Reviewed · SUNSET CRUISES
Luxury Private Sunset Cruise for up to 6 guests
The best part of this St. Thomas outing is the privacy: your group of up to six has the whole Frances Anne, a handsome 40-foot sailboat, as the sun drops over the Caribbean. You can sit back with music, drinks, and a charcuterie board, or climb down for a swim and watch the evening sky from the water.
I like the small-group format, which feels far more personal than a crowded harbor cruise. I also like the practical all-in price: snorkeling gear, alcohol, soft drinks, and snacks are included, so you are not keeping score every time someone wants another drink.
The main consideration is the short two-hour schedule. It is long enough for a sunset sail and perhaps a quick swim, but not long enough for an extended snorkeling trip or a wide-ranging tour of St. Thomas waters.
Key points to know before booking

- A private 40-foot sailboat: Only your group of up to six people takes part.
- Sapphire Beach departure: You meet at Sapphire Beach Marina in Smith Bay and return there after the cruise.
- Two hours on the water: The timing centers on sunset rather than a full afternoon of sailing.
- Optional swimming and snorkeling: Equipment is supplied, but you can stay aboard if you prefer.
- Open bar and charcuterie included: Expect alcoholic drinks, soft drinks, meats, cheeses, dips, and vegetables.
- Good for proposals and celebrations: Captains and mates such as Tommy, Kendall, Courtney, Alex, Danny, Mark, Rusty, and Dante have helped make special occasions personal.
Setting sail from Sapphire Beach Marina

Your cruise begins at Sapphire Beach Marina, at 6720 Smith Bay Road in Smith Bay. The activity ends at the same meeting point, which keeps the evening simple and avoids arranging a second pickup location.
The setting matters. You are not spending the evening on a large boat with strangers. Your party has a private sailing platform, and the crew can give more attention to your pace, your drinks, and any special plans. That makes this a strong choice for a proposal, anniversary, birthday, or a quiet family outing.
The exact sailing route is not specified, so you should think of this as a sunset sailing experience rather than a sightseeing tour with named stops. The point is the changing view from the water, the feel of the boat under sail, and the sunset itself.
Bring a little patience at the start. The crew needs to get everyone aboard, review the basics, and prepare the boat before heading out. Since the cruise lasts about two hours, arriving ready to go helps you make the most of the limited time.
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What the Frances Anne adds to the evening

Frances Anne is described as a 40-foot sailboat, which gives the cruise a more classic feel than a simple motorboat ride. A boat of this size offers room to move around, sit with your group, and choose between an active evening in the water or a relaxed one on deck.
The private booking is the real luxury here. You are not sharing the boat with a busload of people, and you do not need to match the mood or schedule of strangers. The crew can respond to your group, which is especially useful if one person wants to snorkel while another would rather keep dry.
The boat is also part of the occasion. Several captains and mates have helped with proposals, including Kendall, Tommy, Courtney, Mark, and Rusty. If you are planning a surprise, contact Virgin Islands Day Sailing in advance and explain what you have in mind. The trip description specifically invites customization for special occasions, but you should confirm the details before booking rather than assume decorations, photography, or a particular route are included.
The sailing portion and sunset timing
The cruise is built around the sunset, so the best views come later in the outing. Early on, you can settle into the boat, choose a drink, and enjoy the music while the crew gets underway.
The experience is less about checking off landmarks and more about watching St. Thomas from offshore. The water gives you a different angle on the island, and the open deck lets you follow the changing light without windows or a crowded cabin between you and the view.
Sunset conditions can vary. Clouds may soften the colors, and weather can affect whether the boat goes out at all. This is a weather-dependent activity, so a cancellation caused by poor conditions brings the choice of another date or a full refund.
The timing deserves honest attention. Two hours is a comfortable length for a sunset outing, especially if you want dinner afterward. It is also a firm limit on what can fit into the trip. You may have time for a short swim and a little snorkeling, but this is not a full snorkeling charter followed by a long sunset sail.
Swimming and snorkeling from the boat

You can jump into the water during the cruise, and snorkeling equipment is provided. That option gives the outing some variety. You are not limited to sitting on deck, and you can enjoy the sunset from sea level if conditions and timing allow.
Still, you should treat the water stop as an optional extra, not the central purpose of the booking. The cruise is scheduled for about two hours and is designed around sunset. If you spend too long in the water, you may have less time for the sailing and the final light.
This format works well for a group with mixed interests. One person can swim, another can listen to music with a drink, and someone else can focus on photographs. You do not need to participate in every activity.
Use sensible judgment before getting in. You are boarding and leaving a sailboat on the water, so you should be comfortable with the movement of the boat and follow the crew’s instructions. The supplied information does not specify water conditions, a dedicated swim platform, or the length of the water stop, so ask the operator if those details matter to you.
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Drinks, music, and the charcuterie board

The open bar includes alcoholic drinks and soft drinks. The exact drink menu is not listed, but the available information describes mixed drinks as part of the experience and says drinks are plentiful. If someone in your group has a specific preference, ask ahead of time rather than count on one particular brand or cocktail.
Food comes in the form of a charcuterie board with meats, cheeses, dips, and vegetables. That is a useful amount of food for a two-hour cruise. It gives you something savory to eat with a drink and takes the edge off before dinner, though it should not be treated as a full meal.
I like this arrangement because it keeps the evening social without making food the main event. You can share small bites while watching the water, and the crew can keep the atmosphere relaxed. Music is also included, adding to the celebratory feel without requiring you to plan an entertainment schedule.
If you have allergies or strict dietary needs, ask about the board before departure. The listed food is specific, but no allergy or substitution policy is provided.
The crew can shape the mood

The crew is a major part of this experience. Captains named in the available information include Kendall, Tommy, Alex, and Mark, with mates including Courtney, Danny, Rusty, and Dante. You may not receive a particular captain unless the company confirms one, but the repeated praise for attentive service gives you a good reason to value the crew component.
Kendall has been described as an experienced, friendly captain who helped make a proposal feel special. Tommy has been praised for making a family outing personal, and Alex has been noted for explaining local waters and teaching basic sailing details. Mark and Rusty have also helped with proposals and created a welcoming atmosphere.
That range matters. A strong captain does more than steer the boat. The crew sets the pace, explains what is happening, keeps the drinks moving, and helps the group feel at ease. On a private cruise, you have more room to ask questions and request small adjustments than you would on a large shared boat.
The experience still depends on the assigned crew and conditions on the day. The names above are useful context, not a guarantee of who will be aboard.
Why the $695 group price may be fair

The price is $695 for the whole group, up to six people. That works out to about $116 per person if six people share the cost. For two hours of private use of a 40-foot sailboat, with a captain and mate, drinks, snacks, and snorkeling equipment included, that is a reasonable price for a special occasion.
The value drops if only two people are going and you are comparing it with a standard shared cruise. In that case, you are paying for privacy and flexibility rather than simply buying two seats on a boat.
For six people, the math looks better. You are splitting the cost of a private boat, and the included open bar and food reduce the number of extra charges during the evening. You also avoid the less tangible cost of sharing a romantic sunset with a large group of strangers.
I would book this for an event where privacy matters. A proposal, anniversary, small family celebration, or reunion can justify the group rate more easily than a casual attempt to see the sunset. If you only want a basic boat ride, a shared cruise may be cheaper.
The activity is booked about 29 days in advance on average. That suggests you should plan ahead, especially for a preferred evening, a holiday visit, or a proposal date.
Who will enjoy this cruise most

This cruise suits couples who want a private setting and small groups that value conversation. It is also a good fit for families or friends who do not want to split up over different activities.
You will probably like it if you want:
- A private boat instead of a shared outing
- A sunset celebration with drinks and light food
- The choice to swim, snorkel, or stay dry
- Help from a crew with experience handling proposals
- A short evening activity that ends back at the marina
You may want something else if you need a long snorkeling session, a detailed island tour, or a full dinner on the water. The available information does not promise a specific reef, a named sightseeing stop, or a full meal.
Most people can participate, and service animals are allowed. The activity is near public transportation, but no transportation service to the marina is included in the stated price.
Booking, weather, and cancellation details
You receive confirmation at booking, and the experience is offered as a mobile-ticket activity. Cancel at least 24 hours before the local start time for a full refund.
Changes or cancellations inside 24 hours are not accepted for a refund. Weather can also alter the plan. If poor weather forces cancellation, you will be offered another date or a full refund. A minimum number of participants may also apply, and if the operator cancels for that reason, you receive the same choice of another date or a full refund.
Because the cruise depends on good weather, keep a backup plan for your evening. Do not schedule a hard-to-miss dinner immediately afterward if a weather delay would cause trouble.
Final decision: book it for privacy and sunset, not for a full water adventure
I would book the Luxury Private Sunset Cruise for up to six people if you want a polished, intimate evening on the water. The private boat, included drinks, charcuterie, optional snorkeling, and helpful crew make the $695 group price easiest to justify for a celebration.
I would skip it if your main goal is extended snorkeling or a long sightseeing route. For everyone else, especially couples and small groups marking an important occasion, this is a practical way to turn a St. Thomas sunset into the main event.
FAQ
Where does the sunset cruise begin and end?
You meet at Sapphire Beach Marina, 6720 Smith Bay Road, Smith Bay, St. Thomas. The cruise ends back at the same meeting point.
How many people can join the private cruise?
The private cruise is for up to six people. Only your group takes part in the activity.
How long does the cruise last?
The sunset cruise typically lasts about two hours.
Are drinks and food included?
Yes. Alcoholic drinks, soft drinks, and a charcuterie board are included. The board includes meats, cheeses, dips, and vegetables.
Is snorkeling equipment provided?
Yes. Snorkeling equipment is provided, and you may choose to swim and snorkel during the cruise.
What happens if the weather is poor?
If the cruise is canceled because of poor weather, you will be offered a different date or a full refund. You may also cancel at least 24 hours before the start time for a full refund.
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