Jackson Square Tours





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Price found within the past 48 hours. Click for updated prices.

Coconut Beach Resort
Old Town Key West
Save 100% on your flight
Price was $1,598, price is now $1,127 per person
$1,127
per person
Sep 23 - Sep 27
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
8.8/10 Excellent! (211 reviews)
Había sargazo y no se podía usar la picina por qué el olor era demasiado fuerte, el aire acondicionado de la habitación estaba dañado y solo tenían una unidad portátil dentro de el cuarto que se notaba que llevaba algún tiempo puesta por el tape y todo, la ducha no funcionaba bien, no hay elevador y hay mil escaleras… No me fui porque era solo por una noche y pagué un precio alto por ser 4 de Julio pero para quedarse por varios días no hubiera podido con tantas cosas mal. El personal muy chevere, la localización muy buena, la picina muy linda.
Reviewed on Jul 26, 2026

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $2,086, price is now $1,455 per person
$1,455
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,237 reviews)
The private beach is truly superior. A classic Key West resort perfectly located and very quiet.
Reviewed on Jul 30, 2026

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,897, price is now $1,344 per person
$1,344
per person
Sep 23 - Sep 27
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Browse tours and tickets to explore Jackson Square
Tours & day trips
See all 157 activities
Key West Express Day Trip from Miami
Activity duration is 12 hours and 15 minutes
8.8 out of 10 with 407 reviews
Free cancellation available
History & culture
See all 46 activities
Key West Haunted Tour : Ghosts & Gravestones
Activity duration is 1 hour
8.8 out of 10 with 76 reviews
Free cancellation available
Wildlife & nature
See all 42 activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Activity duration is 3 hours
9.4 out of 10 with 165 reviews
Free cancellation available
Private & custom tours
See all 21 activities
Dry Tortugas National Park Self-Guided Audio Tour
Activity duration is 8 hours
Free cancellation available
Adventure & outdoor
See all 16 activities
Key West Half-Day Fishing Charter
Activity duration is 5 hours
9.4 out of 10 with 208 reviews
Free cancellation available
Stay near popular Jackson Square attractions
Best Lodging Options Near Jackson Square
Check availability on hotels close to Jackson Square

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL

La Concha Key West, Autograph Collection
430 Duval St Key West FL

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL

Heron House - Adult Only
512 Simonton St Key West FL

Pier House Resort & Spa
1 Duval St Key West FL

Opal Key Resort & Marina, Key West
245 Front Street Key West FL

Pegasus International Hotel
501 Southard Street Key West FL

Marrero's Guest Mansion
410 Fleming Street Key West FL
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.
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- Boca Chica Nude Beach
- Mel Fisher Maritime Museum
- Sails To Rails Museum at Flagler Station
- Smathers Beach
- Key West Historic District Vacations
- Key West National Wildlife Refuge
- Mallory Dock
- Donkey Milk House
- Audubon House and Tropical Gardens
- All inclusive Vacation Packages Key West
- Museum of Art & History at the Custom House
- Sunset Key Vacations
- Key West Cemetery
- Mallory Square
- Curry Mansion Museum
- Visit Downtown Key West
- Old Town Key West Vacations
- Key West Shipwreck Museum
- Key West Butterfly and Nature Conservatory
- Harry S. Truman Little White House
- Ernest Hemingway Home and Museum
- Key West Museum of Art and History
- Visit Key West
- Key West Burlesque Theater
- South Beach
- Duval Street
- Robbie's
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- Bahama Village Vacations
- Key West Vacations
- Clarence S. Higgs Memorial Beach Park
- Custom House Museum
- Florida Keys Eco - Discovery Center
- Key West Lighthouse and Keeper's Quarters Museum
- Tennessee Williams Key West Exhibit
- San Carlos Institute - Casa Cuba
- The Kite House
- Schooner Western Union
- Red Barn Theater
- Southernmost Point
- Key West Firehouse Museum
- Saint Mary Star of the Sea
- Waterfront Playhouse







































