life onboard

Windward Ways & Tobago Cays

Oranjestad to Bridgetown

Sun Mar 15, 2026 - Sun Mar 22, 2026,

7 days

on Star Pride

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OVERVIEW & ITINERARY

Life Onboard

A day on board your Windstar ship is a day of choices, all of them good. Perhaps you’ll begin with a relaxing massage in World Spa by Windstar. Or maybe an invigorating workout in the Fitness Center. Even better, why not both? After a sumptuous lunch in Veranda, make a splash from the Watersports Platform off the ship’s stern. Everything you can think of for fun in the water is there — swimming, kayaking, and stand-up paddleboarding. And it’s all complimentary, of course. Sun yourself on deck, take a dip in the whirlpool, then catch up on email or order a cheese plate for your stateroom or suite. After dinner, dance to live music in the Lounge. This is your yacht, so of course you’re welcome on the Bridge, where the Captain and officers are delighted to share charts, routes, and vistas with you.

As you prepare for another amazing Windstar day, enjoy a nightcap anywhere you like — on deck, in the Lounge, or why not let us bring it to your suite or stateroom? Your day ends just as it began, blissfully.

What's Included on Windstar

We strive to provide you the best experience at sea. Our attentive staff will take care of everything you need and anticipate anything you dream.

The best Watersports Platform*

Complimentary kayaks, stand-up paddle boards, and floating islands
*select voyages

Signature Onboard Barbecue

It’s more than just a barbecue, it’s a feast, complete with carving stations, dessert bar, and line dancing with the crew!

Meals in our venues

Try it all! Coursed meals in Amphora, buffet and a la carte in Veranda, and even reservations only restaurants.

24-hour Room Service

stay in tonight and even order from the main Amphora dining menu

Specialty Restaurants

Try Cuadro 44*, Candles, or Stella Bistro**
*Star Plus Class only
**Wind Surf only

Market tours with the Chef*

Come with our Chef to learn how to select some of the ingredients that will be featured in your dishes.
*select voyages

Cooking demonstrations

Take recipes and dishes as a souvenir of your journey

Sodas and bottled water

A little fizz and a bottle for your travels

Specialty tea and coffee

Wake up with a cappuccino or English breakfast tea

Locally inspired dishes

You didn’t come all this way for just a burger

Navigation Lessons

Come by the Open Bridge and say ‘hi’! We’re excited to meet you!

Windstar’s Crew Talent show

You don’t want to miss this! Our crew shows off their hidden talents beyond their day job.

Signature Sail Away event

It’s off to our next destination! Come to the deck as we bid the port farewell to the strains of Vangelis’ 1492.

Onboard lecturers*

Get a better understanding of history, culture, wildlife, and more
*select voyages

Local performances on board*

Brought to you by the locals who are eager to share their culture
*select voyages

Live music

Listen to the band in our lounges

Engaging entertainment

Trivia nights, themed shows, and so much fun!

Nightly port talks

Learn more about the adventures you’ll have tomorrow

Champagne welcome reception

Toast to a bon voyage!

Complimentary shoe polishing services

Get ready to shine

Complimentary gym use

Keep up with your fitness routine

Spa Amenities

Complimentary use of the sauna, steam room, Experience Shower*, and Thermal Suite* will help you relax
*Star Plus Class only

Complimentary Yoga classes

Stretch and set your intentions for the day

Star Boutique

Duty-free, tax-free luxury shopping

Complimentary digital newsstand

Catch up on today’s news or read your favorite magazines

Complimentary movies on demand

Romance? Action? Drama? Documentary? So many choices!

In-Room Filtered Water

Stay hydrated

In-Room Robes and Slippers

Snuggle up for extra comfort

All the essentials

Complimentary Safe, In Room Refrigerator, Hair Dryer

Custom fitted snorkel gear*

No need to pack snorkel, masks, and fins
*select voyages

World Class Dining Experience

We've upped the onboard dining game with our culinary program, featuring an array of fresh, seasonal ingredients sourced from each port along the journey. Each nightly menu is crafted to highlight the spectacular flavors of the regional cuisine.

Amphora

Here, the dining room manager seats you, but where is your decision. There are no pre-assigned tables or first or second seatings. When you dine and with whom are entirely up to you. Seating usually begins at 6:30 p.m. and will be printed in the ship's daily program. Each delightful dish is prepared exactly to your liking – an exquisite dinner served course-by-course with a fine selection of vintage wines.

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Candles

Here’s the perfect place for a romantic tête-a-tête under the stars in Candles, Windstar’s signature outdoor restaurant transformed by night into a dreamlike paradise. Delectable cuisine, memorable surroundings, inspired wine pairings.

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Cuadro 44 by Anthony Sasso

Savor flavors of Spanish local culture as you dine in intimate surroundings that encourage sharing and camaraderie by ten-time Michelin-starred Chef Anthony Sasso. With seating for 36 including a chef’s counter and communal table, it’s an inventive take on modern Spanish cuisine. (Coming Soon, Star Plus Class ships only).

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Signature Onboard Barbecue

One of the highlights of your cruise will be the spectacular onboard barbecue. Your attentive crew will serve an amazing meal of international cuisines accompanied by their own special brand of entertainment for an evening of entertainment under the stars.

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Star Grill by Steven Raichlen

You’ll find all your traditional grilled and barbecued favorites (and discover new dishes from around the world) in our new casual outdoor restaurant brought to you in partnership with global grilling authority, Steven Raichlen.

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Veranda

It's breakfast alfresco, full service or buffet-style, anytime till 9:30 a.m. No need to hurry. Again, the choices are many in Veranda. Choose the sumptuous, seemingly endless buffet. Or, order from the lunch menu between noon and 2:30 p.m.

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Activities

See, hear, smell, taste, and feel what it's like to sail on a small ship. No two days are the same. Be as active or as laid back as you want. After all, this is your yacht.

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Meet The Captain On The Bridge

Local and Regional Dining

Live Music Duet

Relax By The Pool or Hot Tub

Room Service

Signature Sail Away

Take in The Sun

Enjoy Our Crew Talent Show

Tastings

Enjoy Fun In The Sun With Our Watersports Platform

Enjoy Our Yacht Club

Yoga Al Fresco

Live Entertainment

After a long day at port or sea, relax in the lounge and enjoy a drink while being entertained by our onboard band or by our talented crew members. Each cruise, our crew demonstrates their hidden abilities, whether dancing, singing, magic, or comedy. Our team will continue to delight you through the night during the crew talent show, and who knows, perhaps you'll find a hidden talent of your own.

Guest Lecturers

Have you ever wanted to learn about rowing across the Atlantic or the inner workings of the Monte Carlo Grand Prix? On select Windstar voyages, satisfy your curiosity and enhance your understanding of the local culture by listening to our onboard lecturers. We’ve curated a group of speakers designed to bring you an insider’s perspective on a multitude of intriguing topics. Listen raptly as your voyage becomes more than just a vacation – and a thought-provoking exploration of enchanting lands.