Key West Adventure Vacations
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Flight and Adventure hotel deals in Key West
Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
New Town
Price was CA $1,014, price is now CA $864 per person
CA $864
per person
May 29 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.4/10 Very Good! (2,120 reviews)
Traveling with family so enjoyed the amenities with 2 pools, lawn area and the shuttle to and from Key west center was great
Reviewed on Apr 28, 2026
The Gardens Hotel
Old Town Key West
Price was CA $3,066, price is now CA $2,316 per person
CA $2,316
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!
Reviewed on Apr 26, 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $2,468, price is now CA $1,887 per person
CA $1,887
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Key West (EYW)
8.8/10 Excellent! (3,227 reviews)
We had an amazing time!
All staff was incredible, from front desk to the beach and pools.
Cant wait to go back next year!!!
Reviewed on Apr 28, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,684, price is now CA $2,062 per person
CA $2,062
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Fourth time in Key West…first time at The Marker. Absolutely loved our stay. Fun atmosphere, great staff - especially at the bar - and well appointed rooms with comfortable beds. All in a great location with gorgeous views. Will definitely be back.
Reviewed on Apr 26, 2026
3 Night Adventure holidays in Key West
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
Price was CA $2,290, price is now CA $1,746 per person
CA $1,746
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
This was one of the nicest places we have ever stayed. It felt like a tropical oasis but was only a block over from Duval. Wine tasting room was great and the hotel cat, Lucy, was the sweetest! Breakfast each morning was amazing! We would definitely stay here again when we come back to visit!
Reviewed on Apr 26, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,084, price is now CA $1,636 per person
CA $1,636
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Fourth time in Key West…first time at The Marker. Absolutely loved our stay. Fun atmosphere, great staff - especially at the bar - and well appointed rooms with comfortable beds. All in a great location with gorgeous views. Will definitely be back.
Reviewed on Apr 26, 2026
4 Night Adventure holidays in Key West
Price found within the past 48 hours. Click for updated prices.
DoubleTree Resort by Hilton Grand Key - Key West
Price was CA $1,318, price is now CA $1,061 per person
CA $1,061
per person
Jun 19 - Jun 23
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.2/10 Very Good! (1,008 reviews)
The hotel was clean and offered shuttle service to town making it easy to get around.
Reviewed on Apr 27, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $3,243, price is now CA $2,773 per person
CA $2,773
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Fourth time in Key West…first time at The Marker. Absolutely loved our stay. Fun atmosphere, great staff - especially at the bar - and well appointed rooms with comfortable beds. All in a great location with gorgeous views. Will definitely be back.
Reviewed on Apr 26, 2026
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $3,050, price is now CA $2,626 per person
CA $2,626
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Key West (EYW)
8.8/10 Excellent! (3,227 reviews)
We had an amazing time!
All staff was incredible, from front desk to the beach and pools.
Cant wait to go back next year!!!
Reviewed on Apr 28, 2026
Adventure Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,254 reviews)
We had an amazing time! All staff was incredible, from front desk to the beach and pools. Cant wait to go back next year!!!
Reviewed on Apr 28, 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,003 reviews)
Lovely resort with wonderful staff. We had slight issue with housekeeping missing our room one day and also not providing wash cloths but would still recommend as you can't beat location! No private beach here but small public beach access next door.
Reviewed on Apr 28, 2026
Heron House Court - Adult Only
412 Frances St Key West FL
Stay at this guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,009 reviews)
Very quiet street location, room was a little dated but did the trick, the AC is cold but loud, so prepare for that as they are just small window units. The water pressure is horrible, took 5 minutes just to get the water hot. Old school lock and keys, nothing electronic in this place, Breakfast ...
Reviewed on Apr 27, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
