St. Thomas, US Virgin Islands · 2026 Season
Dinner Cruises
Dine on the water with evening dinner cruises and sunset sails — open bar, appetizers, desserts, and starlit sailing.
Vetted local captains · Secure operator booking
Dinner cruises in St. Thomas start at $99 per person and last approximately 5 hours. They include open bar, hors d'oeuvres, desserts, and cordials aboard luxury 65-foot catamarans. Cruises depart in the late afternoon and return around 9:00 PM under the stars.
Choose your day on the water
Dinner Cruise Experiences
3 charters available
St. Thomas Sunset Dinner Sail on a Catamaran
The VI Cat
Set sail aboard the 54-foot catamaran "The Cat" for a 2-hour sunset dinner cruise departing from Marriott's Frenchman's Cove. Enjoy a scratch-made buffet dinner — Taco Tuesdays or
- Boat
- 54' Sailing Catamaran
- Duration
- 2 Hours
- Up to
- 49 guests
- Stops
- Custom itinerary
Lovango Cay Sunset Dinner Sail by Catamaran
Cruz Bay Watersports
Step aboard our luxury 65-foot catamaran Lady Lynsey II for an evening escape to the private island of Lovango Cay under the stars. Enjoy a full open bar on the sail out and the mo
- Boat
- Dinner Cruise
- Duration
- 4.5 Hours
- Up to
- 20 guests
- Stops
- Custom itinerary
St. John Sunset Dinner Sail by Catamaran
Cruz Bay Watersports
Step aboard the luxury 65-foot catamaran Lady Lynsey II for an evening escape to the island of St. John. This popular sail departs directly from The Ritz-Carlton Resort beach with
- Boat
- Sunset Sailing
- Duration
- 5 Hours
- Up to
- 60 guests
- Stops
- Custom itinerary
Swipe to explore →
Experience the magic of dining on the Caribbean Sea with our evening dinner cruises. Sail between St. Thomas and St. John as the sun sets, enjoying appetizers, open bar, and gourmet desserts aboard luxury catamarans. It's the most romantic and memorable evening activity in the US Virgin Islands.
Whether you're celebrating a special occasion or simply want an unforgettable night out, dinner cruises offer a unique blend of sailing, dining, and Caribbean ambiance that you can't get anywhere else.
What Makes St. Thomas Dinner Cruises Special?
Full Open Bar
Premium cocktails, wine, and beer are included throughout the entire sailing — from departure to return.
Luxury Catamarans
Sail aboard spacious 65-foot catamarans with comfortable seating, ample deck space, and professional crew.
Sunset Sailing
Depart in the golden hour and watch the Caribbean sunset paint the sky as you sail between islands.
Starlit Return
The return cruise features desserts, cordials, and the magic of sailing under the stars.
What You Need to Know
- Dinner cruises typically depart in the late afternoon (4:45-5:00 PM) and return around 9:00 PM.
- Open bar, hors d'oeuvres, desserts, and cordials are included in the ticket price.
- Some cruises include dinner at a St. John restaurant (at your expense) as part of the experience.
- Children's rates are available — typically $99 for ages 3-12, free for under 3.
- Boarding is from the beach — expect to wade through knee-deep water.
Pro Tips from the Locals
💡Arrive 15 minutes early for check-in at the departure beach.
💡Bring cash for dinner if your cruise includes a restaurant stop on St. John.
💡Dress smart-casual — the vibe is relaxed but elevated.
💡Bring a light jacket or wrap — evening ocean breezes can be cool.
💡These cruises are perfect for date nights, anniversaries, and special celebrations.
Frequently Asked Questions
Ready to Go?
Book your dinner cruises experience — we'll help plan the perfect day.