A detailed look at the St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres at the Ritz-Carlton
If you’re dreaming of a relaxing evening on the water that combines scenic sailing, delicious snacks, and the chance to explore St. John at your own pace, this luxury catamaran dinner cruise might just be your ideal evening.
Offered by Cruz Bay Watersports, this experience promises a smooth sail from the Ritz-Carlton’s beachside launch point to the neighboring island of St. John, with plenty of opportunities to unwind and enjoy the Caribbean sunset.
What makes this tour particularly attractive is the combination of a scenic cruise with flexible dining options—you get to choose your favorite restaurant on St. John, rather than being tied to an all-inclusive meal. Plus, the free parking at the Ritz-Carlton simplifies logistics, allowing you to relax from the moment you arrive.
However, as with any experience, there are some considerations. The boarding involves beach access, which might be tricky for travelers with mobility issues, and some reviews mention the appetizers and desserts could be improved in volume or presentation.
This cruise is best suited for those who love a relaxed, scenic evening with good company, a bit of adventure, and the flexibility to explore St. John afterward.
Key Points
- Flexible dining allows you to pick your favorite St. John restaurant for dinner.
- Scenic sailing with open bar and hors d’oeuvres offers a relaxed, picturesque experience.
- Informative and friendly crew ensures a welcoming atmosphere.
- Beach boarding may require some effort and careful timing.
- Great value for a 5-hour experience, including snacks, drinks, and scenic views.
- Ideal for couples or small groups seeking a romantic or laid-back outing.
The Itinerary: What to Expect on the Water and onshore

Departure from The Ritz-Carlton begins at 5:00 pm, with the boat ready to whisk you away from the elegant grounds of the hotel. The luxury 53-foot catamaran looks like something out of a magazine—clean, spacious, and designed for comfort. From the moment you step aboard, you’ll be greeted with cocktails and hors d’oeuvres, setting a cozy, celebratory tone for the evening.
As the vessel glides across Great Bay, you’ll enjoy the stunning views of St. Thomas—think lush hills, shimmering waters, and a gentle breeze that instantly puts you in vacation mode. Many reviews mention the polite and attentive crew—they’re there to make your experience smooth and enjoyable. One reviewer even notes, “the crew was very polite and amazing,” which highlights the friendly atmosphere you can expect.
Reaching St. John takes roughly an hour, during which appetizers and cocktails keep the mood lively. You then disembark to enjoy dinner at your chosen restaurant, whether it’s a beachfront café, a cozy local spot, or a more upscale eatery. The flexibility here means you can tailor your evening to your taste—something quite valued by travelers who want to explore rather than be restricted to a preset menu.
After dinner, you return to the boat for a starlight cruise home, with desserts, cordials, and an all-you-can-drink open bar. The ambiance on the return trip is often described as peaceful and magical, especially as the stars start to twinkle—perfect for reflecting on a lovely evening.
You can also read our reviews of more boat tours in St Thomas
The Details: What’s Included and What’s Not
This tour offers a well-rounded package—cocktails and hors d’oeuvres as you sail to St. John, and desserts and cordials on the way back. All fees and taxes are included, so there are no hidden costs on the day. The price of $149 per person reflects a premium experience with a focus on comfort and scenic beauty, but some reviews note that the appetizers could be more substantial or varied.
What’s not included are the dinner costs at the restaurant of your choice, tips for the crew, and the $25 on-site parking fee at the Ritz-Carlton. The latter shouldn’t be a problem for most, given the convenience of parking right at the starting point.
The meeting point at the Ritz-Carlton is accessible and near public transportation, making it easy to reach. The cruise runs rain or shine, with a full refund if canceled due to bad weather—so even if the forecast looks uncertain, you can book with confidence.
The Experience: Pros and Cons Based on Guest Feedback

Many travelers praise the friendly, knowledgeable crew. Comments like “the crew was very polite and amazing” and “staff was outstanding” point to a service team that genuinely enhances the trip. The scenery draws frequent applause—”beautiful scenery” and “amazing views” are common phrases—highlighting how the Caribbean waters and sunsets truly shine during this cruise.
Food and drink get mixed reviews. Several guests rave about the quality and variety of cocktails, with one saying, “the drinks were very good,” and others enjoying the desserts on the return trip. However, some reviewers found the hors d’oeuvres underwhelming, with limited volume or quality, mentioning they could be more generous or appealing.
The boarding process garnered some comments about the rocky bottom and seaweed at the beach, which could be a concern for those with mobility issues or sensitive feet. One reviewer pointed out that “boarding thru a rocky bottom and seaweed wasn’t great,” so if this might be an issue, arrive prepared or consider the timing of tides.
The duration of sailing was appreciated by most, but a few noted they wished the boat spent more time sailing rather than motoring—something to consider if long stretches of sailing are important to you.
Overall value for money seems good, especially considering the 5-hour length, scenic views, open bar, and flexible dining options. Many guests consider it a highlight of their trip to the Virgin Islands, especially for those seeking a romantic or laid-back evening.
The Verdict: Who Should Consider This Tour?

This dinner sail is perfect for couples seeking romance, small groups wanting a memorable evening, or travelers who simply enjoy scenic cruising with good drinks and snacks. The flexibility to choose a restaurant on St. John makes it attractive for those who prefer to explore local cuisine rather than a fixed meal plan.
While some reviews mention minor issues like the boarding conditions and appetizer quality, the overall sentiment is very positive. The beautiful scenery, friendly crew, and relaxed atmosphere make it a worthwhile splurge for those wanting a combination of adventure and comfort.
If you’re someone who values authentic experiences, great views, and good service at a fair price, this cruise offers a lovely way to spend an evening in the Virgin Islands. Just be prepared for beach boarding, and consider making dinner reservations ahead of time to maximize your time onshore.
St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres – Ritz-Carlton
Frequently Asked Questions

What time does the cruise depart?
The cruise starts at 5:00 pm, giving you plenty of time to enjoy the sunset and your dinner.
Is parking available at the Ritz-Carlton?
Yes, free parking is available for guests at the Ritz-Carlton for $25, which makes the logistics easy and stress-free.
How long is the cruise?
The entire experience lasts approximately 5 hours, including sailing to and from St. John, plus time onshore for dinner.
What’s included in the price?
You get appetizers and cocktails while sailing to St. John, and desserts and cordials on the return leg, plus all taxes and fees.
Do I need to make reservations for dinner?
No, your dinner is at a restaurant of your choosing on St. John; reservations are recommended to ensure a smooth experience.
Is the tour suitable for people with mobility issues?
Boarding involves beach access over rocky or sandy surfaces, so travelers with mobility concerns should inquire directly about accessibility.
Can dietary restrictions be accommodated?
Yes, with at least 72 hours’ notice, alternative food options can be arranged, though additional costs might apply.
What about weather cancellation?
The tour is weather-dependent—if canceled due to bad weather, a full refund or alternative date will be offered.
How many people typically join the cruise?
The maximum group size is 80 travelers, but most reviews suggest a comfortably intimate atmosphere.
Is the sailing experience mostly motoring or sailing?
Most of the trip involves sailing, but some reviews note that portions are motored, especially if the wind isn’t favorable.
To sum it up, this St. Thomas Dinner Sail to St. John at the Ritz-Carlton combines scenic beauty, relaxed luxury, and personalized dining options into a memorable Caribbean evening. It’s well-suited for travelers who value authentic, laid-back experiences and are eager to enjoy stunning views with a drink in hand. While minor improvements could be made in the food presentation and boarding process, the friendly crew, beautiful surroundings, and flexible itinerary make this a trip worth considering. Whether celebrating a special occasion or simply soaking in the sunset, you’ll find it’s a rewarding way to explore the Virgin Islands’ waters and islands.
























