Reviewed · ST THOMAS SUNSET & DINNER CRUISES
Luxury Private Sunset Cruise for up to 6 guests
Sunset, but with your own boat. This private sunset sail on the Frances Anne is built for small groups up to six, so you’re not sharing views or space. I also like how the experience is set up like a floating party: open bar, snacks, and a charcuterie board while you watch the sky change.
The main thing to plan around is weather. This sailing needs good conditions, and if it can’t run, you’ll be offered another date or a full refund. Also note it’s roughly two hours, so it’s perfect for a special window of time, not a full-day outing.
Logistics are straightforward: you meet at Sapphire Beach Marina in Smith Bay, get a mobile ticket, and the cruise ends back at the same spot. The vibe works for most people too, and service animals are allowed.
In This Review
- Key reasons this sunset cruise works
- Frances Anne and the small-group setup that makes it feel special
- Sapphire Beach Marina: meeting point, timing, and how to not lose time
- The two-hour flow: sailing, music, and food that’s actually part of the experience
- Open bar and charcuterie: what’s included and why it feels like real value
- Snorkeling and swimming: optional water time with gear provided
- Crew quality: why names like Kendall, Tommy, Courtney, and Alex matter
- Price and what you’re really paying for
- Who this cruise suits best (and who should skip it)
- Timing, weather, and how to plan your day around the sunset
- Should you book this private sunset cruise on Frances Anne?
- FAQ
- What’s the price for this cruise?
- How long is the private sunset cruise?
- Is the cruise private or shared with other groups?
- What’s included onboard?
- Can we swim or snorkel?
- What boat are we cruising on?
- Where do we meet for the tour?
- How does ticketing work?
- What’s the cancellation policy?
- What happens if weather is poor?
Key reasons this sunset cruise works

- A private Frances Anne sail for up to six means no crowding and more personal attention
- Open bar plus charcuterie and snacks keeps the whole time feeling like a treat
- Snorkeling equipment is included, and you can choose whether to jump in
- The crew has helped with big moments, including marriage proposals with Captain Tommy and First Mate Courtney, plus other friendly captains and mates like Kendall, Alex, and Dante
- You start and end at Sapphire Beach Marina, so it’s easy to plan the rest of your day
For the last of the light off the water, more St Thomas sunset sails
- Sunset Sail with Cocktails and Appetizers
★ 5.0 · 580 reviews - Turtles, Pizza Pi & Sunset trip
★ 5.0 · 410 reviews - St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres – Ritz-Carlton
★ 4.5 · 47 reviews - St. Thomas Sunset Sail, Serenity at Sea
★ 5.0 · 41 reviews
Frances Anne and the small-group setup that makes it feel special

This cruise is all about staying private. You book the Frances Anne for your group only, with room for up to six people, so the deck doesn’t turn into a shared cattle pen. It’s the kind of plan that makes sense when you want the sunset to be the headline, not the logistics or the crowds.
The boat itself has a lot going for it. One of the most repeated themes is that it feels like a real, comfortable sailing vessel, and people specifically call out the size and spacious feel. That matters because you’ll be on board for about two hours, plus there’s time for relaxing with drinks and food.
Crew quality also shows up in the stories people tell. You’ll hear names like Kendall (praised for experience and friendliness), Captain Tommy (with First Mate Courtney), and others such as Alex and Dante. I take that as a good sign: you’re not just paying for motion on the water; you’re paying for guidance and calm, especially if it’s your first time doing something like this.
Sapphire Beach Marina: meeting point, timing, and how to not lose time

Your starting point is Sapphire Beach Marina at 6720 Smith Bay Rd, Smith Bay, St Thomas, USVI. The experience ends back at the same location, so you don’t have to build in extra transport time for a pickup somewhere else.
Because you have a mobile ticket, you’re not juggling paper confirmations. You’ll get confirmation at booking time, so you can focus on getting there on time rather than hunting for a QR code the day of.
Also, this area is listed as being near public transportation. That’s helpful if your day includes other plans, because you’re not locked into one transport method. If you’re the type who likes to keep your schedule clean, this start/end location makes that easier.
If you’re planning around the sunset, aim to arrive early enough that your group is settled before the boat heads out. On a short cruise, those first minutes can set the tone. If you show up rushed, you’ll feel rushed. If you show up relaxed, you’ll enjoy the whole arc.
The two-hour flow: sailing, music, and food that’s actually part of the experience

The heart of the cruise is simple: sail into the sunset from the deck, enjoy Caribbean sunset views, and have onboard treats along the way. Expect roughly two hours, give or take depending on conditions.
Food and drinks are not an afterthought here. You’ll have alcohol and soft drinks included, served with music on board. And yes, there’s a charcuterie board—meats, cheeses, dips, and veggies—plus snacks during the cruise. For me, this is one of those “small” details that changes everything. When the food and drinks are part of the rhythm, you don’t spend your time deciding where to stop next.
This is also where private time matters. On a shared tour, people often spend the first half-hour trying to figure out where they’ll stand or sit. With your group only, you can settle in quickly and make the most of the sky shift. You can keep it social, or you can keep it quiet. Your call.
One more detail that shows up in the vibe: you’re on deck for the sunset, not strapped into a tight, fast-moving schedule. The experience is built to let you look up, not just around.
More reasons to swap the sand for a deck around St Thomas
Open bar and charcuterie: what’s included and why it feels like real value

Let’s talk value, because $695 per group isn’t “cheap,” but it can be smart. This price covers up to six people for the private cruise, so if you fill the group, you’re effectively splitting the cost. At six passengers, that works out to about $116 per person for a two-hour private sail with drinks and food included.
The big question is whether the included items feel like a token, or like part of the party. The balance here leans positive: the open bar is included, and the charcuterie board is specifically described with meats, cheeses, dips, and veggies. Add in snacks plus soft drinks, and it turns into a pre-planned floating snack-and-sunset moment.
The drinks side also matters because this is a Caribbean sunset. That’s not the time to be rationing water or wishing you had booked something with a proper bar setup. Here, you can settle in and let the time pass at a nicer pace.
If you’re traveling as a couple, you’ll still get value in a different way: you’re paying for privacy. You’re trading per-person savings for per-moment experience. And if the goal is romance, celebration, or a “no one else on the boat” vibe, that trade is often worth it.
Snorkeling and swimming: optional water time with gear provided

There’s an option to jump in for swimming and snorkeling. Snorkeling equipment is provided, which is a big practical win. It means you’re not trying to locate rentals right before sunset or coming up short on gear.
The bigger truth: this isn’t a long snorkeling expedition. You’re on a sunset schedule, and the total cruise is about two hours. So think of water time as a fun add-on rather than a full day in the sea. If you want lots of underwater time, you may want a different style of tour. If you want a taste of snorkeling plus sunset deck time, this fits well.
Also, you can enjoy the sunset from sea level if you’re in the water. That’s a great option if your group loves photos and wants a different perspective than the deck view.
One more practical note: this cruise requires good weather. If conditions aren’t right, water time could be affected, and the sailing could be rescheduled or refunded. That’s not a flaw in the plan—it’s just the reality of being out on open water in the Caribbean.
Crew quality: why names like Kendall, Tommy, Courtney, and Alex matter

For a private cruise, the crew makes or breaks the mood. Here, there’s a pattern of positive service and professionalism tied to specific captains and mates.
Captain Kendall is mentioned for being experienced, knowledgeable, and friendly. Captain Tommy shows up with First Mate Courtney and a vibe of careful, personalized attention, including helping with marriage proposals on board. Other names you may hear include Dante (paired with Captain Tommy in at least one account) and Alex with Danny, where people highlight the captain’s local waters knowledge and a more teaching-oriented approach.
I take this to mean you’re likely to get two things at once:
- Smooth sailing that keeps everyone comfortable
- A human touch that helps you feel taken care of, especially during special moments
And yes, special moments are part of the story. People talk about getting engaged during the cruise, with the crew being helpful in making it work. If you’re planning something like that, this kind of track record is a strong green flag—ask ahead of time what’s possible and go in with a simple plan, not a complicated script.
Price and what you’re really paying for

$695 per group up to six is the headline number. The right way to look at it is what’s bundled: private sailing, alcohol and soft drinks, charcuterie board, snacks, music, and snorkeling equipment.
If you split it across the full six-person group, it can feel very reasonable for a private experience that runs about two hours. You’re also paying for convenience. You’re not stitching together multiple rentals, meal plans, and transport arrangements. The cruise includes the key ingredients that make the experience feel complete.
If you don’t fill all six spots, it gets more expensive per person. Still, you may find the privacy is the point. A private sunset cruise can be the simplest way to get a standout evening without turning your trip into a project.
So here’s my rule of thumb: if you’re a group of four to six, you’re likely buying a smart deal. If you’re a couple or small family, you’re buying romance and control over the setting. Either can be worth it, depending on your priorities.
Who this cruise suits best (and who should skip it)

This is a great fit for:
- Couples who want an intimate sunset with drinks and food included
- Families or friend groups up to six who want privacy and an easy evening plan
- Anyone who values a crew that can handle special requests like proposals
- People who want optional snorkeling without the hassle of finding gear
It may not be the best fit if you want:
- All-day activities or long underwater time
- A strict, stop-and-go itinerary with multiple anchor points
- An experience that runs regardless of weather
Because the cruise is about good conditions and a short sunset window, I’d treat it as a “special evening” slot on your calendar. Pick a night you’re not depending on to do something else if weather changes.
Timing, weather, and how to plan your day around the sunset
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered another date or a full refund. That flexibility is important because sunset is time-based and conditions can change.
It’s also booked ahead. On average, it’s reserved about a month in advance. That’s a good hint that popular sunset slots can disappear. If this is a “must-do,” I’d lock it in early rather than waiting for the last week.
Duration is listed as approximately two hours. Build your schedule around that. If you stack dinner, show, or another big activity immediately after, leave buffer time in case the cruise runs slightly long or you want a calmer transition back on shore.
A simple way to make this feel effortless: treat it as the main event. Let food and drinks be handled on the water, then keep your post-cruise plan flexible.
Should you book this private sunset cruise on Frances Anne?
I’d book this if your top priority is an intimate sunset with a real onboard setup: private boat, drinks, charcuterie, music, and optional snorkel gear. The crew attention and the repeated stories about proposals and special care are the kind of details that can turn a nice sunset into a memorable one.
I’d think twice if you’re traveling mainly for heavy snorkeling time or if your schedule can’t handle weather-driven changes. Since the cruise is weather-dependent, you’ll want to keep your plans flexible on that evening.
If you’re deciding between “a sunset tour” and “a private sunset moment,” this one leans clearly toward the private side. And if you’re going with a full group of up to six, you’re also getting better value than you’d expect for a boat-with-bar setup.
FAQ
What’s the price for this cruise?
It costs $695 per group for up to 6 guests.
How long is the private sunset cruise?
The duration is approximately 2 hours.
Is the cruise private or shared with other groups?
It’s a private tour/activity. Only your group will participate.
What’s included onboard?
Alcohol and soft drinks are included, along with snacks and a charcuterie board (meats, cheeses, dips, and veggies). Snorkeling equipment is also provided.
Can we swim or snorkel?
Yes. There’s an option to jump in for swimming and snorkeling.
What boat are we cruising on?
The cruise is on Frances Anne.
Where do we meet for the tour?
You’ll meet at Sapphire Beach Marina, 6720 Smith Bay Rd, Smith Bay, St Thomas 00802, USVI.
How does ticketing work?
You’ll receive a mobile ticket.
What’s the cancellation policy?
Cancellation is free. You can cancel up to 24 hours in advance for a full refund. If you cancel less than 24 hours before the start time, the amount paid is not refunded.
What happens if weather is poor?
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
More Days With the Dock Behind You
- 50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience
★ 5.0 · 606 reviews - Sunset Sail with Cocktails and Appetizers
★ 5.0 · 580 reviews - High Speed Harbor Tour from Charlotte Amalie Cruise Port
★ 5.0 · 497 reviews - USVI Private Boat Charters – New, Fast Powerboats for Half and Full Day
★ 5.0 · 301 reviews
More Sunset and Dinner Sails
- Sunset Sail with Cocktails and Appetizers
★ 5.0 · 580 reviews - Turtles, Pizza Pi & Sunset trip
★ 5.0 · 410 reviews - Sunset Kayak Tour in the Mangrove Lagoon, St Thomas
★ 5.0 · 105 reviews - St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres – Ritz-Carlton
★ 4.5 · 47 reviews
More Tour Reviews in St Thomas
- Night Kayak Tour St. Thomas – Westin Frenchman’s Reef
★ 5.0 · 1,813 reviews - Tree Limin’ Extreme Zipline
★ 5.0 · 1,713 reviews - Parasail Experience in St Thomas
★ 5.0 · 1,215 reviews - Cas Cay – Kayak Hike and Snorkel Adventure
★ 5.0 · 870 reviews
Just added: fresh St Thomas write-ups off the dock
St Thomas Sunset & Dinner Cruises, compared.
★ 5.0Sunset Sail with Cocktails and AppetizersFrom $95580 reviews
★ 5.0Turtles, Pizza Pi & Sunset tripFrom $295410 reviews
★ 5.0Sunset Kayak Tour in the Mangrove Lagoon, St ThomasFrom $59105 reviews
★ 4.5St. Thomas Dinner Sail to St. John with Open Bar & Hors D’oeuvres – Ritz-CarltonFrom $14947 reviews
★ 5.0St. Thomas Sunset Sail, Serenity at SeaFrom $8941 reviews
★ 4.5Days End Sunset Sail from the Westin at Frenchman’s ReefFrom $9934 reviews
★ 5.0Private Sunset Sailor’s Delight from Sapphire MarinaFrom $79514 reviews
★ 5.0Private Luxury Catamaran Champagne Sunset CruiseFrom $1,0954 reviews
Browse the lists this tour appears in












