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Open water, open bar, and that Key West sunset.

Sunset booze cruises, reef snorkels over North America's only living coral, sandbar parties, jet ski island runs and dolphin trips into the backcountry. Every good day down here starts at the dock.

Best of Key West Find a Boat Trip

Only here

The reef, the sunset sail, the sandbar.

Boat trips and snorkel tours run in every beach town. Living coral you can reach in twenty minutes, a sunset the whole island stops for, and a party on a sandbar in the middle of the sea do not.

Open bar at golden hour

The Sunset Sail

Key West treats sundown as a daily event, and the best seat for it is offshore. Catamarans and tall ships push out past Mallory Square with the bar open and music going, the sky turning while the island lights up behind you. It is the booze cruise the whole town is built around.

  1. 1 Key West Sunset Sail with Open Bar, Live Music and Hors D’oeuvres ★ 4.5 3,559 reviews
  2. 2 Key West Sunset Cruise: Dinner, Live Music & Drinks Included ★ 4.5 1,707 reviews
  3. 3 Key West Small-Group Sunset Sail with Wine and Hors d’oeuvres ★ 5.0 1,366 reviews
See all 32 →

North America's only living reef

The Coral Reef

Six miles out lies the only living coral barrier reef in the continental United States, a shallow, sunlit world of parrotfish, rays and staghorn coral. Most boats reach it in under an hour, hand you a mask, and on the afternoon trips pour an open bar for the sail home.

  1. 1 Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset ★ 5.0 1,683 reviews
  2. 2 Key West Afternoon Snorkel Sail with Unlimited Cocktails! ★ 4.5 1,572 reviews
  3. 3 Key West Dolphin Watch and Snorkel Tour – Eco Adventure ★ 4.5 1,163 reviews
See all 39 →

A party in the middle of the sea

The Sandbar

At low tide the shallow sandbars surface out in the flats and the boats raft up around them. You wade into waist-deep, bath-warm water with a drink in hand while the captain drops the cooler. Half beach, half pool, no shore in sight.

  1. 1 Key West’s Island Adventure Sandbar Tour with Kayaking ★ 4.5 593 reviews
  2. 2 All-Inclusive Sandbar Safari with Dolphin Playground Encounter ★ 4.5 451 reviews
  3. 3 Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks ★ 5.0 303 reviews
See all 10 →

Start here

The trip more people book than any other.

If you only get one afternoon out on the water in Key West, this is the one travellers pick first.

Six miles out

The only living coral reef in North America.

The Florida Reef runs the length of the Keys, the third-largest barrier reef on earth and the only living coral you can snorkel without leaving the country. Six miles off Key West the water turns gin-clear over staghorn and brain coral, parrotfish and the odd sea turtle. The afternoon trips throw in an open bar for the sail home.

See the best Key West reef snorkel trips →
★ 5.0 Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset ★ 4.5 Key West Afternoon Snorkel Sail with Unlimited Cocktails! ★ 4.5 Key West Dolphin Watch and Snorkel Tour – Eco Adventure
★ 4.5 Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt ★ 5.0 Key West Craft Cocktail Crawl ★ 4.5 Original Key West Pub Crawl: The Best Bars with Free T-Shirt

After dark on Duval

The island doesn't quit at sunset.

When the boats come in, the party moves to Duval Street. Open-container rules let you carry your drink from bar to bar, and the crawls string together the dive bars, the rooftops and the spots with the strongest pour. Find the live music, skip the tourist traps.

See the bar & pub crawls →

Mile Zero

The end of the road, the start of the water.

Key West is the last island on US-1, ninety miles from Cuba and a hundred and sixty from the mainland. The Overseas Highway runs out at Mile Marker Zero, the streets fill with roosters and gingerbread porches, and the best of it all happens out where the Gulf meets the Atlantic.

All Key West boat trips →

After dark

America's most haunted little island.

Key West has buried its dead in the middle of town since 1847 and tells stories about most of them. Lantern-lit walks and trolley tours work through the old cemetery, the haunted dolls, the shipwreck-era inns and the Audubon House, with guides who know which doors not to knock on.

  1. 1 Key West Ghosts and Gravestones Trolley Tour ★ 4.5 1,217 reviews
  2. 2 Key West Ghost and Mysteries Guided Tour ★ 4.5 1,079 reviews
  3. 3 Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt ★ 4.5 549 reviews
See the best Key West ghost tours →

Full throttle

Twenty-six miles around the whole island.

The classic Key West jet ski tour is a full lap of the island, twenty-six miles of open water with a guide leading the pack past the navy base, the wrecks and the flats. Two to a ski, throttle wide, with a sandbar stop to catch your breath. Parasailing and the watersports combos run from the same docks.

See all 9 jet ski tours →

By activity

Pick how to get on the water.

Catamaran if you want the open bar. Reef trip if you want the snorkel. Jet ski if you want the speed. Glass-bottom boat if you want to stay dry. Dolphins, kayaks, parasails and the rest.

155+Key West Tours & Trips
32Sunset Cruises
8+Ways on the Water
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Explore Key West

Every way to get out on the water, and every reason to stay for the sunset.