Key West Schooner Sunset Sail & Open Bar

★★★★★★★★★★ 4.89 (271 reviews) 95% rated it 5 stars

Free cancellationTravelers' pick

1/14

Duration2h

GroupUp to 22

LanguagesEN

Mobile ticketAccepted

Sunset from a Schooner's Deck, Drink in Hand

You board at Key West Historic Seaport and spend two hours sailing into the Gulf on a traditional schooner. The full open bar runs the whole time — cocktails, wine, beer, and champagne included for adults. You watch the sunset from the deck with no stops or detours, just the boat, the water, and the sky changing color. The guide is English-speaking, and kids and non-drinkers are welcome too.

Step-by-step itinerary

Key West waterfront and sunset sail

Explore Key West Historic Seaport
Visit Mallory Square waterfront
See Sunset Key island views
Pass by Fort Zachary Taylor
Board schooner for sunset sail
Enjoy full open bar on sail
Watch Key West sunset from deck
Sail back to Key West harbor

The Experience

The schooner's sails catch the wind as it pulls away from Key West Historic Seaport, and you're standing on the deck watching the waterfront shrink behind you. The Gulf stretches out flat and gold in the late afternoon light. Two hours is all this takes — no stops, just open water and the kind of quiet you don't get on land. The full open bar is already set up, and the bartenders know how to make a Schooner Bloody Mary or a Dark & Stormy that tastes like it belongs out here.

As the boat moves further out, the sky starts its work. The colors don't happen all at once — they build, shift, deepen. You're holding a drink, the rigging creaks above you, and somewhere behind you Fort Zachary Taylor sits small on the horizon. The guide is there if you want to know what you're looking at, but mostly people just watch. The bartenders keep moving, refilling glasses, mixing whatever you ask for. Champagne, wine, premium beer, anything over the bar — it's all included, which means you're not doing the math in your head about what this costs.

The schooner turns back toward Key West as the light gets softer, and the rhythm of the sail and the sea does something that makes you forget you're on a schedule. You came here to see the sunset, and you're seeing it from exactly the right angle, with exactly the right drink in your hand, and no one asking you to move on to the next thing.

What’s included

Your two-hour sail includes a full open bar with cocktails, premium beer, wine, and champagne (for guests 21+), plus soda and bottled water for everyone.
An English-speaking guide is on board.
You depart and return from Key West Historic Seaport with no stops along the way.

Good to know

Easy physical levelPublic transport nearbyInfants must sit on laps

Operated by Key West Schooners

Is this one for you?Book this if you want to see a Key West sunset without arranging your own boat or worrying about drink prices — the schooner and the bar are both included, which means you show up at the seaport and the rest is handled.