Jackson Square
Visit Jackson Square
Plan a trip to see Jackson Square
Tours & day trips
See all 171 activitiesOpens in new tabKey West Express Day Trip from Miami
History & culture
See all 59 activitiesOpens in new tabKey West Haunted Tour : Ghosts & Gravestones
Private & custom tours
See all 44 activitiesOpens in new tabFlorida Key West Self-Driving Tour (Overseas Highway, 7 Mile Bridge)
Wildlife & nature
See all 38 activitiesOpens in new tabMorning Reef Snorkel With Unlimited Mimosas & Breakfast
Holiday & seasonal tours
See all 8 activitiesOpens in new tabKey West: Private Tiki Boat Sunset Cruise
Popular places to visit
San Carlos Institute - Casa Cuba
You can enjoy some culture when you stop by San Carlos Institute - Casa Cuba in Key West. Stroll along the beautiful beaches or seek out the cycling trails.
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.
Curry Mansion Museum
You can spend an afternoon browsing the exhibits at Curry Mansion Museum during your travels in Key West. Stroll along the area's seaside or experience its lively festivals.
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.
Top Hotel Deals
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- Holidays and getaways similar to Jackson Square
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- Hotels near popular Key West Attractions
- Choose Your Jackson Square Hotel Style
- Expedia's Latest Trends
- Pegasus International Hotel
- Heron House Court - Adult Only
- Lighthouse Hotel - Key West Historic Inns
- The Marker Key West Harbor Resort
- Coco Plum Inn
- Southwinds Motel
- The Reach Key West, Curio Collection by Hilton
- Wicker Guesthouse
- Hyatt Centric Key West Resort and Spa
- Simonton Court Historic Inn & Cottages
- Ocean Key Resort - A Noble House Resort
- Caribbean House