THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Enjoy a luxurious 2-hour sunset sail through Charlotte Amalie’s harbor aboard the Flying Frenchman catamaran, featuring a gourmet dinner and open bar. Discover why the Legacy Dinner Sail is a must-do in St. Thomas.
Enjoy a luxurious 2-hour sunset sail through Charlotte Amalie’s harbor aboard the Flying Frenchman catamaran, featuring a gourmet dinner and open bar. Discover why the Legacy Dinner Sail is a must-do in St. Thomas.
Book with Cruz Bay Watersports
Verified experiences and guided adventures in the surrounding area.
Operated by Cruz Bay Watersports · Charlotte Amalie, St. Thomas
Embark on an enchanting evening with the Legacy Dinner Sail, an exclusive experience offered by Cruz Bay Watersports in St. Thomas. Set aboard the elegant Flying Frenchman catamaran, guests enjoy a serene 2-hour cruise through Charlotte Amalie's historic harbor. This sail combines the charm of the Caribbean with gourmet dining — featuring locally inspired dishes crafted with fresh, island flavors alongside an open bar to complement the sunset ambiance. The gentle ocean breeze and stunning seascapes create a relaxing atmosphere ideal for couples, families, and friends alike. As the sun dips below the horizon, the sky transforms into a palette of vivid colors, perfect for creating lasting memories and capturing incredible photos. The crew’s attentive service ensures your private dinner sail is seamless and comfortable. Whether celebrating a special occasion or simply seeking an extraordinary way to experience St. Thomas, the Legacy Dinner Sail delivers an unmatched blend of beauty, flavor, and tranquility. This is an intimate way to experience Virgin Islands’ coastal splendor with luxury, making your visit truly unforgettable.
easy.
2 hours.
Suitable for all fitness levels; minimal physical exertion required as seating is mainly aboard the catamaran.
Yes, children are welcome aboard. Families often enjoy the calm, scenic sail and kid-friendly dining options are available upon request.
Absolutely. Cruz Bay Watersports requests advance notice to tailor meals for allergies, vegetarian, or other dietary preferences.
The open bar features a selection of cocktails, beer, wine, and non-alcoholic beverages tailored to enhance your dining experience.
The Flying Frenchman catamaran has limited accessibility due to boarding steps. Please contact Cruz Bay Watersports in advance for assistance.
Departure times vary depending on sunset but generally occur in the early evening; exact times are confirmed at booking.
Outside food or drinks are not allowed to ensure quality and safety standards during the dinner sail.
Charlotte Amalie's harbor is rich with history dating back to Danish colonial times, once serving as a strategic port in the Caribbean.
Cruz Bay Watersports supports sustainable tourism practices by adhering to local marine conservation guidelines to protect coral reefs and marine habitats.
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