Plan a trip to see The Kite House

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Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $2,025

per person

Oct 26 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (779 reviews)

it’s a great location but quiet. Love the free breakfast, pool and rooms! staff was great too!

Reviewed on Aug. 23, 2025

Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $2,241

per person

Oct 26 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (367 reviews)

This property is absolutely adorable! Room was clean and spacious. Front desk person was very nice and personable. The breakfast baskets that are delivered to your room are top notch! Will definitely be staying here again!

Reviewed on Aug. 31, 2025

Ridley House - Key West Historic Inns

Key West Historic District

CA $2,182

per person

Oct 26 - Nov 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (812 reviews)

The staff were wonderful and we loved the breakfast and sangria hour and how walkable the area was! We walked everywhere during our stay. The only downsides were it is very noisy, since you can hear everything outside from in the room, and the AC in our room took about 2 days to cool down enough to be comfortable after the previous guests apparently had left the AC off and the windows open during their stay.

Reviewed on Sep. 3, 2025

Tours & day trips

See all 158 activities

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

History & culture

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

Free cancellation available

Wildlife & nature

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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Free cancellation available

Private & custom tours

See all 35 activities

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

Free cancellation available

Adventure & outdoor

See all 17 activities

Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

Key West Cemetery

Discover Key West’s most notable historic figures as you follow a walking trail through this enormous cemetery, home to more than 100,000 graves.

San Carlos Institute - Casa Cuba

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

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.

Studios of Key West

You can spend time exploring the galleries in Studios of Key West in Key West. In the area, take in the lively festivals and beautiful sunsets.

Saint Mary Star of the Sea

Be a faithful pilgrim or curious visitor to see a truly marvelous structure that measures the progression of time through religion.

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