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Savor a 2.5-hour sunset dinner sail on the Lady Lynsey II with Cruz Bay Watersports. Enjoy a 3-course meal and premium drinks while taking in the spectacular views of St. Thomas’s Caribbean coast.
Savor a 2.5-hour sunset dinner sail on the Lady Lynsey II with Cruz Bay Watersports. Enjoy a 3-course meal and premium drinks while taking in the spectacular views of St. Thomas’s Caribbean coast.
Book with Cruz Bay Watersports
Verified experiences and guided adventures in the surrounding area.
Operated by Cruz Bay Watersports · St. Thomas, U.S. Virgin Islands
Set against the vibrant backdrop of the U.S. Virgin Islands, Cruz Bay Watersports offers a sunset dinner sail experience unlike any other. Departing from the watersports center at The Ritz-Carlton, St. Thomas, the Legends Luxury Dinner Sail invites guests aboard the elegant Lady Lynsey II for a carefully curated 2.5-hour voyage on crystal-clear Caribbean waters. This trip combines the region’s breathtaking ocean vistas with a distinguished culinary journey centered on local flavors.
As the sun dips low, painting the sky in bold hues of orange and magenta, guests settle into spacious deck seating or the cozy cabin, catching panoramic views of the surrounding sea and shoreline cliffs of St. Thomas. The onboard menu features a thoughtfully crafted three-course meal, highlighting fresh island ingredients and seasonal influences. Each bite pairs seamlessly with a premium drink from the open bar, which offers locally brewed craft beers, champagne, cocktails, and select wines.
Cruz Bay Watersports has carved out a notable space in the St. Thomas outdoor scene by blending sophisticated dining with marine adventure, a combination few other providers in the Caribbean offer. The Lady Lynsey II boasts attentive service that elevates every moment, ensuring guests remain comfortable while savoring the artful cuisine amid the gentle sway of the ocean.
Boarding requires wading through shallow water, an intimate touch that anchors the experience in its maritime setting. Beyond the exquisite meal and drinks, this sail highlights the natural allure of St. Thomas’s rugged coastline, calm bays, and vibrant marine life.
For travelers seeking a refined yet immersive way to witness the island’s famed sunsets, the Legends Luxury Dinner Sail stands apart. It’s an invitation to indulge in the rhythms of Caribbean nightlife, punctuated by the soft lap of waves and a menu that celebrates island heritage through every plate.
easy.
2.5 hours.
Suitable for most fitness levels; primarily a relaxed seated experience with light walking during boarding.
Departure times are scheduled to coincide with sunset and guests should check in 15 minutes before departure.
Guests can request dietary accommodations in advance by contacting Cruz Bay Watersports directly.
Boarding involves wading through knee-deep water from the beach to the vessel, so appropriate footwear is recommended.
The price includes a 3-course dinner, full open bar with local craft beers, wines, cocktails, and the luxury sailing experience.
There is no explicit minimum age, but the experience is designed primarily for adults; check with Cruz Bay Watersports for child policies.
Yes, trips operate subject to favorable weather and minimum participant requirements; cancellations may occur due to conditions.
St. Thomas has a rich maritime history as a key port during the colonial era, influencing local cuisine and culture.
Cruz Bay Watersports supports protecting the marine environment by adhering to sustainable boating practices and encouraging guests to respect local ecosystems.
Cruz Bay Watersports operates from Cruz Bay, St. John, offering a selection of guided tours and private charters across St. John and nearby St. Thomas. The operator runs a fleet that includes a 65' luxury catamaran used for picnic snorkel sails, the Flying Frenchman catamaran for afternoon turtle snorkels and dinner sails, a VanDutch 40' powerboat called Lady Luxe for private full-day charters, and a 37' Axopar available for customized excursions. Guided Jet Ski Tours depart after a safety briefing at The Westin Resort, St. John, and include WaveRunners with a professional guide. Cruz Bay Watersports offers experiences that combine snorkeling stops, open bars, picnic lunches, beach time at Salomon or Honeymoon Beach, and sightseeing in the waters around St. John and St. Thomas. Private charters include captain service, snorkeling gear, and refreshments as described for each trip. Trips feature sanitized gear, professional captains or guides, and small-group options appropriate for families and adult groups. Featured on The Adventure Collective, Cruz Bay Watersports lists clear trip summaries and vessel-specific details to help guests select the right experience. Whether booking a multi-stop snorkel sail, a private VanDutch or Axopar charter, a Frenchman dinner sail, or a guided jet-ski tour, guests can choose based on vessel type, trip length, and included amenities.
Book with Cruz Bay Watersports