The Authentic Cruise Company

Banner Image

San Juan & the Virgin Islands

with Windstar Cruises
Nov. 29, 2026 - Dec. 06, 2026
8 days5 ports

Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you're shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen - like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.

Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.

  • brand-new ship
  • Cruise
  • Dining
  • https://20bet20.it
  • https://casino-iceland.com/
  • https://slots-gem.at
  • Luxury Cruise
  • Prestige
  • Reservations Now Open
  • Seabourn
  • Seabourn dining
  • SERENITY SUITE
  • Seven Seas Prestige
  • SEVEN SEAS SUI
  • The Prestige Loft S
  • The SkyView Luna

Itinerary

Day 1: San Juan (Puerto Rico)
Day 3: Gustavia
Day 4: Basseterre, Saint Kitts
Day 5: Philipsburg
Day 6: Great Harbour, Jost Van Dyke
Day 8: San Juan (Puerto Rico)
Day 1: San Juan (Puerto Rico)

If you associate Puerto Rico’s capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de LeĂłn. More than a third of the island’s nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de LeĂłn had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de LeĂłn switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico (“rich port”).Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San CristĂłbal, Puerto Rico’s administrative and population center remained firmly in Spain’s hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

Day itinerary:

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.

Day 3: Gustavia

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Day itinerary:

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.

Day 4: Basseterre, Saint Kitts

Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brilliant green fields of sugarcane (the former cash crop, now slowly being replanted) run to the shore. The fertile, lush island has some fascinating natural and historical attractions: a rain forest replete with waterfalls, thick vines, and secret trails; a central mountain range dominated by the 3,792-foot Mt. Liamuiga, whose crater has long been dormant; and Brimstone Hill, known in the 18th century as the Gibraltar of the West Indies. St. Kitts and Nevis, along with Anguilla, achieved self-government as an associated state of Great Britain in 1967. In 1983 St. Kitts and Nevis became an independent nation. English with a strong West Indian lilt is spoken here. People are friendly but shy; always ask before you take photographs. Also, be sure to wear wraps or shorts over beach attire when you’re in public places.

Day itinerary:

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.

Day 5: Philipsburg

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village’s dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It’s generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander’s home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafĂ©s. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

Day itinerary:

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.

Day 6: Great Harbour, Jost Van Dyke

Jost Van Dyke, four miles long, is truly known as the ‘barefoot island’. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island’s name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. ‘The Painkiller’, one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude’s in White Bay are renowned for drinks made with the island’s famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke’s history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural ‘bubble pool’, a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.

Day itinerary:

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.

Day 8: San Juan (Puerto Rico)

If you associate Puerto Rico’s capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de LeĂłn. More than a third of the island’s nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de LeĂłn had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de LeĂłn switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico (“rich port”).Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San CristĂłbal, Puerto Rico’s administrative and population center remained firmly in Spain’s hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

Day itinerary:

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.

Region Banner

Ship features

Owner's Suite

Owner's Suite

With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, Interactive TVs and a full master bath and separate powder room indulge you in spacious comfort. 

Amenities: Owner’s Suite

  • Queen-size bed with luxurious linens
  • Buttery soft velour bathrobe and slippers
  • Upgraded L’Occitane bath amenities
  • Mini Bar offering and fridge
  • In-room premium filtered water
  • Large upgraded fruit plate
  • Macarons & Berries upon arrival
  • Daily CanapĂ©s service
  • Chilled bottle of Champagne upon arrival
  • Fresh flower arrangement
  • Illy capsule espresso machine
  • Walk-in closet
  • Magnifying mirror, hairdryer and umbrella
  • TV with complimentary on-demand entertainment
  • Safe
  • 110/220-volt outlets
  • Ultimate Internet Package (Complimentary)
  • Preferred check-in
  • Personalized wake-up call with beverage
  • Binoculars
  • Binoculars
  • Invitation to Captain or Senior officer table
  • Preferred Specialty Restaurant dining
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)

Owner's Suite
Broadmoor Suite/Sea Island Suite

Broadmoor Suite/Sea Island Suite

Relax in 400 spacious square feet, thoughtfully designed for comfort and style. Your inviting living area offers plenty of light through forward-facing windows and French doors from your bedroom that open onto your private veranda. Generous closets provide ample space to unpack and settle in with ease. Each suite reflects a distinctive sense of place—one inspired by the timeless elegance of Sea Island (Suite 501), a renowned Xanterra property known for its refined coastal charm and gracious Southern hospitality, and the other capturing the classic sophistication of The Broadmoor (Suite 500), celebrated for its grand mountain resort heritage and impeccable service.

Amenities: Broadmoor Suite/Sea Island Suite

  • Queen-size bed with luxurious linens
  • Buttery soft velour bathrobe and slippers
  • Upgraded L’Occitane bath amenities
  • Fully Upgraded Bath Amenity Line Including Pure Pampering L’Occitane
  • Mini Bar offering and fridge
  • In-room premium filtered water
  • Large upgraded fruit plate
  • Fully Stocked Mini Bar/Refrigerator
  • Macarons & Berries upon arrival
  • Daily CanapĂ©s service
  • Chilled bottle of Champagne upon arrival
  • Fresh flower arrangement
  • Illy capsule espresso machine
  • Walk-in closet
  • Magnifying mirror, hairdryer and umbrella
  • TV with complimentary on-demand entertainment
  • Safe
  • 110/220-volt outlets
  • Ultimate Internet Package (Complimentary)
  • Personalized wake-up call with beverage
  • Binoculars
  • Invitation to Captain or Senior officer table
  • Preferred Specialty Restaurant dining
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)

Owner's Suite
Broadmoor Suite/Sea Island Suite
Deluxe Suite

Deluxe Suite

Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.

Amenities: Deluxe Suite

  • Queen-size bed with luxurious linens
  • Buttery soft velour bathrobe and slippers
  • Upgraded L’Occitane bath amenities
  • Mini Bar offering and fridge
  • In-room premium filtered water
  • Fresh Fruit Plate
  • Chilled bottle of sparkling wine upon arrival
  • Fresh flower arrangement
  • Walk-in closet
  • Magnifying mirror, hairdryer and umbrella
  • TV with complimentary on-demand entertainment
  • Safe
  • 110/220-volt outlets
  • Ultimate Internet Package (Complimentary)
  • Illy capsule espresso machine
  • Preferred check-in
  • Personalized wake-up call with beverage
  • Binoculars
  • Invitation to hosting table by Officer
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)

Owner's Suite
Broadmoor Suite/Sea Island Suite
Deluxe Suite
Balcony Suite

Balcony Suite

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savour a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Amenities: Balcony Suite

  • Queen Size Bed with Luxurious Linens
  • TV with complimentary on-demand entertainment
  • Safe
  • L’Occitane Bath Amenities
  • Fresh Fruit Plate
  • Wi-Fi (internet packages available for purchase)
  • Waffle-weave robe and slippers
  • Mini Bar offering and fridge
  • Magnifying mirror, hairdryer and umbrella
  • Walk-in closet
  • In-room premium filtered water
  • 110/220-volt outlets
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)

Owner's Suite
Broadmoor Suite/Sea Island Suite
Deluxe Suite
Balcony Suite
Star Balcony Suite

Star Balcony Suite

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Amenities: Star Balcony Suite

  • Queen Size Bed with Luxurious Linens
  • TV with complimentary on-demand entertainment
  • Safe
  • L’Occitane Bath Amenities
  • Fresh Fruit Plate
  • Wi-Fi (internet packages available for purchase)
  • Waffle Weave Robe and Slippers
  • Mini Bar offering and fridge
  • Magnifying mirror, hairdryer and umbrella
  • Walk-in closet
  • In-room premium filtered water
  • 110/220-volt outlets
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)

Owner's Suite
Broadmoor Suite/Sea Island Suite
Deluxe Suite
Balcony Suite
Star Balcony Suite
Star Ocean View Suite

Star Ocean View Suite

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Amenities: Star Ocean View Suite 

  • Queen Size Bed with Luxurious Linens
  • TV with complimentary on-demand entertainment
  • Safe
  • L’Occitane Bath Amenities
  • Fresh Fruit Plate
  • Wi-Fi (internet packages available for purchase)
  • Waffle-weave robe and slippers
  • Mini Bar offering and fridge
  • Magnifying mirror, hairdryer and umbrella
  • Walk-in closet
  • In-room premium filtered water
  • 110/220-volt outlets
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)
Owner's Suite
Broadmoor Suite/Sea Island Suite
Deluxe Suite
Balcony Suite
Star Balcony Suite
Star Ocean View Suite
Star Porthole Suite

Star Porthole Suite

These rooms represent a nod the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home.

Amenities: Star Porthole Suite

  • Queen Size Bed with Luxurious Linens
  • TV with complimentary on-demand entertainment
  • Safe
  • L’Occitane Bath Amenities
  • Fresh Fruit Plate
  • Wi-Fi (internet packages available for purchase)
  • Waffle-weave robe and slippers
  • Mini Bar offering and fridge
  • Magnifying mirror, hairdryer and umbrella
  • Walk-in closet
  • In-room premium filtered water
  • 110/220-volt outlets
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)

Owner's Suite
Broadmoor Suite/Sea Island Suite
Deluxe Suite
Balcony Suite
Star Balcony Suite
Star Ocean View Suite
Star Porthole Suite
Ocean View Suite

Ocean View Suite

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, and savor a treat from the fresh fruit bowl.

Amenities: Ocean View Suite

  • Queen Size Bed with Luxurious Linens
  • TV with complimentary on-demand entertainment
  • Safe
  • L’Occitane Bath Amenities
  • Fresh Fruit Plate
  • Wi-Fi (internet packages available for purchase)
  • Waffle Weave Robe and Slippers
  • Mini Bar offering and fridge
  • Magnifying mirror, hairdryer and umbrella
  • Walk-in closet
  • In-room premium filtered water
  • 110/220-volt outlets
  • Laundry Service (various packages available for purchase)
  • 24 Hour In-Room dining (complimentary)
Amphora Restaurant

Amphora Restaurant

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.

Amphora Restaurant
Candles Restaurant

Candles Restaurant

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 await you. 

Amphora Restaurant
Candles Restaurant
Veranda

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.

Amphora Restaurant
Candles Restaurant
Veranda
Star Grill

Star Grill

You’ll find all your traditional grilled and barbecued favourites (and discover new dishes from around the world) in our new casual outdoor restaurant. 

Amphora Restaurant
Candles Restaurant
Veranda
Star Grill
Basil + Bamboo

Basil + Bamboo

Step into Basil + Bamboo, where clean lines and warm accents set the stage for a relaxed, refined experience. Savor dishes that fuse Asian influences with a Mediterranean twist — an inventive culinary adventure designed to delight your palate and create moments of shared discovery.

Guest Lecturers

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.

Guest Lecturers
Culinary Demonstrations

Culinary Demonstrations

“Set Sail with the Official Cruise Line of the James Beard Foundation “

It’s the perfect pairing. Windstar Cruises and the James Beard Foundation are partnered to bring you culinary experiences that are 180 degrees from ordinary. Through this program, Windstar works with the James Beard Foundation to bring together some of the most talented chefs on themed cruises and in our dining program.

Imagine dining on dishes created by not just one celebrity chef, but a list of all-stars with the likes of Maxime Bilet (The Cooking Lab), Evan Hanzcor (Egg), and José Mendín (Pubbelly Noodle Bar, Habitat, Baja Bao) every single night in our main Amphora dining room. For a truly beyond ordinary experience, join us on our themed cruises featuring James Beard Foundation chefs and beverage experts: a foodie’s dream with dishes created by the chefs themselves and chef-accompanied market tours. And learn their secrets as you watch demos of their recipes on every sailing.

The James Beard Foundation was created to recognize and celebrate the chefs, writers and restaurateurs who advance America’s culinary arts. This emphasis on innovation and excellence pairs perfectly with Windstar’s superior service, intimate ambiance and drive to constantly innovate its cuisine. The James Beard Foundation nominates and chooses winners of the James Beard Awards, referred to as the Oscars of the restaurant industry.

As the Official Cruise Line of the James Beard Foundation, we’re able to work with over 20 of the best chefs to create the extraordinary dishes on our nightly menu and in our culinary demos. Windstar is celebrating the 10th anniversary of our partnership in 2025. To mark this special occasion, we’re thrilled to announce the return of several beloved chefs who have sailed with us in the past.

Guest Lecturers
Culinary Demonstrations
Shore Excursions

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.Choose from over 2,000 one-of-a-kind tours and activities.

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 excursions are created to provide authentic local experience — the kind travelers like you are looking for. And with more than 2,000 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.

We make sure the hot springs are hot and the pinot grigio is chilled.How do we find these authentic experiences, you ask? Our Product Development Team travels to each destination and personally vet each shore excursion to make sure it makes the grade (So yes, the Open Course Canopy Challenge in Falmouth Harbour, Antigua? They went on that). And because we travel in small groups, we can adjust tours in real time based on guest feedback, whether that means finding a different place for lunch, or spending more time at a particularly fascinating historical site. We take the time and make the trip because we want your travels to be unforgettable.

Immersion in Regional Culture

Local guides share insight into their everyday world, as well as insider highlights that you don’t want to miss. As part of a smaller group, you’re able to bypass long lines, visit places off the beaten path, and get all of your questions personally answered.

Private Tours Available

Explore at your leisure with a private vehicle, driver and English-speaking guide. These exclusive tours allow you to customize your time ashore and explore the sites most interesting to you in the comfort and privacy of your own car or van. With your private vehicle, and the personalized attention of your driver and guide, you will have the flexibility and independence to design your own unique tour. This is a great option for families and groups traveling together.

Quality and Convenience

Every Windstar excursion meets our high standards of enjoyment, safety and professionalism. Tour departure times coincide with your ship’s schedule and depart right from the pier. All of our tour operators are fully insured, licensed and bonded. Our guests consistently rate their shore excursion experiences as excellent.

Guest Lecturers
Culinary Demonstrations
Shore Excursions
Watersports Platform

Watersports Platform

Jump in For Fun

A cruise to Tahiti, the Mediterranean or the Caribbean isn’t just about the land. It’s about the sea. That warm, turquoise water is more than willing to answer your question about what to do today, and the phenomenal Watersports Platform on the stern of your Windstar yacht is more than willing to provide the means — no beach required. It’s just one more way our yachts get you closer to your destination.

Complimentary Watersports Equipment and Activities Include*:

Snorkeling gear (a personal custom-fit set for your use throughout your Tahiti cruise and in select Caribbean and Central • America destinations)

Stand-up paddleboards

Kayaks

Foam flotation magic carpet

Water trampoline

Sailboat

*Available on select itineraries and ports of call. Selection on yachts may vary.

The Yacht Club

The Yacht Club

Stop by the Yacht Club Café for a bite or coffee crafted by our barista.

The Yacht Club
The Lounge

The Lounge

The Lounge can be found on Deck 5.

The Yacht Club
The Lounge
Compass Rose

Compass Rose

Compass Rose can be found on Deck 6.

The Yacht Club
The Lounge
Compass Rose
Screening Room

Screening Room

The ship’s card room is now the new Star Screening Room, where guests can view current movies.

The Yacht Club
The Lounge
Compass Rose
Screening Room
Sun Deck

Sun Deck

The Sun Deck can be located on Deck 7.

The Yacht Club
The Lounge
Compass Rose
Screening Room
Sun Deck
Star Boutique

Star Boutique

Visit our newly transformed specialty shopping boutique, Star Boutique, rolling out fleet-wide through early 2022. The new shop features quality brand-name and exclusive Star Collection merchandise, from clothing and fragrances to jewelry and accessories, all at duty free or special pricing.

The Yacht Club
The Lounge
Compass Rose
Screening Room
Sun Deck
Star Boutique
Live Entertainment

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, local performers or 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 perhaps you’ll find a hidden talent of your own. 

The Yacht Club
The Lounge
Compass Rose
Screening Room
Sun Deck
Star Boutique
Live Entertainment
Open Bridge

Open Bridge

We’re the only cruise line welcoming guests on to an Open Bridge, where they can pop in to watch the Captain and crew at work, and learn about chart navigation.

World Spa

World Spa

Expanded state-of-the-art World Spa by Windstar. Recharge in new tranquil treatment rooms featuring massages inspired from the world’s regions or join a group exercise class in the new sunlit studio.

World Spa
Pool & Whirlpool

Pool & Whirlpool

New breathtaking pool and whirlpool. Soak it all in with an elevated pool, and expanded deck for sunbathing and relaxing.

World Spa
Pool & Whirlpool
Fitness Centre

Fitness Centre

Work out in the well-equipped Fitness Center

Guests With Disabilities

Guests With Disabilities

Windstar does not discriminate against persons on the basis of disability. We seek, to the extent feasible, to accommodate the needs of persons with disabilities. There are no elevators on Wind Star and Wind Spirit nor were the ships originally constructed to be wheelchair accessible. As a result, these ships may be unsuitable for people relying solely on wheelchairs. The other yachts are equipped with elevators, but staterooms on Wind Surf are not wheelchair accessible. Also note, there is no elevator access to board the ship. Star Pride, Star Breeze, and Star Legend have modified wheelchair accessible suites available.

Certain ports require the ship to anchor; in this case guests must be ferried into port. Service Dogs are permitted onboard ships if prior arrangements have been made at time of booking. In limited situations where an individual with a disability would be unable to satisfy certain specified safety and other criteria, even when provided with appropriate auxiliary aids and services, we may find it necessary to ask the individual to make alternative travel arrangements. It is essential that Windstar is notified of any special medical, physical or other requirements you may have at the time of booking. For additional information, please contact accessdesk@windstarcruises.com

Guests With Disabilities
Age Restrictions

Age Restrictions

Windstar Cruises is unable to accommodate children under eight (8) years of age. All Guests under 21 years of age must be accompanied by a parent, guardian or chaperone who is at least 21 years old. Parents, guardians, and chaperones are responsible for overseeing the onboard conduct of minors. Alcoholic beverages will not be served to guests under age 21.

For family groups booking multiple staterooms, the minimum age for at least one person in each stateroom is 18 years of age, provided they are traveling with a parent, guardian or chaperone.

Guests With Disabilities
Age Restrictions
Packing Advice

Packing Advice

The less you bring the better. We suggest clothes that are light, cool, and made of natural fabrics like cotton and silk. You may wish to bring warmer clothing (layers are best), if you are traveling on an Ocean Crossing or an autumn Mediterranean cruise.

The Dress Code – from 7 am – 6 pm guests are welcome to dress as they please with the exception of no swimwear in all public lounges and restaurants and no clothing with offensive language or graphics that distract from the comfort and well-being of others. The general shipboard style is elegant, but relaxed including jeans and Bermuda/ walking shorts.

In the evening – after 6 pm when dining in Amphora, Stella Bistro or Cuadro 44 by Anthony Sasso, the dress code is country club-type clothing. For men – nice slacks, polo shirts, button down shirts, shoes other than athletic shoes. Designer denim jeans without rips or holes or are multi-colored are also acceptable. Sport coats are optional. Ties are not needed. For women – nice pants, skirts, tops, casual dresses, sundresses, nice sandals or casual shoes and designer denim dress jeans not ripped or multi-colored or having holes. Blazers are optional.

No assigned seating in Amphora or Veranda restaurants. And what can be more casual than merely signing for onboard purchases? You will feel like this is your ship, your personal yacht. The environment inspires the attitude. Reservations are required for Candles and can be made on board.

For those guests traveling to Alaska, it’s important to wear the right gear. We have partnered with the leading expedition outfitter to offer an online Alaska clothing and accessories service that ships directly to your ship. You’ll find all the right gear for Alaska, packing lists, clothing tips and our limited-edition Alaska inaugural season jacket here..

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package

Premium Beverage Package

While non-alcoholic beverages are complimentary, you may enjoy a pre-dinner cocktail under the setting sun or a champagne toast at the evening Sail Away with our beverage packages for wine, beer, cocktails and more. Zero-proof cocktails are also included with our Captain’s Exclusive and All-In packages. Find the perfect wine pairing with your meal and then end the night sipping scotch as you contemplate the stars.

Captain’s Exclusive Beverage Package — $79 per person per day.

The ultimate beverage package and the perfect way to try new drinks for a bit of added adventure. Includes all domestic and imported beers and 33 varieties of wine/sparkling/champagne by the glass PLUS cordials, liqueurs, apertifs, cocktails, and even mini bar items. (Cocktails based on house & select brands)

The All-In Package — From $99 per person per day.

Have it all by making it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine & cocktails, and gratuities, including the 18% beverage service charge. A convenient bundle that saves time and money, pays most of your expenses upfront and avoids the European VA Tax when pre-purchased. The All-In Package is sold per person and must be purchased up to 5 days prior to departure at $99. On board the All-In Package can be purchased for $109.

The Captain’s Exclusive and All-In Packages are sold per person and must be purchased in advance or during the first 2 days of your cruise and for the full duration of the cruise. The minimum drinking age aboard Windstar Cruises is 21 years old.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service

Personal Onboard Laundry Service

Laundry service is provided on board at a nominal charge. Dry cleaning is not available. Laundry Service Packages must be added by the first day of the cruise and will be priced by the total number of cruise days. Pricing is inclusive of applicable taxes.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes

Your Windstar Voyage Includes

  • All meals in all venues at all times, including room service menu available 24 hours

  • All non-alcoholic beverages, including cappuccino, espresso, and other specialty non-alcoholic drinks
  • Welcome cocktails at reception
  • All onboard entertainment
  • Unlimited use of Fitness Center
  • Unlimited use of all water sports equipment
  • Informative nightly port talks and destination briefings

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes
Food Allergies and Special Dietary Needs

Food Allergies and Special Dietary Needs

Here at Windstar we are committed to offering our guests healthy food selections. We offer vegetarian selections and lighter fare options, seeking to provide the freshest, top quality foods handled with the utmost care. If you have food allergies or special dietary needs, there are several ways to notify us prior to boarding the ship.

It’s important to let us know about your special request when you book your cruise to help us plan and prepare for your meals. Your travel professional will enter this information in Special Requests. It is then noted on your booking and your ship will be notified, although it will not appear on your invoice or in My Windstar.

Special Request Dietary Needs include:

• Alcohol Free

• Celiac

• Dairy Free

• Diabetic – Diet Controlled

• Diabetic – Insulin Controlled

• Food Allergy

• Gluten Free

• Lactose Intolerant

• Low Carbohydrate

• Low Cholesterol

• Low Protein

• Low Sodium

• Other Dietary

• Sugar Free

• Vegan

• Vegetarian

• Wheat Free Diet

Unfortunately we are unable to accommodate Kosher or Halal meals. If you have specific dietary needs, such as lactose intolerant requiring almond milk, please complete a Special Requirements Information Form. Return this information via:

1. Mail to Windstar Vacation Planning at 8400 NW 36th St. Suite 520, Miami, FL U.S.A. 33166

2. Fax to 786-685-3089

3. Call +1 855-650-9058 to speak with a Vacation Planner in person

When you embark the ship please feel free to ask to speak with the Executive Chef about your specific request.

If you have any additional questions or concerns please call us during business hours at +1 855-650-9058.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes
Food Allergies and Special Dietary Needs
Smoking Policy

Smoking Policy

Smoking or vaping is not permitted in any of the staterooms, suites, or public spaces, including all restaurants and corridors. Smoking and vaping is permitted on the outside decks in designated smoking areas only. Smoking cigars is permitted in a specific designated area on each yacht, however, only sold on board the Cigar Room of Wind Surf.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes
Food Allergies and Special Dietary Needs
Smoking Policy
Internet Access & Usage Plans

Internet Access & Usage Plans

As part of our onboard service we offer internet access on our ships. We recently modified our internet usage packages from minutes to the amount of data used.

How does internet access at home differ from access at sea?

As with all ship communications, the internet service is operated through satellites. While you are most likely used to a fast internet connection at home, in hotels or other local Wi-Fi spots, internet at sea can be slow, and at times, disruptive. The only option available is satellite connection, which is costly and limits the amount of data used. The connection is also influenced by weather, the movement of the ship, and in the case of our sailing ships, blockage from our sails passing in front of the satellite dish.

It is not recommended for downloading movies or large files due to system speed. In some areas the service can be interrupted by weather or the ship’s position. We recommend that guests use the service only for emails or small files.

Why did the Internet Usage Plan change from minutes to megabytes?

Windstar modified the Internet Usage Plan in order to provide guests with the ability to access the same number of sites and/or read the same number of emails, regardless of connection speed. The previous plan was based on the number of minutes the guest was accessing the internet, regardless of connection speed. At times, factors like bad weather, ship speed, overcast conditions, all contributed to slow and/or disrupted connections.

What is a megabyte (MB)?

Any file, whether it’s a spreadsheet, word document, or email, takes up electronic storage space, otherwise known as bytes. The larger the file, the greater the number of bytes. The standard increment of measurement is bytes, kilobytes (1000 bytes), megabytes (1,000,000 bytes) and gigabytes (1,000,000,000, bytes).

As a frame of reference, an 80-word email is around 10 kilobytes, while a typical web page is approximately 1 megabyte.

Unlimited Internet Package

-7 Day Cost $245

-8 Day Cost $280

-9 Day Cost $315

-10 Day Cost $350

-11 Day Cost $385

-14 Day Cost $490

-15 Day Cost $525

This plan gives you unlimited internet access. You have no worries about how much time you spend on the internet.

How can I get internet access on board?

Guests can purchase Internet Usage Plans prior to their cruise through a Vacation Planner or on board at Reception. These plans can be used on personal laptops or smart devises that are Wi-Fi enabled.

* Please Note: All packages allow for two devices at a time to be connected to the internet.

Please contact a Vacation Planner if you have questions.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes
Food Allergies and Special Dietary Needs
Smoking Policy
Internet Access & Usage Plans
Hotel Service Charge

Hotel Service Charge

Our crew works very hard to make sure that every aspect of your cruise meets the highest standards. This includes those crew members who serve you directly, such as wait staff, beverage servers, and the stewards who service your stateroom or suite each day. There are also many others who support their efforts whom you may never meet, such as galley and laundry staff. To ensure that the efforts of all of our crew members are recognized and rewarded, a Hotel Service Charge of $16 per passenger per day is automatically added to each guest’s onboard account. If our service exceeds or fails to meet your expectations, you are free to adjust this amount at the end of the cruise. In addition, a 18% Beverage Service Charge is automatically added to bar charges and dining room wine purchases. These charges are paid entirely to Windstar crew members, and represent an important part of their compensation.

Please note: Promotional Onboard Credit cannot be applied towards the Hotel Service Charge.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes
Food Allergies and Special Dietary Needs
Smoking Policy
Internet Access & Usage Plans
Hotel Service Charge
Medical Facilities, Infants, and Pregnancy Policy

Medical Facilities, Infants, and Pregnancy Policy

A doctor and limited medical facilities are available on board. However, if you take special medications, please bring an adequate supply with you together with a copy of the prescription from your doctor; it may not be available on board. Medical services and all medicines (except acetaminophen, aspirin, and seasickness pills) dispensed by the ship’s doctor will be charged to your onboard account. If you become ill during the voyage and the physician is unable to care for your needs on board, you will be transferred to medical facilities on shore. Shoreside medical care and/or evacuation are not charged to your onboard account. You will be responsible for paying all of these charges.

If you will require a special medical apparatus or assistance on board or have any special medical, physical or other requirements, please contact our Vacation Planners Department at +1 855-650-9058. Due to limited medical facilities, we will not accept reservations for children under 8 years of age or women who are 24 or more weeks pregnant at the time their travel with Windstar concludes.

Guests With Disabilities
Age Restrictions
Packing Advice
Premium Beverage Package
Personal Onboard Laundry Service
Your Windstar Voyage Includes
Food Allergies and Special Dietary Needs
Smoking Policy
Internet Access & Usage Plans
Hotel Service Charge
Medical Facilities, Infants, and Pregnancy Policy
Cell Phone Service

Cell Phone Service

Many wireless carriers are now offering affordable, convenient and accessible cruise plans, so you can receive calls and texts from your mobile number anywhere on the yacht while at sea where your shore service is not available. Once the yacht reaches 12 nautical miles from land (about an hour after departure from the pier) Cellular at Sea service is available and your phone will say “Cellular at Sea” or “901” to indicate service is on. In addition to cruise plans, pay-per-minute, text or data sessions are also available. Cellular at Sea data speeds support web browsing, social media / chat apps and checking e-mail. Actual data speed can vary depending on which network technology (3G or 4G LTE) your wireless carrier supports, the network onboard the vessel and satellite connectivity. Due to the speed of transmission, video streaming is not an option. This service needs to be added prior to boarding the yacht. Please contact your wireless carrier for your specific rates.

In order to maintain Windstar’s atmosphere of casual elegance and intimate retreat, we ask guests to consider the following cell phone courtesy guidelines.

Cell phone service is intended primarily for guests’ use in the privacy of their own stateroom or suite. Talking on cell phones is discouraged in public areas such as dining areas or lounges and guests are asked to set their phone’s ringer on vibrate when in public areas.

Deck 8

Deck 8

  • Yacht Club CafĂ© & Library (1)
  • Star Bar (2)
  • Star Grill (3)
Deck 8
Deck 7

Deck 7

  • Bridge (4)
  • World Spa by Windstar (5)
  • Fitness Centre and Motion Studio (6)
  • Pool and Whirlpool (7)
  • Veranda/Candles (8)
Deck 8
Deck 7
Deck 6

Deck 6

  • Basil & Bamboo Restaurant* (9)
  • Star Boutique (10)
  • Compass Rose (11)
  • Owner’s Suites
  • Star Porthole Suites
  • Star Balcony Suites
  • Deluxe Suite
  • Star Ocean View Suites
  • Balcony Suites
Deck 8
Deck 7
Deck 6
Deck 5

Deck 5

  • Whirlpool (12)
  • Reception (13)
  • Destination Office (14)
  • Screening Room (15)
  • Lounge (16)
  • Deluxe Suite
  • Ocean View Suites
  • Balcony Suites
  • Deluxe Suite
  • Star Balcony Suite
  • Star Ocean View Suite
  • Ocean View Suite – Accessible Suites (548, 550)
Deck 8
Deck 7
Deck 6
Deck 5
Deck 4

Deck 4

  • Star Ocean View Suites
  • Balcony Suite
  • Ocean View Suites – Accessible Suites (448,450)
  • Deluxe Suite
Deck 8
Deck 7
Deck 6
Deck 5
Deck 4
Deck 3

Deck 3

  • Watersports Platform (19)
  • Amphora Restaurant (18)
  • Medical Facility (17)
  • Star Porthole Suites

Windstar Cruises

Windstar Cruises connects our guests with the world in style and comfort. Our small cruise ships carry fewer than 350 guests and dock in 150 ports. This intimacy provides you with the luxuries of time, space, and freedom to immerse yourself in both the journey and the destination - in ways you may never have imagined possible.
Back To Top
START NOW

Get in touch with our team to start planning

Our team will get back to you to provide you more information.

Need support now? Call and speak to a member of our team today for more details on +44 (0)1491 528 988 or email info@authenticcruises.co.uk.