Legends Luxury Dinner Sail

2.5 Hour Luxury Sunset Dinner Sail

Full Open Bar

Beautiful Sunset Sailing

Embark on a celebration of culinary excellence and natural beauty aboard the Lady Lynsey II. Departing from The Ritz-Carlton, St. Thomas, experience sunset dining at sea with our hand-crafted 3-course menu, inspired by local cuisine and seasonal island ingredients. The Legends Luxury Dinner Sail features dedicated service highlighting the distinctive flavors of St. Thomas, with private seating in the comfort of the cabin as well as top-side on our spacious deck. Enjoy the cool ocean breeze with a freshly made cocktail or local craft beer from our premium open bar, and dine with the Caribbean sunset as a backdrop.


3-course dining menu featuring plated dinner, passed apps and desserts

Full open bar including specialty cocktails, premium wines and local craft beers/seltzers

Exceptional service, sunset sailing and spacious seating

Trip Details


Starting at $229 per adult

Check In

15 minutes prior to departure

Check-In Location

Lady Lynsey Store & Watersports desk, The Ritz-Carlton Hotel, St. Thomas, USVI

Meeting Point

The Ritz-Carlton, St. Thomas – Watersports Center

Departure Time



A locally inspired 3-course dinner is served on board before sunset, curated specifically for this sailing experience. Additionally, a selection of local craft beers and hard seltzers from St. John Brewers, premium red & white wines, champagne, and top tier liquors are included.

Legends Dinner Menu

Download Our Legends Dinner Menu


2.5 hours

Important Notes

  • Please check in 15 minutes prior to departure time
  • All tours are weather dependent and subject to meeting minimum participant requirements
  • Please note that this vessel is boarded from the beach, and requires walking through knee deep water.

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