Jackson Square Tours and Activities





Visit Jackson Square
Plan a trip to see Jackson Square

Southernmost Beach Resort and Guesthouses
Reviewed on 1 Aug. 2025

Almond Tree Inn Hotel - Adults Only
Reviewed on 1 Aug. 2025

Orchid Key Inn - Adults Only
Reviewed on 1 Aug. 2025
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
Tour the old naval officer quarters where President Harry S. Truman made historic decisions on world-changing events, including civil rights and the Cold War.

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 & Accommodation Deals
Check availability on hotels close to Jackson Square

Southernmost Beach Resort and Guesthouses

Hyatt Centric Key West Resort and Spa

Pier House Resort & Spa

Opal Key Resort & Marina, Key West

The Cabana Inn Key West - Adults Only

Casa Marina Key West, Curio Collection by Hilton

Island City House Hotel

The Reach Key West, Curio Collection by Hilton

Duval House
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- Winslow's Bungalows - Key West Historic Inns
- Heron House - Adult Only
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- The Southernmost Inn - Adults Only
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