Glide out as the sky turns gold
A drink in hand, someone beside you, and the whole sunset to yourselves. Catamarans, classic schooners and private yachts — all timed to the last light over the Gulf.
Choose your boat
Three ways to watch the sun go down
Same sunset, three very different evenings. Tell us the vibe and we'll put you on the right deck.
The Catamaran
Wide, stable and social. Live music on many departures, a full bar and plenty of room to spread out on the trampolines.
Most romanticThe Schooner
A classic wooden sailing ship under full canvas. Quiet, romantic and the most photographed silhouette on the water.
The Private Yacht
Book the whole boat for your group. Your route, your playlist, your captain — and no one else aboard.
The evening
Two hours, timed to the light
We book you on a departure that puts you on the water 90 minutes before sunset, not at it — so you catch the whole thing from golden hour through to the last glow over the Gulf.
Drinks included
Most departures pour complimentary champagne, wine, beer and soft drinks from the moment you board. Private charters can be stocked to your taste.
Sunset timings
It runs about 5:45pm in midwinter and 8:15pm in midsummer. We'll tell you the exact window for your date when you book.
Weather calls
If the wind doesn't suit your departure, we move you to another evening or another boat at no extra cost. You're never charged for a weather cancellation.
Perfect for
- Proposals and anniversaries — tell us and we'll help you plan it
- A first evening on the island, before you've done anything else
- Birthdays and bachelorette groups on the catamaran
- Anyone who wants a great photograph of Key West
- Corporate groups and client entertaining on a private yacht
Book your sunset
Tell us the evening. We'll find the deck.
Send your dates and who's coming. One of our agents replies with what's sailing and a locked-in price, usually within minutes.
No deposit to hold a date while we check availability
Free cancellation up to 24 hours before departure
Weather calls are rescheduled, never charged