Jackson Square

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.
A historic courthouse with white columns and a red brick facade, surrounded by lush greenery and palm trees.
Monroe County Court House with a clock tower, surrounded by palm trees and a clear blue sky.
A street lined with colorful historic buildings, a clear blue sky, and a motorcyclist riding down the road.
A mural with the word "BAR" and two green parrots.

Tours & day trips

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Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

Activity duration is 16 hours and 30 minutes
9.0 out of 10 with 24 reviews
The previous price was ฿2,637 and current price is ฿1,917 per adult*
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History & culture

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Key West Conch Tour Train

Key West Conch Tour Train

Activity duration is 1 hour
8.8 out of 10 with 139 reviews
Free cancellation available
Price is ฿1,505 per adult
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Wildlife & nature

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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

Activity duration is 3 hours
9.4 out of 10 with 160 reviews
Free cancellation available
The previous price was ฿1,668 and current price is ฿1,500 per adult
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Private & custom tours

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Dry Tortugas National Park Self-Guided Audio Tour

Dry Tortugas National Park Self-Guided Audio Tour

Activity duration is 8 hours
Free cancellation available
Price is ฿434 per traveller*
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Adventure & outdoor

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Key West Half-Day Fishing Charter

Key West Half-Day Fishing Charter

Activity duration is 5 hours
9.4 out of 10 with 139 reviews
Free cancellation available
Price is ฿3,404 per adult
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Stay near popular Jackson Square attractions

Jackson Square

8.8/5 (110 reviews)
You can learn about the history of Key West with a trip to Jackson Square. Stroll along the beautiful beaches or discover the area's beautiful sunsets.
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Top Hotel Deals

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
La Concha Key West, Autograph Collection
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Pier House Resort & Spa
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
The Cabana Inn Key West - Adults Only
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St Key West FL
Heron House - Adult Only
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Opal Key Resort & Marina, Key West
Pegasus International Hotel

Pegasus International Hotel

2.5 out of 5
501 Southard Street Key West FL
Pegasus International Hotel
Coco Plum Inn

Coco Plum Inn

3 out of 5
611 Whitehead Street Key West FL
Coco Plum Inn
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
Duval House
See all 2,645 properties in Jackson Square
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.