Private · Up to 6 Guests · 3 Hours
A private Key West sunset cruise on a 30-foot yacht.
Anniversary, proposal, honeymoon, or just the right kind of Tuesday — the boat is yours, the captain is licensed, and the light over the Gulf does the rest.
Perry departures include complimentary Perry Hotel pool and gym access — an approximately $35 value.
Local crew. Small groups. Private experiences.
Your sunset, your people, your pace. A private Six Fins cruise gives your group a local captain and room to enjoy the evening without strangers onboard.
What a Private Sunset Cruise Looks Like
Four hours, beginning to end.
You don't have to plan it. We've thought about the timing so you don't have to — you just show up, step on, and exhale.
Meet at the dock
Perry Hotel & Marina on Stock Island, about 15 minutes south of Old Town. We meet at the slip, load your cooler and any wine or champagne you've brought, and walk through the boat. No safety briefing in front of a clipboard — a quick conversation, like a friend with a captain's license.
Push off into the harbor
Slow ride out through the marina, past the shrimp boats and pelicans. The Jeanneau is quiet — you can actually talk to the person next to you. The captain points out what's worth looking at and otherwise stays out of the conversation.
Out past the cruise ships
We track west, past the harbor mouth, and find water with room. Depending on wind, that's somewhere off the Atlantic side, around Sunset Key, or out past Mallory where you can actually see the show without being in it. The boat anchors or drifts — whatever the day asks for.
Open water, no agenda
This stretch is unscripted — anchor somewhere calm, keep cruising, let the group set the pace. Bring up the cooler, put on a playlist, let the conversation go wherever it goes. The captain reads the wind and finds you the water that suits the day.
The hour before the sun goes
This is the part you came for. Bow seats, glass of whatever you brought, music low. The light starts to do the thing it does in the Keys — gold to amber to pink — and you don't have to fight 400 strangers for the view. The captain hangs back. You'll have photos that don't look like everyone else's.
The minute it actually drops
Most people are surprised by how fast it happens once it starts. We've timed the boat to be where you want to be for it. Quiet. Long exhale. Sometimes applause. Sometimes a question we won't repeat here.
Cruise back under first stars
Slow ride home. The water gets glassy. The skyline lights up. You're back at the dock right around your scheduled return time, full of whatever you brought, somewhere between relaxed and lightly emotional. We tie up. You walk off. That's the cruise.
Private vs. Mallory Square
Two different ideas of a sunset cruise.
The big shared cruise boats out of Mallory Square work for some people. If you want a date night, an anniversary, or a proposal — they're not the right call. Here's the honest comparison.
Just your people, the whole boat.
- Up to 6 guests — nobody you didn't invite
- Bring your own bottle, charcuterie, playlist
- Private head (real bathroom) below deck
- USCG-licensed captain who reads the day's wind, not a script
- Flat $995 covers the boat, not a per-person ticket
- Pictures of the sunset, not the back of someone's head
You and 80 strangers, fighting for the rail.
- 60–120 guests on a single boat
- Buy-it-on-board drink prices and a souvenir cup
- Shared restrooms, sometimes a line
- Fixed route, fixed playlist, fixed seating
- Per-person pricing — cheaper headline, less of the actual thing
- Hard to hear the person you came with
The Boat
The Jeanneau NC 895
We picked this boat for sunset trips on purpose. Stable, quiet, with seating that actually faces forward — not gunwale benches you spend four hours sliding off.
30 feet of comfortable, not 30 feet of party.
A French-built day yacht that runs quiet, sits flat in chop, and has a real cabin with a real head.
Every cruise is run by a USCG-licensed Merchant Mariner captain — not a deckhand with a half-day briefing. The boat carries USCG-approved life jackets in every size, two-way radio, and full safety gear. We don't take chances with weather, with traffic, or with the sun (the captain watches all three for you).
Pricing
One flat price for the whole boat.
No per-person tickets. No tiered seating. You're booking the boat — bring two people, or six, the price is the same.
Private Sunset Cruise
4 hours · Jeanneau NC 895
$995
What's included
- 4 hours dock-to-dock, timed to sunset
- USCG-licensed captain
- Cooler, ice, bottled water, cups
- Bluetooth speaker — bring your playlist
- Bring your own bottles, charcuterie, anything else
- Fuel, dockage, all safety gear
- Free Perry Hotel Day Pass with your Perry departure — pool and gym access, about a $35 value
Gratuity for the captain not included. Catering and floral arrangements available on request — just ask when you book.
You only need one good Key West sunset photo. Most people come home with a thousand of the wrong one.
That's the difference between buying a ticket and chartering the boat — the difference between watching the sunset and being inside it.
Frequently Asked
Private sunset cruise questions, answered.
What makes the Six Fins sunset cruise private?
The boat is reserved for your group only. No strangers, no shared rail, no crowded deck, and no party-boat route with 80 people watching the same sunset.
You get the Jeanneau NC 895, a USCG-licensed captain, comfortable seating, a private head, cooler with ice, Bluetooth music, and a route chosen around the evening's wind and light.
How long is the sunset cruise?
The private sunset cruise is 4 hours from dock to dock. That gives the captain time to leave Perry Hotel & Marina, get clear of the harbor traffic, position the boat for the light, linger through sunset, and return after the first evening colors.
Four hours is long enough to feel like an actual private evening on the water, not just a quick lap around the harbor.
What time does the sunset cruise leave?
Departure time changes with the calendar because sunset changes throughout the year. Six Fins typically plans the cruise so you are already on the water before golden hour begins.
Your exact departure time will be confirmed when you book and again before the trip. The captain handles the timing so you do not have to calculate sunset yourself.
How many guests can come?
The private sunset cruise is designed for up to 6 guests. Six is a comfortable number on the Jeanneau, with room for couples, families, or small groups to sit, move, take photos, and enjoy the evening.
For larger groups, ask Six Fins about other private boat options instead of trying to squeeze too many people onto a sunset cruise.
Can we bring our own food and drinks?
Yes. Bring champagne, wine, beer, soft drinks, snacks, charcuterie, dessert, or whatever fits your night. The boat has a cooler with ice, bottled water, and cups.
If you want help with flowers, a special bottle, catering, or proposal details, mention it when you book.
Is this good for a proposal or anniversary?
Yes. A private sunset cruise is one of Six Fins' best options for proposals, anniversaries, honeymoons, birthdays, and quiet celebrations.
Tell Six Fins what you are planning. The captain can help with timing, privacy, photos, flowers, chilled bottles, and the kind of route that gives the moment room to happen.
How is this different from a shared sunset cruise?
A shared sunset cruise sells seats. A Six Fins sunset cruise reserves the boat. That means no strangers in your photos, no fighting for the rail, no fixed party soundtrack, and no bar line between you and the view.
The flat price covers the private boat experience, not a per-person ticket.
How much does the private sunset cruise cost?
The private sunset cruise is $995 for the whole boat for up to 6 guests. Pricing is per boat, not per person.
The charter includes the USCG-licensed captain, fuel, safety gear, cooler with ice, bottled water, cups, and onboard amenities. Gratuity is not included.
Is there a bathroom on board?
Yes. The Jeanneau NC 895 has a private enclosed head, which is one of the reasons Six Fins uses this boat for private sunset cruises.
For a 4-hour private evening on the water, a real onboard bathroom makes the experience more comfortable.
What happens if the weather is bad?
If Six Fins or the captain determines conditions are unsafe, guests may be rescheduled or refunded according to the applicable booking policy. Light rain, clouds, or a less dramatic sunset do not automatically cancel a cruise.
The captain watches wind, lightning, marine conditions, and route safety. The decision is always based on safety first.
Book the night.
Pick a date, we'll handle the rest. Sunsets in Key West book up fast in season — especially around Valentine's, anniversaries, and full moons.
Questions first? Email info@sixfinscharter.com or text (305) 906-2880.