Jackson Square
Visit Jackson Square
Tours & day trips
See all 187 activities
Key West Express Day Trip from Miami
Water activities
See all 88 activities
Morning Coral Reef Snorkel With Mimosas & Breakfast
Private & custom tours
See all 38 activities
Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC
Adventure & outdoor
See all 31 activities
Key West Half-Day Fishing Charter
Food, drink & nightlife
See all 25 activitiesMorning Coral Reef Snorkel With Mimosas & Breakfast
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
Explore a world of travel with Expedia
Explore a world of travel with Expedia
* 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.