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 Marathon Florida Keys, Curio by Hilton
Price was CA $1,250, price is now CA $909 per person
CA $909
per person
Aug 31 - Sep 4
found 1 day 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 $2,916, price is now CA $1,885 per person
CA $1,885
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Miami (MIA)
9/10 Wonderful! (202 reviews)
We loved our stay at the Three waters resort. Room was very clean, and the whole property was beautiful. we loved that house keeping came every day. We did wish some stuff stayed open a bit longer, a lot of the staff was so nice but there was a few that just seemed rude. Good and drinks are a little over priced. We did a snorkeling and sand bar tour that was absolutely amazing. Would definitely stay again.
Reviewed on Jun 13, 2026
La Siesta Resort & Villas
Matecumbe
Price was CA $2,426, price is now CA $1,747 per person
CA $1,747
per person
Jul 18 - Jul 25
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
8.6/10 Excellent! (1,012 reviews)
La propia Piedad está en un lugar agradable, el personal es atento y tienen servicio de traslado a los otris dis hoteles que trabajan en conjunto, pudimos servirnos de esos servicios y conocer los otros hoteles y disfrutar de sus servicios!
Reviewed on Jun 14, 2026
Cheeca Lodge & Spa
Matecumbe
Price was CA $2,011, price is now CA $1,565 per person
CA $1,565
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Miami (MIA)
9.2/10 Wonderful! (1,321 reviews)
Property and room are beautiful, up to date and well-maintained. Secluded and calm as well. In-house dining was 6.5/10, concierge attitude was subpar and room service the first night was not good, second room service took an hour and a half .
Reviewed on Jun 13, 2026
Hawks Cay Resort
Price was CA $2,082, price is now CA $1,624 per person
CA $1,624
per person
Aug 17 - Aug 24
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
8.2/10 Very Good! (1,012 reviews)
The staff were incredible. The property of beautiful. The bar made an incredible mudslide
Reviewed on Jun 14, 2026
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View all trips5* Fishing holidays in Florida Keys
Price found within the past 48 hours. Click for updated prices.
Cheeca Lodge & Spa
Matecumbe
Price was CA $2,011, price is now CA $1,565 per person
CA $1,565
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Miami (MIA)
9.2/10 Wonderful! (1,321 reviews)
Property and room are beautiful, up to date and well-maintained. Secluded and calm as well. In-house dining was 6.5/10, concierge attitude was subpar and room service the first night was not good, second room service took an hour and a half .
Reviewed on Jun 13, 2026
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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 $1,553, price is now CA $1,302 per person
CA $1,302
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very Good! (1,012 reviews)
The staff were incredible. The property of beautiful. The bar made an incredible mudslide
Reviewed on Jun 14, 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 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (202 reviews)
We loved our stay at the Three waters resort. Room was very clean, and the whole property was beautiful. we loved that house keeping came every day. We did wish some stuff stayed open a bit longer, a lot of the staff was so nice but there was a few that just seemed rude. Good and drinks are a little over priced. We did a snorkeling and sand bar tour that was absolutely amazing. Would definitely stay again.
Reviewed on Jun 13, 2026
Cheeca Lodge & Spa
Matecumbe
Price was CA $1,636, price is now CA $1,325 per person
CA $1,325
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (1,321 reviews)
Property and room are beautiful, up to date and well-maintained. Secluded and calm as well. In-house dining was 6.5/10, concierge attitude was subpar and room service the first night was not good, second room service took an hour and a half .
Reviewed on Jun 13, 2026
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See all available trips from Columbus to Florida Keys
View all trips4 Night Fishing 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 $1,250, price is now CA $909 per person
CA $909
per person
Aug 31 - Sep 4
found 1 day 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 $2,140, price is now CA $1,421 per person
CA $1,421
per person
Sep 2 - Sep 6
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
9/10 Wonderful! (202 reviews)
We loved our stay at the Three waters resort. Room was very clean, and the whole property was beautiful. we loved that house keeping came every day. We did wish some stuff stayed open a bit longer, a lot of the staff was so nice but there was a few that just seemed rude. Good and drinks are a little over priced. We did a snorkeling and sand bar tour that was absolutely amazing. Would definitely stay again.
Reviewed on Jun 13, 2026
Creekside Inn
Price was CA $1,509, price is now CA $1,049 per person
CA $1,049
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
7.8/10 Good! (1,004 reviews)
“The hotel was in excellent condition and very well maintained. The rooms were clean, comfortable, and spacious. The staff was friendly and professional, and the overall atmosphere was welcoming. Everything exceeded my expectations, and I would definitely stay here again. Highly recommended!”
Reviewed on Jun 14, 2026
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See all available trips from Columbus to Florida Keys
View all tripsFishing Hotels in Florida Keys
Islander Resort
82100 Overseas Highway Islamorada FL
Book a stay at this 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. ...
9.4/10 Exceptional! (1,055 reviews)
"The property and room were clean. The staff were helpful. There were lots of activities to keep us busy. My only complaint was when I purchased on e drink from the bar there was an automatic 20% tip on the bill. If you’re going to automatically charge me just raise the price of the drink and pay ..."
Reviewed on Jun 14, 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! (1,331 reviews)
"The room next to us had a domestic dispute that went on ALL night. We have two young children, and we could hear every word they were screaming. We called security twice, but nothing changed. As a result, we were unable to get any sleep."
Reviewed on Jun 14, 2026
Captain Pips Marina & Hideaway
1480 Overseas Hwy Marathon FL
Stay at this 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! (1,016 reviews)
"It’s a unique resort at a marina. We upgraded to an apartment overlooking the water. Very clean, and easy walk to the restaurant in front."
Reviewed on Jun 10, 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.
