Classic Caribbean
Dec 7, 2025 — Dec 14, 2025
Starting from $4,702 Displayed pricing is based off of double occupancy per person. Pricing subject to change based on occupancy and cabin selection.
See more routes around CaribbeanPHILIPSBURG, ST. MAARTEN → PHILIPSBURG, ST. MAARTEN
7 Nights in Wind Surf
From the stunning drama of the Pitons to the captivating charm of Les Saintes; hidden coves and secret beaches to exotic markets and lively cafés, you’ll discover the best of this region with one single Caribbean voyage. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.





Popular Highlights
Discover St. Lucia’s UNESCO site when you see the twin Pitons rising majestically from the turquoise sea.
Savor the distinctive French charm of enchanting Les Saintes.
Embrace the island life on St. Kitt’s one-of-a-kind Shipwreck Beach.
Indulge yourself at Windstar's Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share.
Enjoy the unspoiled paradise of Pinney’s Beach where Nevis volunteers tag sea turtles at night.







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.

This capital of Nevis with its narrow streets and brightly painted Victorian and Georgian stone buildings is full of colonial history. Alexander Hamilton lived here as a child and you can see the ruins of the Hamilton Estate. Lovely Pinney's Beach is nearby and a group of volunteers work at night tagging sea turtles here and on the other beautiful beaches. Walk the main street and check out the Museum of Nevis History, St. Thomas Lowland Church and the Nevisian Heritage Village to name a few of the historic sites here.
Charlestown, Concierge Collection: Deep Sea Fishing
Charlestown, Concierge Collection: Deep Sea Fishing
Hop on board a fully equipped fishing vessel and let the knowledgeable Captain take you to his favorite fishing grounds for an exciting 3 hours of fishing in the normally calm Caribbean Sea. Test your skills and feel the thrill of the "screaming lines" or learn the local methods for catching a variety of sporting fish including, Spanish and King Mackerels, Dolphins (Mahi Mahi, not "Flipper") Tunas and Barracudas etc. The experienced Captain will offer assistance to anglers to ensure the "Catch of the Day." Please note : Wear comfortable clothing and shoes, bring sunscreen, cash or credit card, and sunglasses.
Charlestown, Coastal Boat Cruise Snorkel Adventure
Charlestown, Coastal Boat Cruise Snorkel Adventure
Hop aboard your state-of-the-art custom-built power catamaran, and cruise along the pristine coastline of Nevis. The breathtaking views with lush green palms covering the landscape from the coast to the sleepy volcanic Nevis peak will keep you mesmerized, as your guide enlightens you on the rich heritage, pointing out various historical landmarks such as Nelson Springs, Alexander Hamilton Museum, and Fort Charles. Then set off to a secluded cove to explore the undersea home of colorful starfish, sea urchins, and a rainbow of tropical reef fish. If you are lucky you may even get to see one of the bay's resident sea turtles or stingrays. Or just relax and treat yourself to a refreshing cocktai l from the open bar on board. After your stop enjoy a delightful panoramic coastal view of the southern end of St. Kitts before heading back to Charlestown. Please note : Dress casually and bring your swimsuit, towel, sunscreen and sunglasses.
Charlestown, Yachtsman Grill Beach Escape
Charlestown, Yachtsman Grill Beach Escape
Soak up the Caribbean sunshine while unwinding at the Yachtsman Grill, nestled along the sandy shores of the Caribbean Ocean. Upon arrival, indulge in free time to explore and savor the beach club at your own pace. Lounge comfortably beneath an umbrella on your complimentary beach chair while enjoying a refreshing cold beverage. Immerse yourself in the warm Caribbean waters with a swim or take a leisurely stroll along the picturesque bay. As your relaxing getaway concludes, return to your ship, cherishing the tranquil moments spent by the ocean. Please note: We recommend you bring a camera, cash, credit card, sunscreen, sunglasses, and hat. One complimentary welcome drink will be offered at the Yachtsman Grill.
Charlestown, Quad Biking Adventure
Charlestown, Quad Biking Adventure
Your thrilling journey begins with a short transfer from the dock to the Quad Bike (ATV) base. After a comprehensive safety briefing and bike orientation, you'll be ready for an exhilarating ride. Led by an expert guide, you'll navigate through lush cane fields, rugged country paths, and ascend picturesque slopes, offering stunning views of nearby islands on clear days. Don't forget your camera to capture the unforgettable scenery. At the end of your ride, return to the base to enjoy a well-deserved refreshing drink before heading back to port. Please Note: This tour is priced per person for two riders per ATV. We recommend you bring a camera, cash, credit card, and sunscreen.
Charlestown, Montravers Hike & Beach Break with Lunch
Charlestown, Montravers Hike & Beach Break with Lunch
Experience a moderate nature trail hike along the slopes of Nevis' slumbering volcano that rises 3,232 feet into the sky. The tropical rainforest along this path encompass Mountravers Estate. Mountravers Estate was once a sugar plantation in the 18th century and was converted to a boutique hotel in the 19th century. It was owned in 1708 by Azariah Pinney (after whom Pinneys Beach is named) and by the successive generations of the Pinney family until it was sold in 1815. You may be lucky to see wild green monkeys as you also listen for tree frogs and bamboo palms blowing in the wind as you hike with your knowledgeable tour guide through the expanses of the once great estate. The trail also offers stunning views of Nevis' west coast and neighboring islands , perfect for an explorer's photo. Your final stop will be on Pinney's Beach for a delicious lunch. After lunch enjoy the breeze as you lounge on a beach chair under an umbrella or enjoy the cool Caribbean Sea. Please note : Wear comfortable clothing and shoes, bring sunscreen, cash or credit card, and sunglasses.
Charlestown, Nevis Half Island & Botanical Garden
Charlestown, Nevis Half Island & Botanical Garden
Upon arrival into Charlestown, the capital, a short drive through the tranquil town will provide you with a glimpse of a simple, but civilized Caribbean lifestyle and architecture. You will see the birthplace of Alexander Hamilton , first Treasurer of the United States. Your next stop on this journey through history will be the first Anglican Church in the Caribbean , and the oldest church on Nevis. St. Thomas' was built in 1643 to serve the town of Jamestown, the island's original capital that disappeared. The church is perched high on a hill overlooking St. Kitts. Your tour will then proceed through several sleepy villages and on to the Botanical Gardens . The Gardens offer 8 acres of the most diversified planted tropical landscape to be found in St Kitts & Nevis. Collected from tropical locations around the world, these magnificent plants provide both serene beauty and education to the visitor. Sightseers are treated to such intriguing sections as a Cactus Garden, a Bamboo Grove, Water Lily Pools, Orchid and Tropical Fruit Gardens . A spectacular glass Conservatory houses a tropical Rainforest and a vast Mayan Temple with waterfalls, ponds and streams. The unique onsite Gift Shop offers a variety of gifts - the more you delve the more you discover, all with a botanical theme. You also have the opportunity to part take in a complimentary tropical fruit punch. Come and experience the charm that makes Nevis so unforgettable. Please note: Wear comfortable clothing and shoes, bring sunscreen, cash or credit card, and sunglasses.

Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you're up for an optional hike, don't miss Boiling Lake and the Valley of Desolation at Dominica's Morne Trois Pitons National Park, a UNESCO World Heritage Site.
Roseau, Concierge Collection: Cooking Caribbean Flavors & Lifestyles
Roseau, Concierge Collection: Cooking Caribbean Flavors & Lifestyles
This is an open-air culinary adventure, where you will spend a day with a local family and learn about Dominican flavors, traditions, and family lifestyles, and prepare and create traditional Caribbean dishes and fruit cocktail blends from local produce. Your day will begin with a bus ride from the wharf to a home nestled in the tropical rainforest. En route, take in the panoramic view of the lush landscape punctuated by the colors of flowering trees, bougainvillea, lilies, and enormous bamboo. You will be greeted by your hostess, and introduced to the herbs and fresh organic products that will be used. Today, your choices will be endless - you can prepare a local delicacy, enjoy views of the mountains or the Caribbean Sea, or stroll on the property learning about the fruits and spices. Regardless, you will be guaranteed full servings of fun, rum, and laughter. Feast on mouth-watering dishes that you have created, served with Caribbean desserts, and fruit and rum punches. On completion of your meal, you will return to the wharf. Please note : Due to the limited number of participants allowed and the popularity of this tour, it fills up quickly.
Roseau, A Historical Roseau Walking Tour
Roseau, A Historical Roseau Walking Tour
Embark on a captivating journey through the heart of Roseau, guided by a knowledgeable tour guide who will lead you through the rich history and culture of Dominica. Your adventure begins with a visit to the Negre Mawon Emancipation Statue, a striking tribute to the Maroons of Dominica who fought against slavery by seeking refuge in the island's dense forests. This powerful seven-foot monument, created by Dominican artist Franklyn Zamore, honors the brave souls who resisted oppression and gave their lives in the battle for freedom. Unveiled in 2013, the statue stands as a symbol of resilience and freedom. Next, continue to St. Gerard's Hall, the spiritual center for the local Catholic community, where mass is held on Sundays. Here, you'll learn about the Roseau Roman Catholic Cathedral of Our Lady of Fair Haven, a beautiful Gothic-Romanesque Revival structure built from 1800 to 1916. The cathedral, originally a humble thatched hut, now towers above the city's rooftops and is currently under renovation. Sunday masses are temporarily celebrated at St. Gerard's Hall while the cathedral undergoes restoration. From there, stroll down Constitution Hill and into the bustling streets of Roseau, particularly King George V Street, where you'll discover the town's Victorian-era architecture. Many of these historic buildings still serve as residences or have been converted into vibrant businesses, offering a glimpse into the island's colonial past. The tour continues with a visit to the Botanic Gardens, established in 1889 during Dominica's colonial period. Originally designed to support crop diversification, the gardens were once among the finest in the West Indies. Though Hurricane David in 1979 caused significant damage, including the fall of a massive African baobab tree, many plants have since been restored, and the gardens remain a serene escape in the heart of Roseau. Before concluding your excursion, enjoy a stop at DORNE at "The Realm", where you'll be treated to a complimentary beverage in an atmosphere that engages all your senses. This unique venue offers a blend of tasteful lighting, cultural music, and beautiful decor, creating an immersive experience that celebrates both local and international cultural influences. Your journey wraps up with a stroll along Great George Street, where you'll take in the historic charm of "Old Roseau," capturing the essence of the city's architectural heritage. Please note: We recommend you wear comfortable walking shoes and bring sunscreen.
Roseau, Dominica in a Day
Roseau, Dominica in a Day
Embark on an exhilarating adventure through Dominica's untouched natural beauty, where you'll encounter lush forests, pristine rivers, stunning waterfalls, and unique geological features. Your journey begins with a scenic 20-minute drive south to the Roseau Valley, renowned for its vibrant greenery, picturesque landscapes, and the Caribbean's most lush rainforests. The first stop takes you to the village of Trafalgar, where you'll be awe-struck by the twin majestic waterfalls, a perfect example of wild nature at its finest. Just a short drive away, explore the Wotten Waven Sulphur Springs, where you'll witness geysers and steam vents that define this intriguing village. Continuing further east, we venture into the village of Laudat, famous for its lakes and gorges. Here, you'll experience the thrilling Titou Gorge swim, navigating through a narrow, rocky channel that leads you to a breathtaking 75-meter cascade. The adventure includes an adrenaline-pumping swim through this crevasse, and life vests will be provided for safety. Next, we head back towards the coast, passing through the Botanic Gardens, where you'll learn about the island's rich flora and heritage. The grand finale of your tour takes place at Champagne Beach, where your personal snorkel guide will lead you to the captivating Champagne Reef. Swim through the bubbles rising from an underwater volcanic vent and explore the vibrant marine life, including colorful coral, sponges, and schools of tropical fish. On the way back to the ship, enjoy refreshing snacks and finger foods, concluding an unforgettable day of exploration in Dominica's wild heart.
Roseau, Concierge Collection: Wet & Rugged Dominica
Roseau, Concierge Collection: Wet & Rugged Dominica
This adventure will traverse Dominica's mountainous interior and the Morne Trois Pitons National Park World Heritage Site , skirts the slopes of steaming rainforests, crosses countless rivers and dramatic gorges, and offers spectacular breathtaking panoramas. You will board your coach for the 30-minute drive to Fresh Water Lake , often drenched in mist and tranquility. The 90-minute walk along a thin roller-coaster-loop-trail and along ridges will provide beautiful panoramas of the lake and surrounding area. Then, you will journey further inland to the Boeri Lake and a 2-hour (return) hike along hilly and stony terrain through thick rainforest. The trail to this mountain crater is wild and full of bright colored blooms and pristine vegetation and surface streams. Chirping birds fuel this already energetic walk. At the lake you will enjoy a brief rest to recharge before heading back to your tour vehicle. You will have a picnic lunch and head for the Titou Gorge for a short swim up through a narrow opening to a waterfall that is guaranteed to provide an adrenalin rush. You will be required to wear a life vest for this swim. And then you will head back to your waiting yacht. Please note: Bring your swimsuit, towel, insect repellent, and sunscreen. Wear comfortable, sturdy walking shoes for the rugged terrain, ridge walking, and narrow trails.
Roseau, Trafalgar Falls & Hot Springs
Roseau, Trafalgar Falls & Hot Springs
This 3-hour fun adventure will lead you through Dominica's unspoiled nature with opportunities for viewing stunning landforms - forests, rivers, hot water pools, and bubbling sulfur mud ponds. Your experience will start with a coach ride from the pier to the Roseau Valley and through the lush, verdant greenery of this nature island, to see the world renowned Trafalgar Waterfalls - nature at its best. You will see the picturesque landscapes, exotic flora and fauna, and the greenest rainforest in the Caribbean region. Then you will depart for a nature spa experience , a short drive away and you will have the opportunity to explore a nature sanctuary filled with fruit trees, tweeting birds, tropical blooms, flowing streams, a waterfall, and natural sulfur deposits - (hot) therapeutic sulfur water tubs, cool water streams for rejuvenating, and opportunities for learning about the natural product sold here - you will lose yourself in this paradise on earth. Then you will then be served your choice of fruit punch or rum punch before heading back to the ship. Please note : Bring water shoes, swimsuit, towel, and sun screen.
Roseau, Champagne Reef Snorkel Adventure
Roseau, Champagne Reef Snorkel Adventure
This 2-hour fun adventure will introduce you to Dominica's premier snorkel site, Champagne Reef, a local marine eco-system dotted with champagne bubbles, colorful fish, and an assortment of coral and sponge life . Your experience will begin with a transfer to Champagne Beach . From the beach you will begin your snorkeling tour - much like swimming in a glass of champagne and through a stream of bubbles that rises from a submerged volcanic vent in the sea floor. See juvenile and adult fish as well as colorful sponge and coral growths. From there you will board your tour bus heading back to your ship. Please note : Bring your swimsuit, towel, a change of clothing, camera, and sunscreen. This tour is strenuous and you will need to be in good physical condition with no mobility issues.
Roseau, Whale & Dolphin Adventure
Roseau, Whale & Dolphin Adventure
You will board a 60-foot catamaran and hear a briefing on your tour, some history of the area, what to look for as you travel, what species live in these waters and their behavior patterns. There are no guarantees what animals you may or may not see but you will be in natural habitat for whales and dolphins . You will cruise for 3.5 hours along the west coast of Dominica, 2-8 miles off shore as you search for wildlife. Periodically the boat will stop and hydrophones will be put into the water . This is done to listen for the rhythmic clicking of Sperm Whales, the pinging of Pilot Whales, the whistling of Dolphins, or the singing of Humpbacks. During this period you will hear educational commentary as well. Most commonly seen animals are: Sperm, Pilot, False Killer Whales, Spotted, Spinner, and Bottle Nose Dolphins. The minimum distance for approaching these animals is 160 feet. There is no in-water activity. This is a calving area and the welfare of these animals is of primary concern. Refreshments and local snacks will be served on the way back to port. Please note : This tour is not suitable for those with mobility issues. Whale and/or dolphin sightings are not guaranteed.
Roseau, River Tubing Adventure
Roseau, River Tubing Adventure
This is the perfect tour for water lovers. Board your air-conditioned van for a quick drive to the famed Emerald Pool located in the UNESCO World Heritage Site Morne Trois Piton National Park. At the Emerald Pool, you are able to plunge into the pool for a cool and refreshing swim. After your swim, a quick drive will take you to the Layou Valley, where you'll have spectacular views as you make your way to your tubing site, the Layou River. Once you arrive at the river, you will have a safety briefing, load up with your life vest, modified inner tube, and paddle before taking the plunge into the river. With everyone in the water, your guides will set you loose to begin your journey, gently spinning and swirling in the current, while taking in the changing exotic scenery at the same time. During your river float, you will stop briefly for a swimming opportunity in the crystal clean waters before continuing down the scenic river to your exit point. At the end of your tubing adventure, you will be offered refreshments and tasty bites including Titiri Accras, a small fish that is exclusive to Dominica and a popular local delicacy. Please note : Wear your swimsuit under your clothing and bring a towel.
Roseau, Indian River Rowboat
Roseau, Indian River Rowboat
The Indian River is like a mini Amazon teeming with life - situated in the center of the town of Portsmouth to the North of Dominica. The river was name Indian River after the settlements of the Kalinago formally known as Carib Indians who existed on the upper banks of the River. The Indian River showcases flora and fauna that are very unique to this area of Dominica, some of this variants including heron, kingfishers, iguanas, and a variety of birds. Experienced boatmen in hand-oared wooden rowboats will take you up the slow-moving river at a leisurely pace, so that you can appreciate the many types of wildlife and plant life along the swampy river bank. You will see for yourself where scenes from Pirates of the Caribbean were filmed. Up the river you can take a short 10-minute walk in the Botanical Gardens that exist there and you will visit the renowned 'Bush Bar' and try the signature home-made rum punch called "The Dynamite." Please note: Wear comfortable walking shoes. Life jackets will be provided.
Roseau, 4X4 Waterfall & Rainforest
Roseau, 4X4 Waterfall & Rainforest
One of the best 4x4 adventures in the Caribbean. Take in the total rainforest experience in a jazzy painted 4WD open-air vehicle with 360 degree views, reminiscent of a 'lost world'. Discover the island's last remaining hotspot of geothermal activity. Venture deep inside the rainforest to the spectacular Titou Gorge, whose dramatic tunnel shape was created by ancient lava flows and cascading waters and an outlet of one of the few crater lakes in the Caribbean. It was also one of the filming sites for Disney's "Pirates of the Caribbean 2 - Dead Man's Chest" movie. Here you will discover a crevice in the mountain where both hot and cold streams intermingle into a natural plunging rock pool. A highlight of this excursion is to Take a swim between the mountains to view an underground waterfall and then enjoy complimentary refreshments of rum punch or water and coconut pastry after. Please note : Wear your bathing suit under your clothes, bring a towel and raingear as it always rains in the rainforest and your vehicle has no cover.

With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.
Mayreau, Grenadines Island Escape
Mayreau, Grenadines Island Escape
This exclusive sail-away tour will take you through part of the Grenadines archipelago experiencing coastlines garlanded with white-sand beaches as you make your way to Mopion . Along the way, you will sail past Palm Island, a private island is a resort named after the hundreds of coconut palms planted by the original owner over 30 years ago. Continuing on, you will head for Mopion - an islet resembling an atoll in the South Pacific surrounded by a reef lagoon. Upon arrival to Mopion, your mind will be set back decades, as this perfect setting is the antidote for the stresses of everyday life. The crystal-clear waters and white sand are breathtaking - life does not get more ideal than this! On your return, you can enjoy the Captain's special rum punch . But watch out as it has a kick! Please note: Remember your sunblock and beach towels. You may bring along your own snorkel gear from the yacht and you will be taken ashore by small boat as it is illegal to anchor on the reef.

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.
Les Saintes, Historic Tastes & Treasures of Fort Napoleon
Les Saintes, Historic Tastes & Treasures of Fort Napoleon
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.

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.

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.
St. Barts: Sailing Catamaran Adventure
St. Barts: Sailing Catamaran Adventure
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.
Gustavia, Concierge Collection: Scuba Dive 2 Tank
Gustavia, Concierge Collection: Scuba Dive 2 Tank
Explore the vibrant flora and fauna of St. Barthélemy with our expert, accredited instructors as they guide you through the stunning sites of the Protected Marine Reserve on this two tank dive. Please note: any electronic devices (such as cell phones, cameras, etc.) and valuable items should be securely stored in a waterproof, sealable dry bag. Guests are responsible for any damage to these items. Please bring copies of your PADI scuba certification.
St. Barts: Independent Explorer by Car
St. Barts: Independent Explorer by Car
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.
Gustavia, Concierge Collection: Jet Ski
Gustavia, Concierge Collection: Jet Ski
Embark on an exciting adventure to discover St. Barth's most stunning beaches! Accompanied by professional instructors, you'll begin your journey from Gustavia Harbor, making stops at the picturesque Shell Beach, the secluded Gouverneur Beach, and the beautiful Salines Beach, before heading south to Coco Island, located 0.62 miles from St. Barth. Along the way, enjoy a 15-minute swim break in the calm waters before hopping back onto your jet-ski for the return ride to Gustavia. Please note: participants must be at least 16 years old. You will be required to sign a waiver prior to participating in this tour.
Gustavia, Concierge Collection: Savor St Barts
Gustavia, Concierge Collection: Savor St Barts
St. Barthélemy offers a unique culinary experience that blends French and Caribbean flavors into a delicious fusion. Stroll through the charming streets of Gustavia, where luxury boutiques and hidden gems await, all while savoring some of the island's finest gastronomic delights at every stop. Your culinary adventure begins with a classic French treat: a crepe, served with a choice of lemon and sugar or warm homemade chocolate. Discover the origins of this beloved dish from the Bretagne region, and enjoy it with a refreshing glass of hard apple cider. Next, head to the iconic "Le Select" bar, famous for being the place where Jimmy Buffett wrote his hit song "Cheeseburger in Paradise" in 1978. Known for its legendary rum punch, called "Planteur" (available with or without alcohol), this stop promises a fun and flavorful experience. Then, wander to a cozy restaurant nestled in the heart of Gustavia, where you'll enjoy a healthy "Tartine," a French open-faced sandwich topped with smoked salmon, lemon Greek yogurt, avocado, and sesame seeds, paired with a chilled Passion Fruit Iced Tea. The grand finale of your culinary tour takes you to the elegant Barons de Rothschild lounge, where you'll indulge in two glasses of their signature champagne: the Blanc de Blanc and the Rose Champagne, accompanied by the unforgettable Baron de Rothschild cheese. It's the perfect way to unwind and savor the finest flavors of St. Barth. At the end of the tour, your guide will escort you back to the tender, or you may choose to stay and explore the shops of Gustavia at your own pace.
St. Barts: Intimate Island Tour
St. Barts: Intimate Island Tour
This is an exclusive panorama island tour for five people with a local, English speaking driver/guide in an air-conditioned vehicle. Experience the local highlights as you wish, at your pace. Please note : Wear comfortable shoes and clothes.
Gustavia, Concierge Collection: Scuba Dive 1 Tank
Gustavia, Concierge Collection: Scuba Dive 1 Tank
Explore the vibrant flora and fauna of St. Barthélemy with our expert, accredited instructors as they guide you through the stunning sites of the Protected Marine Reserve on this one tank dive. Please note: any electronic devices (such as cell phones, cameras, etc.) and valuable items should be securely stored in a waterproof, sealable dry bag. Guests are responsible for any damage to these items. Please bring copies of your PADI scuba certification.
St Barts, Concierge Collection: St. Barthelemy Beach Day
St Barts, Concierge Collection: St. Barthelemy Beach Day
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.
St. Barts, Concierge Collection: Sunset Cruise
St. Barts, Concierge Collection: Sunset Cruise
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.

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.

Available Staterooms
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- L'Occitane Bath Amenities
- Fresh Fruit
- Hair Dryers and 110/220 Outlets
- Waffle Weave Robe and Slippers
- Safe
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop and Shower
- Wi-Fi (Internet cards can be purchased at reception)
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- Fully Upgraded Bath Amenity Line Including Pure Pampering L'Occitane
- Fruit Basket with Berries
- Walk-in Closet and Ample Drawer Space
- Hair Dryers and 110/220 Outlets
- Upgraded High End Quality Bath Robes
- Safe
- Fresh Flowers
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop, Full-Size Tub, and Shower
- Free Internet Service (1 Voucher per Suite)
- Preferred on Board Check In
- Invitation to Captain or Senior Officer Table
- Personalized Wake-Up Call Service with Preferred Beverage Coffee/Tea/Juice
- Preferred Specialty Restaurant Dining
- Preferred Canapes Service
- Maschio Prosecco
- Illy Espresso Machine
- Binoculars
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- Fully Upgraded Bath Amenity Line Including Pure Pampering L'Occitane
- Fruit Basket with Berries
- Hair Dryers and 110/220 Outlets
- Upgraded High End Quality Bath Robes
- Safe
- Fresh Flowers
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop, Full-Size Tub, and Shower
- Free Internet Service (1 Voucher per Suite)
- Preferred on Board Check In
- Invitation to Captain or Senior Officer Table
- Personalized Wake-Up Call Service with Preferred Beverage Coffee/Tea/Juice
- Preferred Specialty Restaurant Dining
- Preferred Canapes Service
- Maschio Prosecco
- Illy Espresso Machine
- Binoculars
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- L'Occitane Bath Amenities
- Fresh Fruit
- Hair Dryers and 110/220 Outlets
- Waffle Weave Robe and Slippers
- Safe
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop and Shower
- Wi-Fi (Internet cards can be purchased at reception)
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- Fully Upgraded Bath Amenity Line Including Pure Pampering L'Occitane
- Fruit Basket with Berries
- Hair Dryers and 110/220 Outlets
- Upgraded High End Quality Bath Robes
- Safe
- Fresh Flowers
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop and Shower
- Free Internet Service (1 Voucher per Suite)
- Preferred on Board Check In
- Invitation to Captain or Senior Officer Table
- Personalized Wake-Up Call Service with Preferred Beverage Coffee/Tea/Juice
- Preferred Specialty Restaurant Dining
- Preferred Canapes Service
- Maschio Prosecco
- Illy Espresso Machine
- Binoculars
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- L'Occitane Bath Amenities
- Fresh Fruit
- Hair Dryers and 110/220 Outlets
- Waffle Weave Robe and Slippers
- Safe
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop and Shower
- Wi-Fi (Internet cards can be purchased at reception)
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- L'Occitane Bath Amenities
- Fresh Fruit
- Hair Dryers and 110/220 Outlets
- Waffle Weave Robe and Slippers
- Safe
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop and Shower
- Wi-Fi (Internet cards can be purchased at reception)
- TV with DVD Player
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.
Amenities
- Queen Size Bed with Luxurious Linens
- Fully-Stocked Mini-Bar/Refrigerator
- L'Occitane Bath Amenities
- Fresh Fruit
- Hair Dryers and 110/220 Outlets
- Waffle Weave Robe and Slippers
- Safe
- Granite Vanity with Magnifying Mirror
- Bathroom with Granite Countertop and Shower
- Wi-Fi (Internet cards can be purchased at reception)
- TV with DVD Player
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.