Florida Keys Fishing Vacations
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Flight and Fishing hotel deals in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Price was CA $1,296, price is now CA $994 per person
CA $994
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8.8/10 Excellent! (1,298 reviews)
Best marina around!!! Best dockmasters ever!!
Great room!
Great food!
And a great bar!!!
Reviewed on Aug. 15, 2025
Hawks Cay Resort
Price was CA $2,154, price is now CA $1,425 per person
CA $1,425
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very Good! (1,008 reviews)
We were surprise that maintenance was not better. We had issues with the phone, the safe and the coffee maker. Each issues was a distraction from the relaxing time we were going for.
Reviewed on Aug. 26, 2025
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $3,579, price is now CA $2,708 per person
CA $2,708
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
8.4/10 Very Good! (300 reviews)
Room accommodation not satisfactory. Elevator broken, repeated issues with door lock. Hotel not willing to correct issues.
Reviewed on Aug. 21, 2025
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View all trips5* Fishing holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
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View all trips3 Night Fishing holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
Price was CA $1,081, price is now CA $779 per person
CA $779
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Miami (MIA)
8/10 Very Good! (1,008 reviews)
We were surprise that maintenance was not better. We had issues with the phone, the safe and the coffee maker. Each issues was a distraction from the relaxing time we were going for.
Reviewed on Aug. 26, 2025
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $3,056, price is now CA $2,386 per person
CA $2,386
per person
Nov 7 - Nov 10
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
8.4/10 Very Good! (300 reviews)
Room accommodation not satisfactory. Elevator broken, repeated issues with door lock. Hotel not willing to correct issues.
Reviewed on Aug. 21, 2025
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View all trips4 Night Fishing holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
Price was CA $2,154, price is now CA $1,425 per person
CA $1,425
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
8/10 Very Good! (1,008 reviews)
We were surprise that maintenance was not better. We had issues with the phone, the safe and the coffee maker. Each issues was a distraction from the relaxing time we were going for.
Reviewed on Aug. 26, 2025
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View all tripsFishing Hotels in Florida Keys
Islander Resort
82100 Overseas Highway, Islamorada, FL
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,001 reviews)
"We loved the resort atmosphere. It was peaceful and relaxing--just what we were looking for. The drinks are pretty expensive, but that was literally the only downside to the whole trip. It is close to anything you want to do in the Keys."
Reviewed on Aug. 22, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,155 reviews)
"Perfect experience from beginning to end. Greeted by friendly people at the gate that gave me excellent information on checking in and parking. The check in staff were very friendly and when asked if any upgrades to my room were avaliable she found me something nicer then I was able to. The room ..."
Reviewed on Aug. 23, 2025
Captain Pips Marina & Hideaway
1480 Overseas Hwy, Marathon, FL
Stay at this 3-star hotel in Marathon. Enjoy free WiFi, a marina, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,005 reviews)
"Loved the little cottages and the space. Great air conditioning. Very spacious shower and spacious apartment."
Reviewed on Aug. 26, 2025
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.