Imagine stepping onto a sleek 53-foot catamaran just as the sun begins to dip toward the horizon, cocktails in hand, with the gentle Caribbean breeze guiding you from St. Thomas to the nearby island of St. John. This tour promises an elegant, relaxed evening combining sailing, scenic views, and a chance to pick your own dinner spot on St. John.
What we love about this experience is its blend of luxury and flexibility—you get a scenic cruise with complimentary drinks and hors d’oeuvres, plus plenty of time on St. John to explore or dine at your favorite beachside restaurant. And the starlit return journey with desserts and full bar makes for a memorable night out.
One potential consideration is that the initial boarding involves beach access at the Ritz-Carlton, which might be tricky if you’re carrying lots of gear or have mobility concerns. Also, some reviews point out that the appetizers could be more substantial, especially if you’re expecting a full meal onboard.
This sail is perfect for couples seeking a romantic evening, small groups wanting a relaxed yet upscale outing, or anyone eager to enjoy stunning views with excellent service. If you’re comfortable with a flexible schedule that includes exploring St. John on your own, this trip hits many sweet spots.
Key Points
- Flexible dining: You choose your own dinner spot on St. John after the cruise.
- All-inclusive drinks and snacks: Open bar, hors d’oeuvres, and desserts are included.
- Beautiful scenery: Expect calm sailing, stellar views, and a chance to see stars on the return trip.
- Convenient starting point: Direct departure from The Ritz-Carlton’s beach makes logistics easy.
- Balanced itinerary: About 5 hours total with plenty of time on St. John.
- Good value: For $149, you get a scenic cruise, drinks, and a memorable experience—not a full meal onboard.
The Itinerary: What to Expect from Start to Finish
Starting Point at The Ritz-Carlton: The tour kicks off at the Ritz-Carlton Resort’s beach in St. Thomas at 5:00 pm. You’ll find free parking at the resort (costs $25, but the convenience is worth it). Since the boat departs directly from the resort’s beach, you’ll want to arrive a little early to settle in and enjoy the pre-sail atmosphere. Be aware that boarding involves walking over rocky or seaweed-covered terrain, which can be a consideration for those with mobility issues or carrying heavy bags.
Sailing to St. John with hors d’oeuvres and cocktails: As the boat slips away from the harbor, you’ll instantly feel the relaxed vibe. The crew provides a full open bar and a selection of appetizers to whet your appetite. We loved the way many reviews praised the crew’s warmth and professionalism, with comments like “the crew was very polite and amazing” and “outstanding service.” The calm waters and gentle sway of the catamaran make it a comfortable ride, with plenty of space to enjoy the scenery and mingle with fellow travelers.
Time on St. John: Once docked, you’re free to explore the island or head straight to a restaurant of your choosing. The flexibility here is a big selling point—many guests appreciate having hours to sample local cuisine, relax on the beach, or just wander around. You’ll love the fact that the cruise’s primary focus is the journey and the experience, not the meal, so you’re fully in charge of dinner plans. Comments from guests highlight the ease of a quick, scenic trip that doesn’t feel rushed, with “a couple of hours on St. John to eat and discover the Beach Bar.”
Return trip with desserts and cordials: After your time on St. John, you’ll reboard for the scenic cruise back to St. Thomas. This evening sail features desserts, cordials, and an open bar, providing a perfect ending to the trip. Listening to the sound of the water and watching the stars emerge above is often described as “amazing,” with many reviews noting the peaceful and serene atmosphere of the return journey.
You can also read our reviews of more boat tours in St Thomas
The Details: What’s Included and What’s Not
Included:
- Cocktails and hors d’oeuvres during the cruise to St. John
- Desserts, cordials, and full open bar on the return
- All fees and taxes—no hidden costs
Not included:
- The actual dinner at your restaurant of choice (on your own)
- Gratuities, which many suggest tipping for good service
- On-site parking at the Ritz-Carlton, which costs $25
This setup means you’re paying for the experience, ambiance, and service rather than a full onboard meal. The value lies in the scenic cruise, the quality drinks, and the freedom to dine where you like.
The Experience: What Travelers Are Saying
Many guests leave glowing reviews about the friendly crew and beautiful boat, pointing out that the scenery is breathtaking. One guest noted, “Seeing the stars and the scenery was amazing,” capturing the romantic and peaceful vibe of the trip. Others mention that the crew made a point of being helpful, with crew members like Elijah and Carter getting special mentions for their outstanding service.
However, some reviews highlight areas for improvement. For example, boarding from the beach was described as “not great,” especially in the dark or during higher tides, and some felt that the appetizers could be more substantial or better timed. One guest expressed disappointment at the short sailing time—most of the trip involves motoring rather than sailing, which might not satisfy enthusiasts eager for a longer sail.
The value for money is well-regarded, especially considering the included drinks and the scenic quality of the cruise. Many reviewers emphasize how easy it was to coordinate the trip with their hotel or resort, making it a convenient choice for an evening outing.
The Practicalities: Group Size, Duration, and Accessibility
The tour accommodates up to 80 travelers, though most guests find it’s comfortably sized for intimate conversations or lively mingling. The total duration is approximately 5 hours, providing enough time for sailing, exploring St. John, and returning without feeling hurried.
Accessibility concerns are mentioned, and potential guests with questions should call ahead to confirm specific needs. The tour is suitable for most travelers, with most reviews indicating that most can participate, but those with mobility issues should inquire about the beach boarding.
The Cost and What You’re Getting
At $149 per person, this cruise offers a good deal for a luxury experience that combines sailing, scenic views, drinks, and a flexible evening on St. John. When you consider that it includes all fees and taxes, plus the value of the full open bar and appetizers, it’s a solid option for a special evening. If you’re someone who enjoys a well-organized, scenic cruise with the freedom to dine on your own terms, this experience comfortably fits the bill.
You can also read our reviews of more tours and experiences in St Thomas
Who Should Consider This Tour?
This trip is ideal for couples seeking romance, groups of friends looking for a fun and relaxed outing, or solo travelers eager to meet others in a laid-back setting. It’s perfect if you want to enjoy spectacular Caribbean views, top-notch service, and a memorable sunset without the hassle of a fixed menu onboard. Those craving a longer sailing experience might find the short sailing time less satisfying, but overall, most guests feel it strikes a good balance of value and ambiance.
The Sum Up: Is It Worth It?
In a nutshell, this cruise offers a scenic, relaxed, and elegant way to spend an evening in the Virgin Islands. You get a beautiful boat, friendly staff, complimentary drinks and appetizers, and the freedom to enjoy your own dinner on St. John. The cruise’s peaceful sunset ambiance and the stellar reviews about the crew make it stand out as a memorable adventure.
While it’s not a full meal onboard and involves some beach boarding, the overall experience offers excellent value for those who appreciate scenic sailing, good service, and a touch of luxury. It’s perfect for anyone wanting a low-key, romantic, or social evening with spectacular views and a relaxed vibe.
If you love sailing, breathtaking scenery, and a flexible evening plan, this cruise could be just what you’re looking for. Just arrive prepared for some beach walking, and you’ll have a memorable night on the water.
FAQ
Is parking available at the Ritz-Carlton for the cruise?
Yes, free parking is available at the resort, though it costs $25. It’s convenient and easy to access, making the start of your trip smooth.
What time does the cruise depart?
The cruise begins at 5:00 pm, so plan to arrive a little early to get settled and take in the surroundings.
Can I choose where to eat on St. John?
Yes, after arriving on St. John, you’re free to dine at your preferred restaurant. The tour provides about a couple of hours for exploration and eating.
Is this trip suitable for anyone with mobility issues?
The boarding involves beach access, which can be challenging if you have mobility concerns. It’s best to call ahead for specific accessibility questions.
What’s included in the price?
Your fare includes cocktails and hors d’oeuvres during the trip to St. John, plus desserts, cordials, and the full open bar on the way back. All fees and taxes are covered.
What is the sailing like?
Most reviews mention the calm waters and relaxed cruise, though some say most of the sailing time involves motoring rather than actual sailing. Expect scenic views and a peaceful atmosphere.
Can I cancel if my plans change?
Yes, the booking is flexible with free cancellation up to 24 hours in advance. If canceled due to weather, you’ll be offered a different date or a full refund.
Whether you’re after a romantic sunset, a scenic cruising experience, or just a relaxing Caribbean evening, this tour offers a well-rounded way to enjoy the Virgin Islands’ beauty and hospitality.
