Florida Keys Adventure Vacations
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Flight and Adventure hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was CA $1,248, price is now CA $908 per person
CA $908
per person
Aug 31 - Sep 4
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (1,165 reviews)
Amazing location and super pet friendly!
Reviewed on Jun 12, 2026
La Siesta Resort & Villas
Matecumbe
Price was CA $2,179, price is now CA $1,423 per person
CA $1,423
per person
Aug 2 - Aug 9
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,004 reviews)
Loved staying here. Had a 2 bedroom suite for 8 (4 adults, 4 kids) and it was perfect. Great amenities, sights, right where you wanna be.
Reviewed on Jun 11, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Price was CA $1,553, price is now CA $1,082 per person
CA $1,082
per person
Aug 31 - Sep 4
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
9/10 Wonderful! (202 reviews)
Nice! I thoroughly enjoyed the experience. enjoyed it.
Reviewed on Jun 13, 2026
Amara Cay Resort
Matecumbe
Price was CA $1,434, price is now CA $1,041 per person
CA $1,041
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (1,289 reviews)
I have mixed reviews. The staff was very helpful, especially the lobby bartender, Marcus. The grounds and the pool area are very nicely maintained. The location is very close to Bud and Mary's marina, where my husband booked a half day fishing charter. Also, very close to the Midway Cafe- excellent coffee and key lime pie!
My main complaint would be the rooms. They definitely need some upgrades. Our room smelled musty and the hallway did also. Mildew stains on the patio curtains.
Also, this facility allows dogs, so be aware of that. Our next door neighbors had a large dog that started barking in the middle of the night for ten minutes straight and my husband had to go bang on their door to get it to stop. Overall, a good, but not awesome stay for us.
Reviewed on Jun 13, 2026
Oceans Edge Key West Resort, Hotel & Marina
Price was CA $2,401, price is now CA $1,876 per person
CA $1,876
per person
Aug 14 - Aug 21
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,874 reviews)
The Property is in a good location and has shuttle service to take guest to a central location in Key West. The Property has a nice restaurant, awesome outside pools, and nice amenities you'd expect at a Resort.
Reviewed on Jun 10, 2026
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View all trips5* Adventure holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Adventure holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Tranquility Bay Beachfront Hotel and Resort
Price was CA $1,229, price is now CA $1,082 per person
CA $1,082
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.8/10 Excellent! (1,000 reviews)
Fantastic place, great atmosphere, peaceful, fantastic staff and the view was great!
Reviewed on Jun 13, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Price was CA $2,126, price is now CA $1,478 per person
CA $1,478
per person
Sep 4 - Sep 7
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (202 reviews)
Nice! I thoroughly enjoyed the experience. enjoyed it.
Reviewed on Jun 13, 2026
Don't see what you're looking for?
See all available trips from Columbus to Florida Keys
View all trips4 Night Adventure holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Price was CA $1,248, price is now CA $908 per person
CA $908
per person
Aug 31 - Sep 4
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.6/10 Excellent! (1,165 reviews)
Amazing location and super pet friendly!
Reviewed on Jun 12, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Price was CA $1,553, price is now CA $1,082 per person
CA $1,082
per person
Aug 31 - Sep 4
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
9/10 Wonderful! (202 reviews)
Nice! I thoroughly enjoyed the experience. enjoyed it.
Reviewed on Jun 13, 2026
Amara Cay Resort
Matecumbe
Price was CA $1,434, price is now CA $1,041 per person
CA $1,041
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (1,289 reviews)
I have mixed reviews. The staff was very helpful, especially the lobby bartender, Marcus. The grounds and the pool area are very nicely maintained. The location is very close to Bud and Mary's marina, where my husband booked a half day fishing charter. Also, very close to the Midway Cafe- excellent coffee and key lime pie!
My main complaint would be the rooms. They definitely need some upgrades. Our room smelled musty and the hallway did also. Mildew stains on the patio curtains.
Also, this facility allows dogs, so be aware of that. Our next door neighbors had a large dog that started barking in the middle of the night for ten minutes straight and my husband had to go bang on their door to get it to stop. Overall, a good, but not awesome stay for us.
Reviewed on Jun 13, 2026
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View all tripsAdventure Hotels in Florida Keys
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! (3,393 reviews)
"Staff members nice helpful and got checkin two hours early"
Reviewed on Jun 13, 2026
Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.2/10 Very Good! (1,016 reviews)
"The bathroom was odd very high bathtub to step into don't recommend for anyone elderly or not flexible. No separate shower was in high garden tub."
Reviewed on Jun 12, 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,328 reviews)
"5 star"
Reviewed on Jun 13, 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.
