From $5,637 per person
16 days
Ships: Wind Spirit, Wind Surf
Day-by-day description of your cruise and cruise activities.
Philipsburg, St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
Basseterre
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.
Gustavia
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.
Falmouth Harbour
It’s said that Antigua has 365 beaches – one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
Les Saintes
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.
Roseau
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.
Mayreau
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.
Bridgetown
Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.
Basseterre
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.
St. John's
St. John’s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you. Sites to see include St. John’s Cathedral with its white Baroque towers, the Botanical Garden, St. John’s Antigua Lighthouse, and Fort James.
Les Saintes
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.
Roseau
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.
Mayreau
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.
Anse Mitan
Martinique offers a delightful and distinctive blend of French and Caribbean influences, with a bounty of historical sites, museums and a wide array of excellent shopping. Be sure to take a tour of the beautiful Jardin de Balata Botanical Gardens with exotic plants from around the world and a treetop walkway affording mountain views.
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Wind Spirit is a graceful four-masted sailing yacht that reflects Windstar Cruises’ dedication to authentic, small-ship exploration. Designed for just 148 guests, this intimate vessel offers an elegant blend of traditional seafaring charm and contemporary comfort, creating a uniquely personal and immersive cruise experience.
Launched in 1988 and meticulously updated over the years, Wind Spirit sails primarily under wind power, with computer-assisted sails that unfurl silently above its teak decks. Its sleek design and shallow draft allow it to glide into quiet harbors, secluded coves, and hidden ports that are beyond the reach of larger cruise ships. Whether anchored off a pristine island or docked in a bustling coastal town, the ship brings guests closer to each destination—both physically and culturally.
The yacht features 74 well-appointed oceanview staterooms, including one spacious Owner’s Suite. Each stateroom is designed for comfort and relaxation, with a soothing coastal color palette, soft lighting, and thoughtful details. Guests enjoy queen-size beds with fine linens, marble-accented bathrooms stocked with L’Occitane amenities, flat-screen TVs, and fully stocked minibars. The Owner’s Suite provides additional space with a sitting area and a refined, residential feel.
Dining on Wind Spirit is relaxed yet sophisticated. Amphora, the main dining room, serves a rotating menu of regionally inspired cuisine crafted with fresh, local ingredients. Veranda offers a bright, airy setting for breakfast and lunch with both buffet and à la carte options. In the evenings, Candles transforms an open deck into a romantic al fresco restaurant featuring expertly grilled entrees under the stars. Room service is available around the clock for those who prefer the privacy of in-suite dining.
Onboard amenities support both leisure and adventure. A small plunge pool and whirlpool provide refreshing spots to unwind with ocean views. The World Spa offers rejuvenating treatments, while the fitness center is equipped with modern cardio and strength-training machines. A standout feature of the ship is the aft watersports platform, which lowers directly into the sea and offers complimentary kayaks, paddle boards, snorkel gear, and more when the ship is at anchor.
Wind Spirit sails to some of the world’s most naturally stunning and culturally rich destinations, including the Greek Isles, Tahiti, the Caribbean, and coastal Central America. Every itinerary is carefully curated to showcase the character and charm of each region, with immersive shore excursions and Windstar’s signature small-port access.
Offering the romance of true sailing, the comfort of a luxury yacht, and the warmth of personalized service, Wind Spirit is a perfect choice for travelers who want to slow down, savor the journey, and experience the world from the water’s edge.
Reach out to our travel concierges today to create your perfect journey.