Plan a trip to see Jackson Square

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Ridley House - Key West Historic Inns

Key West Historic District

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per person

Jul. 21 - Jul. 28

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Key West (EYW)

9.2/10 Wonderful! (762 reviews)

Really liked the location of the property and quiet area.

Reviewed on Apr. 29, 2025

The Gardens Hotel

Old Town Key West

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per person

Jul. 21 - Jul. 28

found 20 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

We stayed at this hotel during our trip to Key West and overall had a great experience. The room had everything we needed and even more — it was clean, cozy, and thoughtfully prepared. The atmosphere was welcoming, and the service was excellent; the staff were friendly and always ready to help. The only downside was breakfast. I ordered avocado toast, but the bread was badly burnt, which really took away from the dish. Hopefully, it was just a one-time issue. Aside from that, it’s a lovely hotel, and I would happily stay here again!

Reviewed on Apr. 30, 2025

The Grand Guesthouse

Old Town Key West

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per person

Jun. 13 - Jun. 18

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.6/10 Exceptional! (1,001 reviews)

This is sooo cute, clean and convenient. Was able to bike to Mallory square at sunset. Then able to hit Duvall Street on the way home. Manager is so nice and incredibly helpful. Definitely will stay here again

Reviewed on Apr. 23, 2025

Tours & day trips

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Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

Wildlife & nature

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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

History & culture

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Key West Day Trip & Glass Bottom-Boat Tour from Miami

Free cancellation available

Private & custom tours

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Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

Free cancellation available

Adventure & outdoor

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Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

San Carlos Institute - Casa Cuba

5/5(1 review)

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.

Duval Street

4.5/5(161 reviews)

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Oldest House Museum and Garden

With its period décor and vintage documents, South Florida’s oldest house provides an impression of life in the Florida Keys archipelago in the 19th century

Harry S. Truman Little White House

4/5(28 reviews)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

Curry Mansion Museum

You can spend time studying the exhibits at Curry Mansion Museum during your trip to Key West. Stroll along the area's seaside or experience its lively festivals.