Jackson Square
Visit Jackson Square
Tours & day trips
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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
Wildlife & nature
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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Private & custom tours
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Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
Adventure & outdoor
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Key West Half-Day Fishing Charter
Popular places to visit
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.
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 Jackson Square Hotel Deals
Check availability on hotels close to Jackson Square
Southernmost Beach Resort and Guesthouses
La Concha Key West, Autograph Collection
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only
Island City House Hotel
Duval House
Hyatt Centric Key West Resort and Spa
Lighthouse Hotel - Key West Historic Inns
Casa Marina Key West, Curio Collection by Hilton
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Holidays and getaways similar to Jackson Square
- Hotels Near Jackson Square
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- More Hotel Options in Jackson Square
- Casa Marina Key West, Curio Collection by Hilton
- Winslow's Bungalows - Key West Historic Inns
- Opal Key Resort & Marina, Key West
- Pegasus International Hotel
- The Southernmost Inn - Adults Only
- NYAH Key West - Adults Only
- Heron House - Adult Only
- The Gardens Hotel
- Amsterdam's Curry Mansion Inn
- The Marquesa Hotel
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.