Imagine cruising along the sparkling waters of St. Thomas on a 40-foot sailboat just as the sun dips below the horizon. That’s exactly what the Private Sunset Sailor’s Delight offers — a cozy, intimate escape designed for up to six guests. We’re here to give you a detailed look at what makes this tour stand out, what to expect, and whether it’s worth your time and money.
What drew us in are two things: First, the exclusive private charter means no crowded boats or noisy groups — just your own party. Second, the all-inclusive drinks and snacks promise a relaxed, luxurious feel without worrying about extra costs. But, a possible consideration is that this is a short, two-hour cruise, so if you’re craving a full-day adventure, this might not satisfy that craving.
This experience is best suited for couples, small groups of friends, or families looking to enjoy a scenic, peaceful evening with a dash of luxury. If you want a memorable, customizable outing that balances comfort, privacy, and stunning views, this sail could be just right.
- Key Points
- The Experience at a Glance
- The Itinerary and What to Expect
- The Private Charter Advantage
- The Views and Atmosphere
- The Value of the Tour
- Who Will Love This?
- Practical Details and Tips
- Authentic Feedback from Travelers
- More Evening Experiences in St Thomas
- More Private Tours in St Thomas
- More Tour Reviews in St Thomas
Key Points
- Private Experience: Only your group sails together, fostering a personal atmosphere.
- All-Inclusive: Drinks, snacks, and hors d’oeuvres are included, adding value.
- Ideal for Small Groups: Perfect for up to six people, making it intimate but not crowded.
- Flexible Cancellation: Free cancellation up to 24 hours in advance allows peace of mind.
- Consistent Ratings: Boasts a perfect 5-star rating from 14 reviews, reflecting high satisfaction.
- Great for Sunset Views: Sails are timed for optimal sunset viewing, capturing the magic of the evening.
The Experience at a Glance

When you book this tour, you’re reserving a private two-hour cruise that departs from Sapphire Beach — a gorgeous spot with easy access and stunning vistas. The boat itself is a well-maintained 40-foot sailboat, offering a comfortable platform for your small crew.
You can also read our reviews of more private tours in St Thomas
The Itinerary and What to Expect
The journey is straightforward: a leisurely sail with your private crew, where the main event is watching the sun paint the sky in hues of orange, pink, and purple. The actual stops are minimal — the emphasis is on the sail itself, rather than multiple itinerary stops. This simplicity allows you to relax, soak up the scenery, and enjoy the company.
Onboard, you’ll enjoy:
- Sipping cocktails and soft drinks: An assortment of alcoholic and non-alcoholic beverages is included in the price, making it easy to toast the sunset.
- Snacking on hors d’oeuvres: Light, tasty snacks are served without extra charge, perfect for grazing as you enjoy the view.
- A romantic sunset backdrop: The sail is timed for sunset, so you’ll get a front-row seat to the changing sky, which many reviewers called “absolutely wonderful” and “so peaceful.”
The Private Charter Advantage
Booking a private sail means you aren’t sharing the boat with strangers. Fans of the experience often mention how Deb and Captain Rob made them feel like old friends, sharing their love for the water and island life. According to one reviewer, the hosts were “hospitable friends,” which adds a cozy, authentic touch.
The Views and Atmosphere
Expect gentle breezes, tranquil waters, and unobstructed sunset vistas. The reviews highlight how great the views are, with one traveler calling it “a jewel of St. Thomas.” What’s more, the calm, intimate setting lends itself to conversations, romantic moments, or simply unwinding with a cocktail in hand.
The Value of the Tour
At $795 for a group up to six, the price might seem steep at first glance. But when you consider the all-inclusive drinks and snacks, the private setting, and the stunning scenery, it begins to make sense. This isn’t just a boat ride — it’s a personalized, memorable experience designed to offer quality over quantity.
Several reviewers pointed out how good the value was, especially compared to larger, less personal tours. The fact that you get exclusive use of the boat and personalized service makes it feel like a special treat, not just a generic cruise.
You can also read our reviews of more evening experiences in St Thomas
Who Will Love This?
This tour appeals most to those seeking a peaceful, romantic experience or a small, private gathering. If you love the idea of a sunset sail without the crowds or noise, this is a perfect choice. Families with small kids, couples celebrating an anniversary, or friends wanting a relaxed evening would find it especially charming.
Practical Details and Tips

The tour departs from Sapphire Beach, which is accessible and close to public transportation, making it easy to reach. Bookings are typically made around 47 days in advance, so plan ahead during peak season.
Keep in mind that cancellation is free up to 24 hours before — a great safety net if weather turns sour. The experience depends on good weather, so if the skies aren’t cooperating, you’ll be offered a different date or a full refund.
Since the tour lasts approximately two hours, it’s a short but sweet escape. Arrive a little early to settle on the boat, and wear comfortable clothing suitable for sailing. Remember to bring sun protection and maybe a light jacket if it gets cool in the evening.
Private Sunset Sailor’s Delight from Sapphire Marina
Authentic Feedback from Travelers
One reviewer called it an “absolutely wonderful experience,” praising Deb and Captain Rob for making them feel like they were on a delightful evening sail with friends. Another mentioned how great the views and hosts were, with plans to repeat the experience.
The consistent five-star ratings reflect how well this tour meets or exceeds expectations, especially in terms of intimacy, scenery, and service.
If you’re after a private, scenic, and relaxing way to enjoy the sunset in St. Thomas, this sail checks all the boxes. The all-inclusive drinks and snacks, coupled with attentive hosts, make for a memorable evening that feels both luxurious and genuine. It’s especially ideal for small groups or couples looking for a special, low-key experience that stands out from larger, more commercial tours.
While it’s not a lengthy adventure, the quality of the setting and personalized service deliver excellent value. If you value peace, privacy, and stunning views, this sail is likely to deliver exactly what you’re seeking.
What is included in the tour?
The tour includes a private two-hour sail, bottled water, soda, alcoholic beverages, and snacks. Everything is provided, so you just need to enjoy the experience.
How many people can join?
Up to six guests can participate, making it perfect for small groups, couples, or families wanting an intimate outing.
Where does the tour start?
It begins at Sapphire Beach, Smith Bay, St. Thomas, which offers easy access and beautiful surroundings.
Can I cancel if the weather is bad?
Yes, you can cancel free of charge up to 24 hours in advance, and you’ll be offered a different date or a full refund if the weather cancels the trip.
Is this tour suitable for children?
Most travelers can participate, so families with children should check with the provider, but generally, it’s suitable for small children who can enjoy a gentle boat ride.
How far in advance should I book?
The experience is usually booked about 47 days before, so planning ahead during peak season is recommended.
Are gratuities included?
No, crew gratuity (industry standard 18-20%) is not included and is at your discretion.
In all, the Private Sunset Sailor’s Delight offers a charming, intimate way to enjoy one of the most beautiful sunsets in the Caribbean. Its combination of personalized service, stunning scenery, and relaxed atmosphere makes it worth considering if you’re after a peaceful evening cruise in St. Thomas.





























