Monday Key Tours
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Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,452, price is now $741 per person
$741
per person
Feb 8 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (831 reviews)
The room and pool area were clean and pleasant. Good hospitality from staff including bartenders Alejandro and Jefferson. Unfortunately, the room remained humid due to the bathroom connection to the rest of the unit (above door) and wall A/C unit. Biggest drawback is the roosters on property and next door which do their best to wake you up at 4:00 AM. I suggest ear plugs and/or other sleep aids.
Reviewed on Dec 29, 2025
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was $1,664, price is now $829 per person
$829
per person
Feb 8 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,044 reviews)
I loved the place, perfect location within walking distance, breakfast wasnt bad, hard boiled eggs, waffles bagels fruit pastry croissant yogurt coffee you can order 2 other egg dishes at an additional cost
Winslow room was small but didn’t mind it as much as the bathroom being really small
But we made it work and had a great time
I would get a different room with a bigger bathroom
Reviewed on Jan 3, 2026
The Key West Hotel
Key West Historic District
Price was $2,684, price is now $1,453 per person
$1,453
per person
Feb 8 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.
Reviewed on Dec 12, 2025
Browse tours and tickets to explore Monday Key
Tours & day trips
See all 177 activities
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Activity duration is 16 hours and 30 minutes
9.0 out of 10 with 16 reviews
History & culture
See all 58 activities
Key West Conch Tour Train
Activity duration is 1 hour
8.8 out of 10 with 135 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 147 reviews
Free cancellation available
Private & custom tours
See all 35 activities
Dry Tortugas National Park Day Trip by Luxury Private Boat
Activity duration is 8 hours
Free cancellation available
Classes & workshops
See all 6 activities
Florida: Sunset Champagne Cruise on the Marathon Mermaid
Activity duration is 2 hours
Free cancellation available
Popular places to visit
Key West Naval Station
After visiting Key West Naval Station, make a plan to see the other sights and activities in Key West. Experience the area's great live music and entertainment choices.
Stock Island Yacht Club & Marina
4.5/5(2,254 reviews)
Explore the waterfront of Stock Island Yacht Club & Marina and enjoy activities such as boating in Key West. Discover the area's beautiful sunsets and lively bars.
Key West Golf Club
4/5(52 reviews)
Play a round of golf in Key West at Key West Golf Club, and enjoy other activities such as boating. Amble around the area's seaside or seek out the biking trails.
Robbie's
4.5/5(172 reviews)
Explore the waterfront of Robbie's and enjoy activities such as boating in Key West. Wander the seaside and beautiful beaches in the area.
Key West Tropical Forest and Botanical Garden
4/5(5 reviews)
Enjoy the beautiful sunsets and explore Key West Tropical Forest and Botanical Garden, a lovely green space in Key West. Stroll along the area's seaside or experience its lively festivals.
Boca Chica Beach
Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.
Best Lodging Options Near Monday Key
Check availability on hotels close to Monday Key
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
The Fairhaven House at Solaire Lunara Bay
Key West FL
Waterfront Luxury Home - Tidelands House
Key West FL
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
Seagate House by Brightwild Waterfront w Dock
Key West FL
Capmar House by Brightwild Huge Home Pool
Key West FL
Altair House at Lunara Bay
Key West Florida
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard 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.