Drift Wrecklessly

Dare to Drift Wrecklessly

Somewhere between the southern edge of the Continental U.S. and ordinary, that’s where you’ll find us. On an island whose story unfolds like the greatest adventure ever written.

It was unchartered territory for fearless explorers. A treacherous reef-laced pass for renegade sailors. A treasure-filled retreat on the boundaries of lawlessness and discovery for rebellious shipwreckers. And now, the home of an unrivaled Key West experience—Barbary Beach House Key West.

It’s the kind of place where seizing the day can be as high-stakes as a Hemingway-esque trophy catch or as low-key as a day on the sand. Because when the beach is your front yard, and the ocean your home, you prioritize life a little differently. After all, life’s too short to not drift wrecklessly, once in a while.

sailing ship in the ocean at sunset
Ocean view room with sitting area and partial view of bedroom

Rooms & Suites Rebellious by nature.

Discover our alluring suites and guestrooms inspired by the island’s legendary natural landscape and colorful maritime history. Rustic reclaimed wood, whitewashed accents, and flickers of marine blue welcome free-spirited adventurers to our shores.

Our Latest Offers

A woman with long dark hair wearing a robe sits in bed with a breakfast tray looking out a sunfilled window

Bed & Breakfast Package

Includes resort fee & breakfast for 2 daily.

A man and woman each stand on a paddle board in the ocean, with a boy riding on the front of each paddleboard

Stay Longer & Save!

Stay 4 or more nights and save 10%.

two women stand with their backs to the camera at the beach with an American flag draped around their shoulders

Government & Military Discount

All qualified personnel are eligible for special rates and offers.

Disconnect From the Every Day

with a relaxing retreat full of amenities as wild
and wonderful as Key West itself.

Shot from behind of woman kayaking over clear turquoise water with beach and palm trees in background

Endless Recreation. Great Location. Drift wrecklessly into the action.

Just steps from Smathers Beach and the eccentric charm of Old Town, find off-the-grid entertainment with onsite aquatic adventures and offsite exploration in the heart of Key West.

Bright and open dining area with rattan chairs and leather bench seating under white wood beams

Dining The best of land and sea, on and off the plate.

Come for the authentic coastal flavors and local seafood, stay for the cocktails and casual atmosphere. From table to bar, discover island-infused charm in our carefully curated menus.

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