When it comes to experiencing the Caribbean, nothing quite beats the feeling of slipping away on a private sail at sunset. This particular tour offers a personalized adventure on a 55-foot daysail yacht, tailored for up to 12 guests, with the promise of catching the sunset over some of the most beautiful island scenery around.
Whether you’re celebrating a special occasion, seeking a romantic escape, or just want a memorable way to enjoy St. Thomas’s natural beauty, this tour has a lot to offer.
Two things we particularly love about this experience are the private, intimate setting—free from the crowds—and the spectacular island vistas you’ll get from the water. Both are guaranteed to make your evening feel exclusive and special.
On the flip side, one point worth considering is the cost per person—at $1,345, it’s not the cheapest outing, but for the level of service and exclusivity, many will find the price worth the luxury.
This tour suits travelers who appreciate a personal touch and are eager for a flexible, relaxed experience with gorgeous views and great drinks. If you’re celebrating an anniversary, a special birthday, or just want a unique way to see the Virgin Islands, this sail could become a highlight of your trip.
Key Points
- Private setting: Only your group on a 55-foot yacht for a personal experience
- Stunning views: Anchoring in Christmas Cove to watch the sunset over St. Thomas
- All-inclusive: Alcoholic beverages, soft drinks, and hors d’oeuvres are included
- Flexible and attentive crew: Willing to adjust course based on your interests
- Ideal group size: Up to 12 guests for a cozy, social atmosphere
- Cost: $1,345 per person, offering a high-end, tailored experience
The Itinerary and What You Can Expect

This sunset sail begins at the Sapphire Beach Resort Marina, a convenient location on Smith Bay Road, making it easy for travelers staying nearby to meet the crew. Once aboard, your crew—whether it’s Tommy, Jay, Ward, Racheal, or Zack—sets the tone with a warm welcome, immediately creating a relaxed and friendly atmosphere.
The yacht itself is a 55-foot daysail boat, offering ample space for all guests to stretch out, socialize, or find a cozy spot on the front bean bags—described as a “comfy addition” by one reviewer. As you set sail, the captain navigates toward the remote island of Great St. James, a less crowded, scenic spot perfect for enjoying the Caribbean’s natural beauty.
Your destination, Christmas Cove, is a highlight of the trip. Here, you’ll have a front-row seat to the spectacle of the sunset, with the southern coast of St. Thomas providing a stunning backdrop. The reviews consistently praise the crew’s flexibility—“they were happy to change course to accommodate our interests”—meaning if you have a particular sight or activity in mind, your crew is likely to make it happen.
While anchored, you’ll be treated to hors d’oeuvres and drinks from the open bar, with some reviewers specifically mentioning that drinks were “always full,” emphasizing the attentive service. Expect a variety of options, from local brews to classic cocktails like Painkillers, adding to the relaxed, festive vibe.
You can also read our reviews of more boat tours in St Thomas
The Experience in Detail
The two-hour duration ensures a leisurely pace—enough time to unwind, take in the views, and enjoy the company. From the deck, the panoramic views of the Caribbean are breathtaking, especially as the sun begins its descent, casting warm hues across the sky and illuminating the islands.
Many reviews highlight how memorable this sunset cruise is, with one calling it the “highlight of their trip” and another describing it as “truly perfect.” These comments underscore the quality of the experience, especially considering the personalized service and the beauty of the island scenery.
The crew’s willingness to adapt the course or focus on particular interests is a major plus. Whether you want to see more of the coast or simply sit back and soak in the views, your crew seems eager to make it happen, adding value beyond just the cruise itself.
The Value and Who Will Appreciate This Tour

While the per-person cost is on the higher side, it reflects the luxury of a private, all-inclusive experience. For those celebrating something special, or travelers wanting to avoid crowded boats and mass tours, the exclusive atmosphere, attentive service, and stunning scenery justify the expense.
It’s also ideal for small groups or families who want a customized experience. The capacity of 12 guests strikes a nice balance—large enough to feel social but small enough to keep it intimate.
Keep in mind, the two-hour duration means this isn’t a full-day adventure, but it’s long enough to relax and really savor the moment. If you’re looking for a quick, tranquil escape with stunning views and good drinks, this cruise hits the mark.
The Sum Up

This private sunset sail from St. Thomas offers a beautiful, personalized way to experience the Virgin Islands. The combination of gorgeous island vistas, relaxed atmosphere, and potent drinks creates a memorable Caribbean evening. It’s especially perfect for couples, small groups, or special occasions where a touch of exclusivity matters.
Travelers who value stunning scenery and a personalized crew will find this tour to be a highlight. While it costs a bit more, the intimate setting and quality service provide genuine value for those seeking a high-end, relaxed experience. The ability to customize the course and enjoy a peaceful sunset over the islands makes it a truly special way to end a day in paradise.
If you’re after a romantic, scenic, and private way to see St. Thomas at sunset, this sail is hard to beat. Just be prepared to arrive ready to unwind, sip drinks, and enjoy views that will stay with you long after you return to shore.
Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views
You can also read our reviews of more private tours in St Thomas
Frequently Asked Questions

How many guests can participate in the sunset sail?
Up to 12 guests can join, making it a perfect size for a small, intimate group or family.
What is included in the price?
The cost covers the private yacht, alcoholic beverages, soft drinks, and hors d’oeuvres. Everything is designed for a relaxed, all-inclusive experience.
Where does the tour start and end?
It begins at the Sapphire Beach Resort Marina on Smith Bay Road and returns there after the approximately two-hour cruise.
Can the crew adjust the course based on our interests?
Yes. Reviewers mention that crew members are happy to change course to suit guest preferences, offering a personalized experience.
What is the duration of the tour?
The cruise lasts about 2 hours, providing enough time for relaxation, sightseeing, and enjoying the sunset.
Is the experience suitable in case of rain?
Weather-dependent, as the tour requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.
Is this experience good for special occasions?
Absolutely. Many reviews mention celebrating anniversaries or special moments, thanks to its private, romantic setting.
Do I need to bring anything?
Most essentials are likely provided, but bringing a camera and sunglasses is recommended. Check with the provider for any additional tips.
Whether you’re after a romantic evening, a memorable celebration, or just want to see the Virgin Islands from a stunning vantage point, this private sunset sail offers a blend of comfort, beauty, and exclusivity that few other tours can match.



























