THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Spend an evening aboard the Lady Lynsey II sailing to Lovango Cay with cocktails, light bites, and casual dining at Lovango Resort. Experience vibrant beach club access and a moonlit return voyage with desserts and an open bar.
Spend an evening aboard the Lady Lynsey II sailing to Lovango Cay with cocktails, light bites, and casual dining at Lovango Resort. Experience vibrant beach club access and a moonlit return voyage with desserts and an open bar.
Book with Cruz Bay Watersports
Verified experiences and guided adventures in the surrounding area.
Operated by Cruz Bay Watersports · Cruz Bay, St. John
Set against the extraordinary backdrop of the U.S. Virgin Islands, Cruz Bay Watersports offers an unmatched evening adventure aboard the Lady Lynsey II, a 65-foot catamaran that charts a course from St. Thomas’s Ritz-Carlton to the private island of Lovango Cay. This trip is more than a sail—it’s an immersive outdoor dining experience framed by breathtaking Caribbean sunset vistas and the gentle sway of the sea.
Lovango Cay lies just off the coast of St. John, part of an archipelago prized for its crystal-clear waters, rugged shoreline, and vibrant marine ecosystems. As the Lady Lynsey II slips through these turquoise waters, guests enjoy expertly crafted cocktails and light hors d'oeuvres, setting the mood for an evening where the island’s coastal charm meets upscale relaxation.
Upon arrival at Lovango Resort and Beach Club, the atmosphere shifts seamlessly from nautical tranquility to casual island sophistication. Here, diners can unwind in the Sand Pit Lounge, ordering from a walk-up menu of inventive small plates. The beach club offers spacious outdoor areas with live music, games, and sweeping views of the sea and horizon, making it ideal for those who want to soak in local vibes rather than formal dining.
After dinner, a stroll through Lovango’s eclectic retail village reveals unique artisan shops—an authentic taste of island culture. The return journey is lit by moonlight and stars, where guests indulge in dessert and an open bar for the perfect nightcap.
Cruz Bay Watersports brings a fresh, outdoor-oriented perspective to Virgin Islands recreation by blending spirited sailing with an accessible, laid-back approach to island evening life. The Dinner Sail to Lovango stands out as a premiere choice for travelers seeking active comfort, local flavor, and unforgettable coastal panoramas in one seamless experience.
easy.
4.5 hours.
Minimal physical exertion needed beyond boarding; suitable for all fitness levels.
No, dinner is not included. Guests purchase their meal directly at Lovango Resort and Beach Club.
Boarding requires walking through knee-deep water from the beach onto the catamaran.
Yes, the sail includes a full cocktail beverage service, light appetizers onboard, plus open bar and desserts on the return trip.
Table service is available only by prior arrangement and based on availability, but is not included in the standard package.
Only Visa and Mastercard are accepted for purchases at the resort.
Tours are weather dependent and may be canceled or rescheduled to ensure guest safety.
Lovango Cay's landscape was shaped by volcanic activity and has a modest history as a private island retreat that now blends eco-conscious tourism and island culture.
Efforts in the area emphasize protecting coral reefs and local marine life, with operators like Cruz Bay Watersports promoting sustainable boating practices.
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