Plan a trip to see Jackson Square

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Hyatt Vacation Club at Beach House, Key West

CA $1,351

per person

Apr 27 - May 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,002 reviews)

This place is amazing! The property is beautiful and quiet. The pool area was clean and well cared for. Our room was spacious, very clean and had everything we needed. The staff was kind and always helpful. We would definitely go back.

Reviewed on Feb 5, 2026

The Key West Hotel

Key West Historic District

CA $3,224

per person

Apr 18 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (505 reviews)

Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!

Reviewed on Jan 28, 2026

The Gardens Hotel

Old Town Key West

CA $2,706

per person

Apr 18 - Apr 25

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Wonderful all around!

Reviewed on Jan 25, 2026

Tours & day trips

See all 172 activities

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

Cruises & boat tours

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

History & culture

See all 55 activities

Key West Conch Tour Train

Free cancellation available

Private & custom tours

See all 34 activities

Dry Tortugas National Park Day Trip by Luxury Private Boat

Free cancellation available

Adventure & outdoor

See all 22 activities

Key West Half-Day Fishing Charter

Free cancellation available

Popular places to visit

KEY WEST, FLORIDA, USA - September 2012: San Carlos institute is a historic Key West building also known as "La casa de Cuba"

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.

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

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

Audubon House and Tropical Gardens

Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

Mel Fisher Maritime Museum

Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.