Star Collector: Caribbean Cultures: Latin America & the Greater Antilles
 
Colón to Philipsburg, St. Maarten
Mon Feb 9, 2026 - Sat Feb 28, 2026,
 19 days
 on Wind Surf
?All-inclusive from
$7,790
?Cruise Only From
$6,099
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Colón to Philipsburg, St. Maarten
Begin in Colón by exploring the engineering wonder of the Panama Canal. In Bocas del Toro, soak up the laidback atmosphere and colorful clapboard houses before heading to Isla San Andres to swim with puffer fish and sea turtles at the UNESCO Biosphere Reserve. Snorkel and kayak with dolphins in the ocean playground of Roatan, and sample baleadas and pastilles with delicious Honduran coffee. Visit the howler monkey sanctuary in Belize City and explore the ancient Mayan ruins of Chacchoben on Costa Maya. Discover Cozumel’s Chankanaab, an eco-park with underwater caverns home to dolphins, manatees, and sea turtles. Wander the Mayan Temple of El Meco on Isla Mujeres and experience Grand Cayman’s energetic art scene, with over 250 practicing artists. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and reach for the incredible Reach Falls from Port Antonio, Jamaica. Visit the Caribbean’s oldest city and largest botanical garden in Santo Domingo and discover white-sand beaches ringed by coral reefs on Isla Catalina. In Virgin Gorda, swim in the underground pools known as “The Baths,” and complete your journey with Dutch treats and French delicacies in the “Cuisine Capital of the Caribbean,” St. Maarten.
voyage map
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Day 1: Colón
Explore the inner workings of the Panama Canal, head into the jungle to meet with Embera Indians, or take an aerial tram ride through the rainforest canopy.
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Day 2: Bocas del Toro
Bocas del Toro on Bastimentos island was visited by Columbus in 1502 and then built up with colorful and Caribbean-style clapboard houses by the United Fruit Company in the early 20th century.   Situated on the beautiful Bocas del Toro archipelago, the laid-back and friendly community is a great combination of races and ethnicities living harmoniously. West Indians, Latinos and Extraneros (the resident gringos) make this an easy place to feel right at home and embrace the relaxed Caribbean vibe of the town. Not far from town is the Smithsonian Tropical Research Institute, as well as two national parks, La Amistad and many banana plantations.
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Day 3: Isla San Andres
At 10 square miles, the small island of San Andrés is considered a Colombia hot spot. The island, part of a UNESCO Biosphere Reserve, is multicultural and bilingual with the best beaches, and snorkeling spots. It’s a highlight to snorkel with puffer fish, angel fish, sea turtles and eels in the crystal-clear turquoise waters surrounding the island.
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Day 6: Roatan
The ocean playground around Roatan is part of the huge Mesoamerican Barrier Reef. These protected waters provide excellent snorkeling, kayaking, swimming with dolphins and other marine life and pristine powdery white beaches. Sample tradition island cuisine like conch, baleadas or pastilles in one of the many excellent cafes accompanied by delicious Honduran coffee
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Day 7: Belize City
With an origin as a logging camp and exporter of mahogany, Belize City is known now as the gateway to lovely nature and beautiful offshore islands. But stay in town long enough to check out the Swing Bridge – the only functioning manually operated bridge in the world. Then find the Cave Branch River for a float through ancient Mayan caves or visit the howler monkeys at the Community Baboon Sanctuary.
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Day 8: Costa Maya
Costa Maya is the closest gateway to the Chaccoben Mayan Ruins some of which you can climb to get an amazing view. The port features interesting shopping, local artisans and good restaurant and bars. It is part of the massive Mesoamerican Barrier Reef and the Banco Chinchorro Biosphere Reserve, home to sharks, dolphins and turtles and the Sian Ka’an Biosphere Reserve where jaguars, monkeys and hundreds of bird species live.
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Day 9: Cozumel
The Mesamerican Barrier Reef spans 14 miles around the Mexican island of Cozumel and the impressive marine diversity here makes it an excellent place for snorkeling and diving. Chankanaab, an eco-park surrounding a lagoon offers underwater caverns that are home to dolphins, manatees and sea turtles.  Or take a ferry ride over to the mainland to explore the beaches of Playa del Carmen.
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Day 11: Grand Cayman
The largest of the Cayman Islands, Grand Cayman is known for its beautiful beaches and coral reefs. Seven Mile Beach, for one is a long stretch of white sand, calm turquoise waters and shops and restaurants. Stingray City is the most popular attraction where the stingrays can be touched, fed and even held. The island has one cross-country walking path, the Mastic Trail and horseback riding on the beach may be the best way to experience the beauty of this place.
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Day 12: Cayman Brac
On tiny Cayman Brac, The Bluff, a limestone cliff running the length of the island contains numerous caves including the Bat Cave. It is a nature lover’s dream of lovely secluded beaches and lush green forests. Birdwatchers can search for endangered parrots, brown boobies and peregrine falcons or see the parrots at the Parrot Reserve. The hiking trails that crisscross the island lead to historic sites, reptilian habitats and unusual flora.
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Day 13: Port Antonio
Known as the gateway to the nearby Reach Falls, with its series of cascades tumbling from pool to pool, John Crow Mountains and tropical jungles, Port Antonio is a delightful hodgepodge of markets, street vendors, greenery, beaches and Georgian architecture. Experience the fun of taking a bamboo raft down the Rio River and don’t miss the world famous bottomless Blue Lagoon.
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Day 15: Santo Domingo
La Capital, as Santo Domingo is affectionately known, is a UNESCO site and one of the oldest cities in the Caribbean, with Zona Colonial buildings dating back to the 1500s. Santo Domingo is also considered the most modern metropolis in the Caribbean doing a great job of converging old and new.  At the heart of the Zona Colonial, a pedestrian-friendly maze of cobblestones and interesting architecture is the first cathedral built in the New World. Find time to sample the aromatic coffee and cacao.
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Day 16: La Romana
La Romana has something for every outdoor lover. White-sand beaches, pristine coral reefs, shallow and extreme depth waters teeming with marine life, fields of sugar cane, and cave-riddled forests where Taino rock art and fresh-water springs can be found. It is also home to the renowned Casa de Campo Resort with its award-winning golf course and 16th century Altos de Chavon, an amazing replica of a Mediterranean village.
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Day 18: Jost Van Dyke, Great Harbour
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.
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Day 19: Virgin Gorda / Prickly Pear, British Virgin Islands
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
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Day 20: Philipsburg, St. Maarten
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.
Popular Highlights
Complimentary laundry
Pack light with complimentary daily laundry service
 
Costa Maya
Explore the uncommon Caribbean and ancient Mayan temples
 
Cozumel
Snorkel at Chankanaab, an eco-park surrounding a Cozumel lagoon
 
Grand Cayman
Feed, touch and even hold the stingrays at Grand Cayman’s Stingray City
 
Isla San Andres
Swim the UNESCO Biosphere Reserve near Isla San Andres, the home of puffer fish and sea turtles
 
Roatan
Sample Roatan’s delicious Honduran coffee, baleadas and pastilles
Santo Domingo
In Santo Domingo visit the Caribbean’s largest botanical garden
 
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Mon Feb 9
Colón
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Tue Feb 10
Bocas del Toro
Arrive:  10:00 AM
Depart:  4:00 PM
Watersports Platform: 
Wed Feb 11
Isla San Andres
Arrive:  1:00 PM
Depart:  7:00 PM
Watersports Platform: 
Thu Feb 12
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri Feb 13
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sat Feb 14
Roatan
Arrive:  9:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sun Feb 15
Belize City
Arrive:  9:00 AM
Depart:  7:00 PM
Watersports Platform: 
Mon Feb 16
Costa Maya
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Feb 17
Cozumel
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Wed Feb 18
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Feb 19
Grand Cayman
Arrive:  8:00 AM
Depart:  6:00 PM
Watersports Platform: 
Fri Feb 20
Cayman Brac
Arrive:  7:00 AM
Depart:  1:00 PM
Watersports Platform: 
Sat Feb 21
Port Antonio
Arrive:  12:00 PM
Depart:  6:00 PM
Watersports Platform: 
Sun Feb 22
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Mon Feb 23
Santo Domingo
Arrive:  1:00 PM
Depart:  10:00 PM
Watersports Platform: 
Tue Feb 24
La Romana
Arrive:  7:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed Feb 25
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu Feb 26
Jost Van Dyke, Great Harbour
Arrive:  8:00 AM
Depart:  11:59 PM
Watersports Platform: 
Fri Feb 27
Virgin Gorda / Prickly Pear, British Virgin Islands
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat Feb 28
Philipsburg, St. Maarten
Arrive:  6:00 AM
Depart:  
Watersports Platform: 
Wind Surf
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Bridge Suite
Bridge Suite
The ultimate in space and style surrounds you in 495 square feet of pure indulgence. Separate bedroom and living room with an in-suite dining area is an invitation to relaxation. And possibly best of all, your expansive bathroom features both a whirlpool spa tub and a massage shower.
? Call for Availability
Category B
Category B
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $6,099 per guest
? All-inclusive price from $7,790 per guest
Category BX Deluxe
Category BX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $6,499 per guest
? All-inclusive price from $8,190 per guest
Category A
Category A
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $6,799 per guest
? All-inclusive price from $8,490 per guest
Category AX Deluxe
Category AX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $7,699 per guest
? All-inclusive price from $9,390 per guest
Category TX Deluxe
Category TX Deluxe
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $7,899 per guest
? All-inclusive price from $9,590 per guest
Suite
Suite
With 376 square feet, you’ll find the perfect space for time together — and plenty of room for time to yourself. You’ll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.
? Cruise only from $12,299 per guest
? All-inclusive price from $13,990 per guest
Officer's Suite
Officer's Suite
For the ultimate in nautical experiences, reserve the new Officer’s Suite located close to the Bridge where our own ship’s officers have their quarters. With its unique “insider” location and 242 square feet of comfort, the nautically appointed Officer’s Suite offers an experience you won’t find on any other cruise line.
? Cruise only from $12,799 per guest
? All-inclusive price from $14,490 per guest
The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Mon, Feb 9 - Sat, Feb 28, 2026
WIND SURF
$7,790
$6,099
THIS
SAILING