Reviewed · ST THOMAS
Luxury Private Sunset Cruise for up to 6 guests
The best part of this St. Thomas outing is simple: you get the Frances Anne to yourself. Up to six people can spread out on a 40-foot sailboat, listen to music, sip a drink, and watch the Caribbean sky change color without sharing the moment with a large boatload of strangers.
I like the easy mix of sunset sailing and swimming, since you can jump into the water or stay dry on deck. I also like the thoughtful food and drink setup: a charcuterie board with meats, cheeses, dips, and vegetables, plus alcohol and soft drinks. The main consideration is time. Two hours goes quickly, especially if you want to swim, snack, sail, and catch the full sunset.
Key details before you book

- Private boat for up to six: The whole boat is reserved for your group, making this a strong choice for a proposal, birthday, family outing, or quiet evening with friends.
- A 40-foot Frances Anne: The sailboat provides a proper sailing setting rather than a basic motorboat ride.
- Swimming and snorkeling are optional: Equipment is provided, but you can remain on deck for the full cruise.
- Open bar and charcuterie: Alcohol, soft drinks, music, and snacks are included in the experience.
- Two hours from Sapphire Beach Marina: You leave from Smith Bay and return to the same marina.
- $695 per group: At six people, that works out to about $116 per person. With fewer people, the cost per person rises quickly.
Setting out from Sapphire Beach Marina
Your cruise begins at Sapphire Beach Marina, at 6720 Smith Bay Road in Smith Bay. The activity ends back at this same meeting point, so you do not have to arrange a second pickup location after the sail.
The marina location matters because this is a short evening outing rather than a full-day boat trip. You can build it into a larger St. Thomas day without giving up an entire afternoon. You should still allow enough time to reach the marina and get settled, since the cruise itself lasts only about two hours.
A mobile ticket is accepted, and confirmation is provided when you book. The marina is near public transportation, and service animals are allowed. The boat is private, so only your own group takes part.
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What two hours on Frances Anne feels like

The heart of the trip is the sail out into the evening. From the deck of Frances Anne, you get a moving view of the water and the changing sky rather than a fixed restaurant table or crowded shorefront lookout.
The crew provides music, drinks, and food during the sail. The charcuterie board is useful here because it gives you something more substantial than a quick snack while keeping the mood relaxed. Expect meats, cheeses, dips, and vegetables, with alcohol and soft drinks available as part of the package.
The open bar adds real value for a private celebration. You do not need to plan separate drinks for the boat, and the crew can focus on keeping the evening flowing. Still, the exact drink selection is not specified, so you should not book expecting a particular cocktail, wine, or spirit.
The boat has been described as spacious and beautiful, with enough room for a small group to enjoy the ride without feeling packed in. That does not mean every person will have a private corner at all times. Six people is the maximum, and the experience will feel more intimate with four or fewer.
Choosing between the deck and the water

You can enjoy the sunset from the boat, or you can get in the water and see the evening from sea level. Snorkeling gear is supplied, so you do not have to bring your own equipment for a short swim.
The swimming option gives the cruise a little more action. If you are comfortable in the water, a brief swim can break up the time on deck and offer a different view of the sunset. If you would rather keep your clothes dry, the activity works just as well as a sailing and food outing.
The description does not promise a particular snorkeling site, reef, fish viewing area, or length of time in the water. That is important. This is primarily a sunset sail with optional swimming, not a dedicated snorkeling tour. Book it for the private boat, sunset, food, and company first. Treat the water stop as an extra.
Because the trip depends on good weather, conditions can affect the plan. If poor weather forces a cancellation, you will be offered another date or a full refund.
Why the private format matters

A private cruise changes the mood more than the word private might suggest. You can talk normally, choose your own pace, and mark a personal occasion without an audience of other groups.
This setup has been especially suited to marriage proposals. Jimmy D arranged a proposal with Captain Kendall, who was described as experienced, friendly, and helpful. Other proposal outings involved Captain Tommy, First Mate Courtney, Mark, and Rusty, with the crew helping make the timing feel special.
You should contact Virgin Islands Day Sailing before the trip if you want to arrange something specific for a proposal or celebration. The experience notes that special occasions can be customized, but it does not list exact decoration, photography, cake, or music services. Ask before assuming those extras are included.
The private format also works well for families. Captain Alex and Danny were credited with explaining sailing and local waters during one family outing. For a group that wants a social boat ride without strangers, the ability to keep the conversation and schedule within your own party is a major advantage.
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The crew can shape the evening

The crew names connected with this experience include Kendall, Tommy, Courtney, Dante, Alex, Danny, Mark, and Rusty. You should not assume a particular captain will operate your sailing unless the company confirms it, but these names give you an idea of the personal service the company aims to provide.
The strongest praise centers on the captains and mates. They are described as attentive, professional, friendly, and willing to help with proposals. One group singled out Tommy for going beyond the basic job, while another appreciated Alex’s sailing instruction and local knowledge.
That matters on a short cruise. With only two hours, a crew that keeps the food, drinks, swimming option, and sailing moving can make the outing feel full without feeling rushed. The flip side is that a crew member’s style can affect the mood, and you cannot control every detail of a shared boat routine even when the boat is reserved privately.
Sunset views without a crowded party boat

St. Thomas is well suited to a sunset sail because the water gives you an open horizon and the boat itself becomes the viewing platform. You are not watching the sunset through a hotel window or standing behind a line of people at a shore lookout.
The cruise is also more personal than a larger sightseeing boat. Music, drinks, and snacks create a casual party feel, but the private group keeps it from becoming a mass event. You can celebrate loudly, keep things romantic, or simply sit back and watch the colors change.
Sunset timing varies by date, and the supplied details do not give a fixed departure time. Check the confirmed booking time carefully. If you are planning a proposal, tell the operator what you want so the crew can help place the important moment within the sail.
The $695 price and who gets good value

The price is $695 per group of up to six people. At full capacity, the math is attractive: about $116 per person for a private two-hour sail with food, drinks, snorkeling equipment, and crew service.
For six people, I think the price makes sense if you value privacy. A comparable shared outing may cost less per person, but it will not give your group the boat to itself. The private setup is the reason to choose this experience, not simply the fact that a sunset is included.
With two people, the cost rises to $347.50 each. That can still be worthwhile for a proposal or milestone evening, but it is a premium choice. Couples comparing options should decide if a private sail is worth more than a shared sunset cruise or a meal on shore.
The included drinks and charcuterie also reduce the need to buy refreshments separately. The value is strongest for a group of four to six people, or for a couple treating the cruise as a special event rather than an ordinary evening activity.
Who should book this St. Thomas cruise

I would point this cruise toward:
- Couples planning a proposal or anniversary
- Families who want a private boat without a large crowd
- Friends splitting the cost among four to six people
- Small groups that want drinks, music, and food built into the outing
- Anyone who wants optional swimming but does not need a full snorkeling program
I would look elsewhere if you want a long sailing day, a fixed snorkeling itinerary, a guaranteed particular captain, or a low-cost boat ride. The two-hour length is ideal for a sunset celebration, but too short for a full marine excursion.
The experience is designed for most participants, and service animals are allowed. The information does not give specific details about wheelchair access, boat boarding, or mobility equipment. If those points matter to you, ask the operator before booking.
Practical booking advice for the marina and weather
This cruise is often reserved about 29 days ahead. That is a useful planning clue, especially if you are visiting St. Thomas for a short stay or arranging a proposal on a fixed date. Book early if the evening matters, then confirm the meeting instructions and departure time.
Free cancellation is available up to 24 hours before the start time for a full refund. Inside that 24-hour window, the payment is not refunded and changes are not accepted. Cutoff times use local St. Thomas time.
The outing requires good weather and a minimum number of participants. If the company cancels for weather or because the minimum is not met, you can choose another date or experience, or receive a full refund.
FAQ
Where does the sunset cruise start?
It starts at Sapphire Beach Marina, 6720 Smith Bay Road, Smith Bay, St. Thomas, USVI.
Where does the cruise end?
The activity returns to Sapphire Beach Marina, the same place where it begins.
How long is the cruise?
Sunset cruises typically last about two hours.
How many people can join the private cruise?
The boat can accommodate up to six people in your private group.
Is snorkeling equipment provided?
Yes. Snorkeling equipment is included.
Do I have to swim or snorkel?
No. Swimming is optional, and you can remain on board to enjoy the sailing, food, drinks, music, and sunset.
Are alcohol and soft drinks included?
Yes. Alcohol and soft drinks are included, along with an open bar.
What food is served?
A charcuterie board is served with meats, cheeses, dips, and vegetables.
Can I cancel for a full refund?
Yes, if you cancel at least 24 hours before the experience start time. Cancellations within 24 hours are not refunded. If the company cancels because of poor weather or because the minimum number of participants is not met, you can choose another date or experience, or receive a full refund.
Should you book the Frances Anne sunset sail?
Book it if you want the sunset to be the setting for a private occasion, not just another stop on a sightseeing schedule. The strongest reasons are the private 40-foot sailboat, the flexible choice between swimming and staying on deck, the included open bar and charcuterie, and a crew that has helped with proposals and family celebrations.
For the best value, bring four to six people and share the $695 group price. For two people, treat it as a special splurge. Just remember that this is a two-hour sunset cruise with optional snorkeling, not a full-day sailing or dedicated reef trip. That clear expectation will help you enjoy Frances Anne for what it does best: a relaxed, personal evening on the water.
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