Jackson Square Tours and Activities
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Southernmost Beach Resort
Old Town Key West
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per person
Jun. 27 - Jul. 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
8.6/10 Excellent! (2,353 reviews)
We loved our visit. The hotel was clean, and the staff were all available and helpful. The beach was gorgeous. It was great to have the complimentary chairs and umbrellas. Get there early, however if you want a spot!
Reviewed on Apr. 16, 2025
Almond Tree Inn Hotel - Adults Only
Old Town Key West
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per person
Jun. 27 - Jul. 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
10/10 Exceptional! (1,004 reviews)
Very welcoming, helpful, knowledgeable staff. Room ambiance is great! Location is perfect for all activities. 10/10
Reviewed on Apr. 12, 2025
Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
per person
Jun. 27 - Jul. 2
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,002 reviews)
Small, but very nice. It's right off Duvall in the center of the action, but quiet and cozy at the same time. Loved it!
Reviewed on Apr. 12, 2025
Tours & day trips
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Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar
Activity duration is 16 hours and 30 minutes
7.8 out of 10 with 14 reviews
Wildlife & nature
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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Activity duration is 3 hours
9.2 out of 10 with 114 reviews
Free cancellation available
History & culture
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Key West Day Trip & Glass Bottom-Boat Tour from Miami
Activity duration is 12 hours
5.0 out of 10 with 26 reviews
Free cancellation available
Private & custom tours
See all 43 activities
Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
Activity duration is 8 hours
Free cancellation available
Adventure & outdoor
See all 28 activities
Key West Half-Day Fishing Charter
Activity duration is 5 hours
9.4 out of 10 with 13 reviews
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.
Audubon House and Tropical Gardens
4/5(14 reviews)
Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.
Best Lodging Options Near Jackson Square
Check availability on hotels close to Jackson Square
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Pier House Resort & Spa
1 Duval St, Key West, FL
Opal Key Resort & Marina, Key West
245 Front Street, Key West, FL
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Duval House
815 Duval St, Key West, FL
Heron House - Adult Only
512 Simonton St, Key West, FL
The Cabana Inn Key West - Adults Only
413 Applerouth Lane, Key West, FL
NYAH Key West - Adults Only
420 Margaret Street, Key West, FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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