St Thomas offers more than just beautiful beaches and crystal-clear waters—it’s also a fantastic destination for memorable dining experiences. Whether you’re looking for a romantic sunset cruise, a lively harbor dinner, or an elegant night on the water, the island has options that suit every taste and budget. We particularly like the Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove for its perfect combination of stunning scenery, relaxed vibe, and excellent food. It’s a great way to enjoy the island’s vibrant harbor while sipping on cocktails and nibbling on tasty bites.
For those looking for a more indulgent evening, the St. Thomas Legends Luxury Dinner Sail from the Ritz-Carlton offers a refined experience with a locally inspired 3-course meal and private seating options. And if you’re in the mood for a lively, daytime adventure, the St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres provides a scenic voyage to St. John with plenty of time onshore for exploring or dining at your chosen restaurant. Each of these tours showcases the island’s natural beauty and local flavors, making them ideal choices for a memorable meal on your trip.
1. St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres – Ritz-Carlton
At number one, this luxury catamaran dinner cruise takes you from St. Thomas to St. John, offering the flexibility to dine at your favorite restaurant once ashore. For around $149 per person, you get a 5-hour experience that includes appetizers, cocktails, and desserts. The boat departs from St. Thomas and heads toward St. John, with free appetizers and cocktails served en route, setting a relaxed tone. Once on land, you’re free to explore or dine at a place of your choosing—giving you the freedom to choose in a way that many guided tours can’t match. The return trip features cordials and desserts, making for a sweet ending to a scenic evening.
What makes this tour stand out is the luxury catamaran setting, and many reviewers praise the crew for their friendly, professional service. Comments like “outstanding crew” and “peaceful ride” highlight its quality. Some minor drawbacks include the rocky boarding process and melting desserts if not served promptly, but these don’t overshadow the overall experience. It’s ideal for travelers who want a taste of both sailing and local dining, with the added bonus of free parking at the port.
Bottom line: This cruise offers a blend of scenic sailing, flexibility, and top-notch service—perfect if you want a stylish evening with the freedom to dine on your own terms.
2. Sunset & Harbor Lights Dinner Sail from the Marriott’s Frenchman’s Cove
Number two on our list is the highly-rated Sunset & Harbor Lights Dinner Sail, which boasts a perfect 5-star rating from over 1,170 reviews. For just $119 a person, you get a two-hour cruise aboard a sleek 54-foot catamaran departing from the Marriott’s Frenchman’s Cove. The timing coincides with the sunset, making this an ideal choice for lovers of breathtaking views and relaxing atmospheres.
The tour features an abundant open bar, and the dinner menu varies — from tacos on Tuesdays to barbecue on other nights — with options to accommodate dietary restrictions if you give notice in advance. Many reviews praise the friendly crew, relaxed vibe, and spectacular harbor views, especially as the lights come on and the sun dips below the horizon. Passengers often mention how the experience feels intimate and stress-free, perfect for couples or small groups wanting a romantic evening.
A few notes: some travelers suggest leaving a little earlier to enjoy the full sunset, and the boat can get lively with dancing, adding to the fun. Practical details like free parking and easy check-in make this a popular option.
Bottom line: This cruise combines beautiful sunset scenery, good food, and easy logistics, making it an excellent choice for a quick, relaxing evening in St Thomas.
$119.00 per person
3. St Thomas Legends Luxury Dinner Sail from the Ritz Carlton
At number three, the Legends Luxury Dinner Sail promises a more refined experience with a locally inspired 3-course dinner served onboard before sunset. Priced at around $119, this 2.5-hour journey emphasizes dedicated service and a comfortable setting, with options for private seating in the cabin or on the spacious deck to enjoy the ocean breeze.
What makes this tour stand out is the focus on local flavors and a curated menu, carefully designed to reflect the Caribbean vibe. The premium open bar features crafted cocktails and local beers, enhancing the tasting experience. Passengers can soak in the Caribbean sunset while enjoying their meal, making it an elegant alternative to more casual cruises. While there’s less detailed review data, the focus on cuisine and comfort appeals to travelers seeking a sophisticated yet relaxing evening.
Potential drawbacks include the relatively shorter duration and the lack of detailed reviews, so this is best suited for those who want a quieter, more intimate dinner with a scenic backdrop.
Bottom line: For travelers craving a refined, Caribbean-inspired dinner with premium service, this cruise offers a memorable, elegant evening.
$119
How to Choose Your Perfect Dining Experience
When deciding among these options, consider your priorities: do you want the flexibility of dining ashore after a scenic sail (St. Thomas Dinner Sail to St. John)? Or are you looking for a romantic sunset cruise (Sunset & Harbor Lights Dinner Sail)? Or perhaps an elegant, locally inspired dinner with a focus on service (Legends Luxury Dinner Sail)?
Budget, time, and what kind of atmosphere you prefer should guide your choice. For example, the sunset cruise offers quick, scenic relaxation, perfect for a couple’s evening, while the St. John sail is better if you want more flexibility and exploration time. The luxury dinner provides a more intimate, refined experience for those who want to indulge.
Booking early is recommended, especially during peak season, to secure your preferred date and ensure a smooth experience.
Final Thoughts
St Thomas has a variety of memorable dining experiences on the water, each offering something special. For a laid-back yet scenic evening, the Sunset & Harbor Lights Dinner Sail stands out thanks to its impressive reviews and relaxed atmosphere. For those who want the flexibility of choosing their own dining spot after a scenic cruise, the Dinner Sail to St. John offers a luxurious, customizable option. And travelers seeking a more upscale, intimate meal might find the Legends Luxury Dinner Sail perfect.
No matter which you pick, these experiences highlight the best of what St Thomas has to offer—stunning sunsets, delicious food, and the chance to enjoy the Caribbean sea in style. Be sure to book early to lock in your perfect evening on the water.