Key West Schooner Sunset Sail & Open Bar

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.

Information

Lasts 2h, runs every day at 16:30, from US$ 109 per person, with a live guide in English and with free cancellation up to 24 h before.

Days and timesEvery dayDeparts at 16:30

GroupUp to 22

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Book up toStart time

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated 7 days ago

Good to know

Low physical effortPublic 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.

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Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

Is the open bar really unlimited?

Yes. The full open bar includes cocktails, premium beer, wine, and champagne for guests 21 and older. Soda and bottled water are also provided.

How long is the sail?

Total sailing time is two hours. There are no stops. The boat departs from Key West Historic Seaport and returns there after the sunset.

Can children go on this tour?

Yes. Children are welcome. Infants must sit on an adult's lap. The tour is suitable for all physical fitness levels.

What if I don't drink alcohol?

Soda and bottled water are included. You're welcome to enjoy the sail without ordering from the bar.

Where does the boat leave from?

The schooner departs from Key West Historic Seaport, a working marina and waterfront hub in downtown Key West with shops, restaurants, and bars nearby.

Is there a guide on board?

Yes. An English-speaking guide is included to provide information about the sights and the area.