Key West Fishing Vacations
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Flight and Fishing hotel deals in Key West
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was CA $1,530, price is now CA $1,207 per person
CA $1,207
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly
Reviewed on Mar 31, 2026
The Gardens Hotel
Old Town Key West
Price was CA $3,281, price is now CA $2,587 per person
CA $2,587
per person
May 14 - May 18
found 7 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
A little slice of heaven nestled amongst quaint downtown location. Quiet and relaxing atmosphere perfect Key West getaway.
Reviewed on Mar 21, 2026
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $1,829, price is now CA $1,455 per person
CA $1,455
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (572 reviews)
Waterfront property in a quiet part of Key West
Reviewed on Mar 29, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $5,470, price is now CA $4,369 per person
CA $4,369
per person
May 1 - May 8
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Everything from the location, the breakfast, and the staff was AMAZING!! We enjoyed ourselves to the fullest!! Will be back!
Reviewed on Mar 31, 2026
The Perry Hotel & Marina Key West
Price was CA $3,882, price is now CA $3,133 per person
CA $3,133
per person
May 1 - May 8
found 1 day ago
Roundtrip flight included
St. John's (YYT) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
great variety on the menus. we enjoyed our stay. My only negative comment is related to the loud conversations of our neighbors on the balcony two days and also a couple were sitting by the fire pits while they were on a phone call that they put on speaker. These incidents made our time relaxing on the balcony less enjoyable.
Reviewed on Mar 28, 2026
3 Night Fishing holidays in Key West
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was CA $1,530, price is now CA $1,207 per person
CA $1,207
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly
Reviewed on Mar 31, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,722, price is now CA $1,339 per person
CA $1,339
per person
May 9 - May 12
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Everything from the location, the breakfast, and the staff was AMAZING!! We enjoyed ourselves to the fullest!! Will be back!
Reviewed on Mar 31, 2026
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was CA $1,829, price is now CA $1,455 per person
CA $1,455
per person
Jun 1 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (572 reviews)
Waterfront property in a quiet part of Key West
Reviewed on Mar 29, 2026
4 Night Fishing holidays in Key West
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was CA $1,795, price is now CA $1,362 per person
CA $1,362
per person
Jun 22 - Jun 26
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly
Reviewed on Mar 31, 2026
Hyatt Vacation Club at Beach House, Key West
Price was CA $2,676, price is now CA $1,903 per person
CA $1,903
per person
Jun 22 - Jun 26
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9.4/10 Exceptional! (1,019 reviews)
I had an exceptional stay at this hotel! From the moment I arrived, the staff were incredibly welcoming and attentive, making me feel right at home. The room was spotless, spacious, and beautifully decorated, with all the amenities I needed for a comfortable stay. The bed was extremely comfortable, ensuring a great night's sleep.
The hotel’s location was perfect—close to major attractions and convenient transportation options. Additionally, the facilities such as the gym and pool were well-maintained and added to the overall experience.
Overall, this hotel exceeded my expectations in every way. I highly recommend it to anyone looking for a relaxing and hassle-free stay. I will definitely be returning on my next visit!
Reviewed on Mar 30, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $2,254, price is now CA $1,716 per person
CA $1,716
per person
May 8 - May 12
found 24 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Everything from the location, the breakfast, and the staff was AMAZING!! We enjoyed ourselves to the fullest!! Will be back!
Reviewed on Mar 31, 2026
Fishing Hotels in Key West
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (595 reviews)
Excellent
Reviewed on Mar 31, 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! (1,002 reviews)
The staff are always so nice and great at looking after guests. They always go above and beyond. The rooms are always clean and fresh. Convenient location and close Duval without the noise. All my stays here have been wonderful!
Reviewed on Mar 31, 2026
Best Western Hibiscus Motel
1313 Simonton Street Key West FL
Stay at this hotel in Key West. Enjoy a business center, dry cleaning or laundry services, and cable/satellite TV service. Popular attractions Duval Street and ...
8.8/10 Excellent! (493 reviews)
This hotel is in a great location and the staff very helpful! Def will be back!!
Reviewed on Nov 5, 2023
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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