Jackson Square Tours
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Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
Save 100% on your flight
Price was $4,282, price is now $3,107 per person
$3,107
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
Amelia Home by Avantstay In Historic Old Town w/ Pool
Old Town Key West
Save 100% on your flight
Price was $3,816, price is now $2,792 per person
$2,792
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
10/10 Exceptional! (3 reviews)
Loved it
Reviewed on Mar 20, 2026
Browse tours and tickets to explore Jackson Square
Tours & day trips
See all 170 activities
Key West Express Day Trip from Miami
Activity duration is 12 hours and 15 minutes
8.8 out of 10 with 410 reviews
Free cancellation available
Wildlife & nature
See all 49 activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Activity duration is 3 hours
9.4 out of 10 with 169 reviews
Free cancellation available
History & culture
See all 47 activities
Key West Haunted Tour : Ghosts & Gravestones
Activity duration is 1 hour
8.8 out of 10 with 78 reviews
Free cancellation available
Private & custom tours
See all 25 activities
Dry Tortugas National Park Self-Guided Audio Tour
Activity duration is 8 hours
Free cancellation available
Adventure & outdoor
See all 21 activities
Key West Half-Day Fishing Charter
Activity duration is 5 hours
9.4 out of 10 with 221 reviews
Free cancellation available
Stay near popular Jackson Square attractions
Best Lodging Options Near Jackson Square
Check availability on hotels close to Jackson Square
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
Pier House Resort & Spa
1 Duval St Key West FL
Duval House
815 Duval St Key West FL
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Pegasus International Hotel
501 Southard 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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