main House, San Juan Cathedral, and other interesting sites.

Please note: Wear comfortable attire and walking shoes.

Nov 16, Sun 7:30 AM11/16/2025 7:30:00 AMSJUOLD-SANJUANA

Mon Nov 17

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

Arrive:8:00 AM

Depart:6:00 PM

Watersports Platform:

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

Tue Nov 18

Basseterre

Arrive:8:00 AM

Depart:5:00 PM

Watersports Platform:

8 Available

With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean’s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.

8 Shore Excursions Available

Basseterre, Concierge Collection: Caribbean Cooking, History & Folklore in St. KittsConcierge Collection | Culture | Dining | Sightseeing

Duration3.5 Hours

Activity LevelEasy

$99

Select for Print

VIEW DETAILS

A unique culinary experience! You may have previously enjoyed the exotic flavors of West Indian cooking, but do you know the actual ingredients of the dishes or their history? Regardless of whether you are a seasoned cook or just a lover of tasty cuisine, this demonstration will appeal to you. After a short drive you will arrive at Fairview Great House & Tropical Garden. Enjoy regional dishes prepared before your eyes. As ingredients are added, the historian cook will recount tales about the history of the regional foods, and talk about the development of dishes that use African, European, and Indian cooking methods. Then you will sample the dishes along with homemade refreshments. Explore the Fairview Great House & Botanical Garden. You may also choose to meander through the different areas of the beautifully landscaped 2.5-acre botanical garden at your leisure. Complimentary copies of the recipes of the dishes prepared during your tour will be yours to take home as a souvenir of your unique experience in St. Kitts.

Please note: Due to the limited space available on this tour, it will sell out quickly.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBAS-COOKING

Basseterre, Brimstone Hill Fortress & Fairview Great HouseCulture | Essentials Collection | Sightseeing | UNESCO

Duration3.25 Hours

Activity LevelEasy

$79

Select for Print

VIEW DETAILS

On this tour, you will enjoy an overview of the capital of St. Kitts & Nevis and get an up-close look at the island's colonial splendor. Board your motor coach for the 30-minute drive with your guide into Basseterre, one of the oldest towns in the Eastern Caribbean. Admire impressive Victorian and Georgian architecture and view important landmarks such as the Berkeley Memorial Clock Tower and Independence Square, once a slave market and today host to a picturesque fountain and a centuries-old church. You will stop at the Fairview Great House and Tropical Garden. At this 300-year-old colonial property, you will explore perfectly preserved rooms, including the original kitchen with its volcanic stone and brick oven and the bathing room with its sun-warmed bath. Follow the stone bridge to the lush tropical botanical garden, where many of the plants such as palms and fruit trees date back as far as the 1700s. Then explore the 300-year-old Brimstone Fortress, perched 780 feet above sea level. This magnificent structure is the second largest of its type in the entire Western Hemisphere and is one of the best preserved. This Gibraltar of the West Indies is a UNESCO World Heritage Site and more battles were fought here than at any other single site in British and French naval history. Its spectacular panoramic views include part of the Kittitian coastline, countryside and five neighboring islands.

Please note: This tour is not wheelchair accessible.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBAS-FORTRESS

Basseterre, Island History & Rum TastingEssentials Collection | Sightseeing | Refreshments

Duration2.5 Hours

Activity LevelEasy

$59

Select for Print

VIEW DETAILS

Your tour will begin with a narrated drive around historic Basseterre, one the oldest towns in the Eastern Caribbean. You will view Victorian and Georgian style architecture, important monuments such as the Berkeley Memorial Clock Tower, Independence Square (once a former slave market) with its prominent fountain and impressive centuries-old Catholic Co-Cathedral across the street. See the newly restored Fairview Great House & Botanical Garden. Here you will enjoy a guided tour around the Great House, which is believed to have been originally built in 1701 by the French. The inhabitants who have been recorded to reside here include American legal luminary John Gardiner and Lawyer James Stephen –advocate of the enslaved. The rich history of the site and the island is well displayed with its superbly furnished historical information room that brings to life the 1700s – 1800 with true impressions of what life was like on an Estate in St. Kitts during that era. From the cobblestone courtyard view the original kitchen building with its volcanic stone and brick oven; the original bathing room with its large sun warmed volcanic stone bath; the stone bridge leading from the rear veranda of the Great House to the rear area of the tropical botanical garden. While in the courtyard don’t forget to wander into the old stone cellar where you will find a slavery exhibit. This self guided exhibit provides a glimpse of the African-Caribbean slavery story which began in Africa. The experience includes details of the journey through the Middle Passage to the Caribbean. Learn about the life of the slaves on the plantation during the pre and post emancipation period. You will be given the opportunity to taste several flavors of rum, hear the history of where rum came from in the Caribbean and how Caribbean people made their own rum. Hear stories of when the Irish settled on St. Kitts and the rum legacies they left and how and where rum drinking has evolved on the island. After your rum tasting experience, take time to wander in the 2 ½ acre Botanical Garden. Don’t forget to peek inside the gift shop and pick up some keepsakes that will remind you of this unique experience for years to come.

Please note: Bring your camera, cash, credit card, sunscreen, sunglasses, and hat.

Nov 18, Tue 9:00 AM11/18/2025 9:00:00 AMBAS-HISTORY

Basseterre, Nevis Panoramic and Beach TourBeach | Boating | Dining | Essentials Collection | Sightseeing

Duration5 Hours

Activity LevelEasy-Moderate

$139

Select for Print

VIEW DETAILS

Experience the Best of St Kitts and Nevis when you choose this relaxing tour that includes an exhilarating boat ride, a panoramic island tour of Nevis crammed with spectacular views and historical interests, and a luxury beach break. You will board your fast and comfortable power catamaran and head to the beautiful island of Nevis, known in colonial days as the Queen of the Caribbean. Once in Nevis, you will board an air-conditioned van for a panoramic tour of the island, with its lush tropical vegetation and the spectacular vistas of the Caribbean Sea. You will pause for a photo stop at Hamilton House, the birthplace of the United States' first Secretary of the Treasury, Alexander Hamilton. The building is currently used as a museum and hosts the meetings of the Nevis House of Assembly. Your guide will point out interesting landmarks along the way, and you will have an opportunity to visit St. Thomas Lowland Church, built in 1643, the oldest Anglican Church in the Caribbean, where you will see spectacular views back to St Kittts. The highlight of your Island tour could well be Nisbet Plantation, the home of Fanny Nisbet, who, in 1778 married Admiral (then Lieutenant Horatio Nelson in Nevis). Next, your guide will take you through quaint villages to the sands of Pinney's Beach for a Caribbean-style lunch served at a beach-side restaurant. Enjoy delicious rum or fruit punch, as well as an included beach chair and shared umbrella .Perhaps take a refreshing dip in the blue Caribbean Sea. When it is time to reboard your catamaran for the return journey to Basseterre, you will board straight from the beach

Please note: Dress in comfortable, casual clothing, bring a towel, your swimsuit and sunscreen. Lunch is included on this tour.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBAS-PLANATION

Basseterre: Caribbean Scenic Railway Refreshments | Culture | Sightseeing | Essentials Collection

Duration3 Hours

Activity LevelEasy

$109

Select for Print

VIEW DETAILS

Completely circle the island of St. Kitts by road and rail in just a few hours. The St. Kitts Scenic Railway is a narrow-gauge railroad that was built almost a century ago to deliver sugar cane from the fields to the mill in Bassetèrre. Each railcar features seating on two levels. The upper level features a spacious open-air observation deck offering panoramic views of the surrounding countryside, while the lower level provides air-conditioned comfort. Island ambiance will be evoked with comfortable rattan furniture, complimentary specialty drinks, island music by the Scenic Railway Choir, and an informative narrative history of the Caribbean. In addition to your rail experience, your sightseeing will also feature a scenic drive by bus along the southwestern coast. Enjoy unparalleled vistas of Brimstone Hill Fortress, the British “Gibraltar of the West Indies,” Middle Island where Thomas Jefferson’s great-grandfather is buried, and the neighboring island of Nevis, birthplace of American statesman Alexander Hamilton.

Please note: Bring your camera, sunscreen, sunglasses, and a hat if you are planning on sitting on the upper level.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBAS-RAILWAY

Basseterre: Sky Safari Zipline Adventure Outdoors | Wildlife | Essentials Collection

Duration4 Hours

Activity LevelStrenuous

$119

Select for Print

VIEW DETAILS

Fly along zip lines up to 1,400 feet in length, 25 stories above the ground! This is a spectacular 5-line zip line journey based at the Historic Wingfield Estate. After a short orientation, training session, and riding the first (trainer) line, you will hop into vehicles for a trek up the famous Valley of the Giants. You will see fantastic panoramic views of Brimstone Hill Fortress, Old Road Village, former sugar estates, the Caribbean Sea, and Mount Liamuiga. With a mile of zip lines you will soar at speeds up to 50 miles per hour. Thanks to the cutting edge technology of this system you will fly hands and feet free, just like a bird. All you have to do is sit back, and enjoy the experience! You will also be given an opportunity to walk around the Wingfield Estate Ruins. View the first British masonry in the entire New World as well as the remnants of the different methods of processing sugar which are all on site. As an additional treat your tour also includes a short walk to the Romney Manor, home of Caribelle Batik, where you can enjoy the enchanting gardens, batik studios, and gift shop.

Please note: This tour is not available for guests who are pregnant, have a heart condition or serious medical condition, previous neck or back injuries. To participate on this tour guests must wear closed-toe shoes, weigh at least 60 pounds but no more than 275 pounds and sign a waiver. Any guests wishing to bring along personal items will have the option to leave items at the base and rent a locker to store them in. Price per locker is $3 US and payable directly to the Sky Safari facility.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBAS-SKY-SAFARI

Basseterre: Snorkel Safari Snorkeling | Wildlife | Refreshments | Boating | Essentials Collection

Duration3 Hours

Activity LevelModerate

$99

Select for Print

VIEW DETAILS

Experience the pleasure of snorkeling at several sites that are abundant with tropical fish and coral life.

There will be a short 10-minute walk from the pier to the marina where your boat awaits. Then you will cruise the island’s pristine southeast peninsula, inhabited by the shy green vervet monkey. Snorkeling opportunities include Ballets Bay, Shitten Bay, and Bugs Hole. Marine life varies but you may see: turtles, eagle rays and stingrays, schools of saltwater chub, snapper, angel fish, parrot fish, squirrel fish, and sand sharks. Many virgin reefs and extensive soft corals, fans, and sponges make up the reef life. Thirst-quenching non-alcoholic drinks, local beer and water will be provided.

Please note: Wear your swimsuit under your clothing and bring a towel. (Towels will be available at the gangway.) Your waiver release form must be signed and medical conditions must be disclosed. Access to and from the water is done by a ladder on the side of the boat.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBAS-SNORKEL

Basseterre: St Kitts Quad ATV Adventure Outdoors | Refreshments | Essentials Collection

Duration3 Hours

Activity LevelModerate-Strenuous

$129

Select for Print

VIEW DETAILS

Here is a unique way to experience the Caribbean! This exciting exploration will begin with a transfer from the dock to the Quad Bike (ATV) base. After an introduction and full orientation on the use of the bikes and safety precautions, you will be ready to mount the four-wheel ATV bikes for a wildly exhilarating adventure. Your experienced guide will lead you on a thrilling ride through cane fields and down country dirt tracks and up scenic slopes with views of neighboring islands. On the way you may also be able to taste local fruits in season. Then it will be time once more to get back on the bikes and return to the tour base. Enjoy a cool drink before you will be transferred back to the pier.

Please note: You will be provided with a helmet. This tour is not recommended for those with mobility issues or back problems as you will be traveling off road over hilly and bumpy terrain. You will be required to sign a waiver to participate on this tour. Maximum weight is 250 lbs.

Nov 18, Tue 8:30 AM11/18/2025 8:30:00 AMBASATVADVENTURE

Wed Nov 19

Gustavia

Arrive:7:00 AM

Depart:10:00 PM

Watersports Platform:

5 Available

Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by.

5 Shore Excursions Available

St Barts, Concierge Collection: St. Barthelemy Beach DayBeach | Concierge Collection | Dining

Duration6 Hours

Activity LevelEasy-Moderate

$499

Select for Print

VIEW DETAILS

You will find Le Barthélemy Resort and Spa at the end of a beautiful bay right on a stunning beach. Le Barthélemy is sheer luxury, so let yourself be spoiled. In the rare beauty of the natural setting, you will understand the spirit of St. Barts; elegance, refinement, and discretion. Enjoy your lunch, swim, make use of the non-motorized watersport equipment provided, or do nothing at all, enjoy yourself. Le Barthélemy lets you forget all worries for the day and slips you into a cocoon of comfort and contentment. ENJOY! This is the life, St. Bart's style. This excursion was arranged specifically for and is exclusive to Windstar guests.

Please note: Bring your swimsuit, sunscreen, and a cover up for the restaurant. Lunch is included at the resort restaurant.

Nov 19, Wed 10:30 AM11/19/2025 10:30:00 AMGUS-BEACH-DAY

Duration3 Hours

Activity LevelModerate

$299

Select for Print

VIEW DETAILS

Caribbean music and the friendly crew of a well-appointed, full-sail catamaran will welcome you aboard. This boat is specially designed to offer shade and refreshing breezes as you sail along the beautiful west coast of the island to the Marine Park at Colombier Bay. You will anchor about 80 feet offshore, close to coral reefs teeming with schools of colorful fish. A professional instructor will give you a full orientation and explain the use of the snorkel equipment. You will have time to swim and snorkel, or simply bask in the sun. On the return to Gustavia, soft drinks, beer, or refreshing rum punch or fruit punch will be offered.

Please note: This exclusive experience is limited to 12 guests and sells out quickly. No previous sailing experience necessary. The catamaran will offer refreshments throughout the trip. Restrooms are located on board the catamaran. Bring sunscreen, hat, swimsuit, and underwater camera and towel. Snorkeling gear is available on the boat.

Nov 19, Wed 9:00 AM11/19/2025 9:00:00 AMGUS-CATAMARAN

St. Barts: Independent Explorer by CarEssentials Collection | Sightseeing

Duration6 Hours

Activity LevelEasy-Moderate

$349

Select for Print

VIEW DETAILS

Here is a chance for the adventuresome to get away from the crowds, get behind the wheel, and enjoy the lush countryside on a self-guided tour. You will be escorted from the pier to the nearby starting point and after brief formalities you will be given the keys to your rental car. Armed with a map of the island, some suggested itineraries, and some details about historical facts and points of interest, you’re ready to explore this beautiful island at your own pace. The cost is for the car; one to four people can explore at just one rate.

Please note: Participants must be comfortable driving winding and hilly conditions. Bring your swimsuit, a credit card, and a current driver’s license. The tour price is per car and includes CDW insurance, a $1200 euro deductible which will be fully or partially charged to the driver’s credit card in the event the car is returned damaged. Fuel costs are included. Pricing is per car, and can hold up to 4 guests. Only one person in the party needs to purchase the tour. Your tour time may vary depending on when your ship docks.

Nov 19, Wed 9:30 AM11/19/2025 9:30:00 AMGUS-EXPLORER

St. Barts, Concierge Collection: Sunset CruiseBoating | Concierge Collection | Sightseeing | Refreshments

Duration1.5 Hours

Activity LevelEasy-Moderate

$199

Select for Print

VIEW DETAILS

Boarding your sailing cat you will depart from Gustavia's tender pier. Your Captain will give a safety briefing as you set sail. You will have a peaceful and quiet sailing time in the vicinity of the harbor area to enjoy scenic views of the sunset. You will appreciate the scenic panorama, passing the mega yachts at anchor. The Captain will offer you Champagne, mineral water, soft drinks or beer and some assorted light snacks. The crew will be attentive and helpful.

Please note: You will board the ship with a gangway that can be tricky because of the recurrent swell in Gustavia harbor. You will have to remove your shoes and be barefoot before boarding the vessel. The Captain is solely responsible and has the right to refuse boarding to a guest who would be judged unable to participate. Cancellations must be made 48 hours prior to cruise time for refunds.

Nov 19, Wed 5:00 PM11/19/2025 5:00:00 PMGUS-SUNSET

St. Barts: Yellow Semi-Sub ExplorationBoating | Essentials Collection | Wildlife

Duration Hour

Activity LevelEasy

$119

Select for Print

VIEW DETAILS

All aboard a semi-submersible to discover the rich undersea life surrounding St. Barts, without even getting wet! After boarding, you may choose to either stay outside on the open deck or enter the tunnel-like hull equipped with underwater windows. At the harbor’s entrance, keep watch for the many green turtles that frequent this area. Soon, the semi-sub passes over the wreck of the island freighter Marignan. Cross the southeastern edge of the St. Barts Marine Park and arrays of undersea marvels will soon be revealed before your eyes. The seabed is full of colorful coral reefs, and schools of Sergeant Major Fish. On your arrival at The Saints, the onboard crew will feed schools of fish. Don’t be surprised if seemingly hundreds of fish almost push against your window. You may even glimpse a shark or two! After approximately 10 minutes, your semi-sub heads back to the pier. You may wish to stay out on the upper deck for picturesque views of the coastline and graceful anchored yachts.

Please note: The semi-submersible has steep interior steps. The itinerary may be amended at the Captain’s discretion based on weather conditions, general safety, or any other factor. There can be no guaranteed sightings of any specific sea life. Cancellations must be made 48 hours prior to tour time for refund.

Nov 19, Wed 7:30 AM11/19/2025 7:30:00 AMGUS-YELLOW-SUB

Thu Nov 20

Philipsburg, St. Maarten

Arrive:8:00 AM

Depart:10:00 PM

Watersports Platform:

4 Available

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

4 Shore Excursions Available

St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini VanConcierge Collection | Sightseeing

Duration4 Hours

Activity LevelEasy

$799

Select for Print

VIEW DETAILS

Explore at your leisure with a private vehicle, driver, and English-speaking guide. This exclusive tour will allow you to customize your time ashore and explore the most interesting sites in the comfort and privacy of your own car. With your private vehicle, and the personalized attention of your driver and English-speaking guide, you will have the flexibility and independence to design your itinerary ashore. See the iconic sites or create your own personal stops to make the experience your own.

Please note: Capacity: 3-6 guests. Private cars are ordered per vehicle (not per person). This tour includes transport in a private car, driver and English Speaking Guide. Itinerary can be adjusted with tour guide as long as it’s in the area and does not exceed the duration of 4 hours. Recommended for physically challenged guests.

Nov 20, Thu 8:30 AM11/20/2025 8:30:00 AMPHI-1/2D-PRVVAN

St. Maarten: Americas Cup Sailboat Racing Refreshments | outdoor | Boating | Essentials Collection

Duration3.5 Hours

Activity LevelModerate

$149

Select for Print

VIEW DETAILS

Experience the thrill of racing multi-million dollar America’s Cup Race sailboats in the warm blue waters and brisk trade winds of St. Maarten. Previous sailing experience is not necessary for this excursion, which is one of the highest rated in the Caribbean. You will tender out from the 12 Metre Clubhouse dock at Dock Maarten where after a briefing you will take a 10-minute tender ride out to your allocated sailboat. Either Dennis Conner’s America’s Cup winning Stars & Stripes, Canada II, or True North IV are yours for this once-in-a-lifetime adventure. The expert crew will show you exactly what to do if you want to take a “crew member’s” position. Then it’s off to the racecourse – grind a winch – trim a sail – punch a stopwatch, or just sit back, relax and enjoy the included refreshments. After the race enjoy a victory rum punch party at the12 Metre Clubhouse where the tour ends.

Please note: Wear soft-soled suitable footwear for the sailboat. This event is weather/wind dependent.

Nov 20, Thu 8:30 AM11/20/2025 8:30:00 AMPHI-AMERICASCUP

St. Maarten: Soualiga Sky Explorer & 360 Views Sightseeing | Essentials Collection

Duration4.5 Hours

Activity LevelEasy

$219

Select for Print

VIEW DETAILS

Board an air-conditioned vehicle for a 15-minute ride to Rockland Estate where the most breathtaking, awe-inspiring, 360 degree views await you. After check-in and signing a waiver, you will first visit the Emilio Wilson Museum, which is located in the restored plantation house originally built in the 1700s. You will be on your own to browse the museum which tells the powerful story of Trace Wilson, who was born into slavery on the property in 1818 and her direct descendant Emilio Wilson. You will see depictions of what life was like on a Caribbean plantation and learn about the customs, traditions, lifestyle and stories that earned Sint Maarten the nickname ‘The Friendly Island.' As the Soualiga Sky Explorer ascends, you will experience the landscape unfolding below until you reach the top of St. Maarten’s highest mountain, an elevation of 1,125 feet. From here you will have a 360-degree spectacular view over the island, as well as over neighboring islands, Saba, St. Barth, St. Eustatius and Anguilla. This chair lift spans 2,997 ft, so enjoy your leisurely ride over the vegetation below. Once on the top of Sentry Hill, you will find platforms that give you the perfect vantage point for taking your photos and for enjoying the simply amazing view. After descending back into the park, you will then have some free time to visit the gift shop, buy your photos or a refreshment, until it is time to meet up with the group at the pre-determined time and location and return to the Port.

Please note: Bring money and/or credit cards if you would like to purchase something in the gift shop or get a refreshment at the restaurant. Sunscreen, hats, closed-toe shoes are recommended. All children must be accompanied by an adult and able to sit on their own.

Nov 20, Thu 8:30 AM11/20/2025 8:30:00 AMPHI-SKYEXPLORER

St. Maarten: Under Two Flags Island Tour Sightseeing | Walking | Essentials Collection

Duration4 Hours

Activity LevelEasy

$99

Select for Print

VIEW DETAILS

The best way to see the "friendly" island of St. Maarten/St. Martin, the smallest island shared between two nations, is to take the Under Two Flags Island Tour. You will depart Philipsburg Port and will be driven to beautiful Oyster Pond, to cross the border to the French side, and follow along Coralita Road to the first stop of your tour. There, you will have the opportunity to enjoy a picturesque lookout point over the impressive Atlantic coast and the islands of Tintamarre and St Bart’s. After a short stop, drive through Quartier d'Orléans, better known as French Quarter, past well known Orient Beach and Grand Case, culinary capital of the Caribbean, before arriving in Marigot, capital of the French side. Here you will have time to visit the outdoor seaside market, where among Caribbean souvenirs, local art work and hand-made jewelry, products from Provence, France, can also be found. The West Indies Mall with its French boutiques is just around the corner. Leaving Marigot behind, stop at Cay Hill Lookout Point for another photo op overlooking Simpson Bay Lagoon, one of the largest lagoons in the West Indies, and the blue waters of the Caribbean. Then, for the last stop, you will be dropped off in Philipsburg for some more shopping on Front Street or a nice stroll along the Boardwalk before returning to the Port.

Please note: This tour is not wheelchair accessible. Wear comfortable walking shoes, a hat, sunscreen and bring some cash.

Nov 20, Thu 8:30 AM11/20/2025 8:30:00 AMPHI-TWO-FLAGS

Fri Nov 21

Jost Van Dyke, Great Harbour

Arrive:9:00 AM

Depart:10:00 PM

Watersports Platform:

2 Available

For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.

2 Shore Excursions Available

Jost Van Dyke, Catamaran Cruise and BeachBeach | Boating | Essentials Collection | Snorkeling

Duration4.5 Hours

Activity LevelModerate-Strenuous

$259

Select for Print

VIEW DETAILS

This outing contains all the right ingredients for a fun-filled and memorable day on the water in the BVI. Board a power catamaran from Great Harbor and take in the breathtaking and incredible views of the islands of both the USVI and BVI. Your captain and crew have extensive local knowledge and will share geographical and nautical facts and lore with you. The boat will dock at Pirates Bight on Norman Island, famously known as Treasure Island. The reputed history of piracy on this island is immortalized in Robert Louis Stevenson's famous book Treasure Island. Here, you have free time to snorkel from the beach, enjoy a stroll or simply relax.
　
Please note: Wear your swimsuit under your clothing; bring a towel, sunscreen, and a hat. Guests with heart problems, epilepsy or asthma are not allowed to participate in snorkeling. A waiver must be signed, and medical conditions disclosed. Guests participating in snorkeling should be able to swim and be in good physical condition.

Nov 21, Fri 9:30 AM11/21/2025 9:30:00 AMJVD-NORMAN-SNKL

Jost Van Dyke, Sail and SnorkelBoating | Essentials Collection | Sightseeing | Refreshments | Watersports

Duration4 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Step aboard a sleek catamaran for a fun and relaxing cruise through the islands surrounding Jost Van Dyke. After an hour of sailing your catamaran will anchor off the beautiful desert island Sandy Cay. From here you can choose to swim in the crystal-clear water, bask in the sun on the pristine white-sand beach, or stay on board and enjoy a complimentary drink. Cruise to Diamond Cay, a tiny islet surrounded by powdery white sand, azure blue waters, and an underwater world filled with colorful marine life. Enjoy an hour of exploring the fascinating reefs, or take a stroll to Foxy’s Taboo. Refreshments and snacks are available at Foxy's Taboo (additional cost), as well as a pleasant little gift shop. The crew will sound the horn for another hour of catamaran cruising with rum punch and music.

Please note: Wear your swimwear under your clothes and bring a towel, dry t-shirt or sweatshirt, a hat, and sunscreen. Snorkeling and swimming destinations may vary according to sea and weather conditions. Guests must be able to step on and off the catamaran and in and out of the water via a dive ladder. Refreshments are included on board.

Nov 21, Fri 9:30 AM11/21/2025 9:30:00 AMJVD-SAILSNORKEL

Sat Nov 22

Virgin Gorda / Prickly Pear, British Virgin Islands

Arrive:8:00 AM

Depart:5:00 PM

Watersports Platform:

2 Available

The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns

2 Shore Excursions Available

Virgin Gorda: Highlights & Bath TourBeach | Boating | Essentials Collection | Walking

Duration4 Hours

Activity LevelStrenuous

$89

Select for Print

VIEW DETAILS

Enjoy the best that Virgin Gorda has to offer when you take this Island Tour to the world famous Baths. Board your open air safari bus at Gun Creek and wind up the hills to Gorda Peak where you will have the opportunity to photograph the impressive archipelago of the B.V.I. Your route will take you on down the spine of this beautiful island. From here you will drive to The Baths. These massive granite boulders stand out against powdery white sand and crystal-clear waters, so seize this chance to scramble through narrow gaps, intricate pools and passages which comprise this adventurous footpath before it opens out to the spectacular white sands of Devil’s Bay. The beach at The Baths boasts an appealing bar, souvenir stand and restrooms. For those not physically inclined, you can still be witness to these dramatic batholiths should you take a drink at the Top of The Baths, or the less strenuous path direct down to Devils Bay. Before boarding the safari busses, sample a complimentary rum punch, punch or water at the gazebo above the Baths, and then enjoy the remainder of your circular island tour via Nail Bay with homes of the rich and famous and Hog's Heaven for some stunning shots of the ship anchored in North Sound.

Please note: Wear your swimsuit under your clothes, bring reef-friendly sun screen, towel, camera, reef or aqua shoes to explore the Baths, flip-flops are not recommended. This tour is not recommended for those with mobility issues. Use caution while walking down the trail and through the boulders in the caves. Path is uneven and slippery. On some days expect crowds. Please be aware of the National Flag Warning System and adhere to it at all times. Red Flag: Danger - No Swimming. Yellow Flag: Caution - Weak swimmers are discouraged from entering the water. Purple Flag: Jellyfish Warning. The only way to experience this natural wonder is with our pre- arranged shore excursion being offered onboard.

Nov 22, Sat 8:15 AM11/22/2025 8:15:00 AMVIR-HIGHLIGHTS

Virgin Gorda: Snorkel AdventureBoating | Essentials Collection | Refreshments | Snorkeling

Duration2.75 Hours

Activity LevelModerate-Strenuous

$239

Select for Print

VIEW DETAILS

Board a 36-foot Newton Dive Special vessel for a fun and relaxing cruise through the islands surrounding Virgin Gorda. Motor across the stunning Virgin Gorda waters with views of neighboring islands. The boat will moor at your first snorkel spot, chosen by the Captain as the best location for the day. The crew will assist with getting your snorkel gear ready, give a safety briefing and guide you in the water while pointing out interesting sea life. Once back on board, the Captain will pick out a second snorkel spot for you to enjoy. The tour will end with refreshments on board and a cruise back to shore in time for your beach barbecue.

Please note: wear your swimsuit under your clothes, bring a towel, a dry t-shirt or sweatshirt, reef friendly sunscreen, waterproof camera (if you want to record the boulders ashore), and a hat. Participants must sign a waiver before departing the dock. Depending on weather and sea state the snorkel locations might have to be adjusted. Minimum age is 7 years.

Nov 22, Sat 8:30 AM11/22/2025 8:30:00 AMVIR-SNORKEL

Sun Nov 23

San Juan

Arrive:7:00 AM

Depart:

Watersports Platform:

7 Available

7 Shore Excursions Available

San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar HotelEssentials Collection | Sightseeing | Refreshments

Duration2.5 Hours

Activity LevelEasy-Moderate

$259

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes. Guests must be at least 21 years of age to participate on this tour.

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJU-BACARDI

San Juan: Barilito Rum Tour & Tasting with Transfer to AirportCulture | Essentials Collection | Sightseeing

Duration2.5 Hours

Activity LevelEasy-Moderate

$259

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes. Guests must be at least 21 years of age to participate on this tour.

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJU-BACARDI-A

San Juan, Concierge Collection: Half Day Private SUV with Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$829

Select for Print

VIEW DETAILS

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJU-PRVATESUV

San Juan, Concierge Collection: Half Day Private Van with Guide Sightseeing | Concierge Collection

Duration4 Hours

Activity LevelEasy

$729

Select for Print

VIEW DETAILS

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJU-PRVATEVAN

San Juan: Rainforest Eco Wonder Tour with Transfer to Windstar Hotel Sightseeing | Walking | Outdoors | Essentials Collection

Duration4.5 Hours

Activity LevelModerate-Strenuous

$199

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and non-slippery shoes. Bring your swimsuit and a towel.

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJU-RAINFOREST

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel Sightseeing | Essentials Collection

Duration3 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Please note: Wear comfortable attire and walking shoes.

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJUOLD-SAN-JUAN

San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport Sightseeing | Essentials Collection

Duration3.75 Hours

Activity LevelModerate-Strenuous

$159

Select for Print

VIEW DETAILS

Not every day will you get an opportunity to visit the 2nd oldest city in America. For about 90 minutes you will walk the cobblestone streets accompanied by an expert guide who will give you interesting information on many amazing structures and relate events that make Old San Juan a must-do on your bucket list. You will visit San Cristobal Fort, the largest fort built by the Spanish in the New World. Learn the mystery of the sentry boxes and other memorable facts. On the way to the airport you will also have the opportunity to visit and learn the history of the Tapia Theater, Plaza Colon, Plaza de Armas, La Rogativa, The San Jose Church, The Governor’s Main House, San Juan Cathedral, and other interesting sites.

Please note: Wear comfortable attire and walking shoes.

Nov 23, Sun 7:30 AM11/23/2025 7:30:00 AMSJUOLD-SANJUANA

Date

Duration

Activiy Level

BOOK TOUR

Filter Your Tour Results

X Clear Filters

DURATION

PHYSICALITY

TYPE

PRICE

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan

Duration
14 days

Day

Port

Day 1

San Juan

Day 2

AT SEA

Day 3

St. George's

Day 4

Bequia

Day 5

Pigeon Island

Day 6

Les Saintes

Day 7

Marigot, St. Martin

Day 8

San Juan

Day 9

CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)

Day 10

Basseterre

Day 11

Gustavia

Day 12

Philipsburg, St. Maarten

Day 13

Jost Van Dyke, Great Harbour

Day 14

Virgin Gorda / Prickly Pear, British Virgin Islands

Day 15

San Juan

ALL DATES &
FARES

Pick Your Perk

Great cruise-only fares or make it an all-inclusive voyage with unlimited beer, wine, and cocktails, Wi-Fi, and gratuities. From $99 per guest per day.

Windstar’s Pick Your Perk offer is back for another season of savings. With options that match your travel style, you get to make the most of your vacation, your way. Reserve a cruise departing through June 2026 and you'll get to choose between an onboard credit, a hotel stay or — for Premium Suite guests — an All-Inclusive package. Plus, book by December 2 and you’ll be able to reserve your cruise with just a $300 deposit per guest.

Date

Ship

All-Inclusive
From

Cruise Only
From