
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 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
We loved Ocean's Edge! The pools were beautiful and well maintained. The rooms were nice and spacious although I wish there was more space for clothing. The amenities were awesome- we took advantage of the free kayaking but also did the mangrove Kayak tour with Andy and it was great- he was so informative and took us through a lot of amazing mangroves. Highly recommend that tour! The food was really good, definitely pricey but we did not see one place in Key West that wasn't pricey. We had 5 kids with us, and they loved all the activities including the sand art and coconut painting. We rented golf carts to take to downtown Key West and that was fun- highly recommend! I also recommend going to Smathers Beach- we spent two days at this gorgeous beach and it was only a 10 minute golf cart ride, there is lots of parking on the street near the beach. Overall if you are looking for a nice family vacation in Key West, I would 100% recommend staying here. It is quiet, kid friendly with lots to do.
Reviewed on Mar 30, 2026

The Gardens Hotel
Old Town Key West
Price was CA $3,817, price is now CA $2,744 per person
CA $2,744
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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 24 hours 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 23 hours ago
Roundtrip flight included
St. John's (YYT) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!
Reviewed on Mar 27, 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 23 hours 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 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
We loved Ocean's Edge! The pools were beautiful and well maintained. The rooms were nice and spacious although I wish there was more space for clothing. The amenities were awesome- we took advantage of the free kayaking but also did the mangrove Kayak tour with Andy and it was great- he was so informative and took us through a lot of amazing mangroves. Highly recommend that tour! The food was really good, definitely pricey but we did not see one place in Key West that wasn't pricey. We had 5 kids with us, and they loved all the activities including the sand art and coconut painting. We rented golf carts to take to downtown Key West and that was fun- highly recommend! I also recommend going to Smathers Beach- we spent two days at this gorgeous beach and it was only a 10 minute golf cart ride, there is lots of parking on the street near the beach. Overall if you are looking for a nice family vacation in Key West, I would 100% recommend staying here. It is quiet, kid friendly with lots to do.
Reviewed on Mar 30, 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 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!
Reviewed on Mar 27, 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 24 hours 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 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
We loved Ocean's Edge! The pools were beautiful and well maintained. The rooms were nice and spacious although I wish there was more space for clothing. The amenities were awesome- we took advantage of the free kayaking but also did the mangrove Kayak tour with Andy and it was great- he was so informative and took us through a lot of amazing mangroves. Highly recommend that tour! The food was really good, definitely pricey but we did not see one place in Key West that wasn't pricey. We had 5 kids with us, and they loved all the activities including the sand art and coconut painting. We rented golf carts to take to downtown Key West and that was fun- highly recommend! I also recommend going to Smathers Beach- we spent two days at this gorgeous beach and it was only a 10 minute golf cart ride, there is lots of parking on the street near the beach. Overall if you are looking for a nice family vacation in Key West, I would 100% recommend staying here. It is quiet, kid friendly with lots to do.
Reviewed on Mar 30, 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 11 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 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
9.2/10 Wonderful! (1,011 reviews)
Loved the location! Has parking available and is walking distance to everything!!! Great pools and extremely friendly staff as well! We had a great all around experience!
Reviewed on Mar 27, 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! (594 reviews)
Waterfront property in a quiet part of Key West
Reviewed on Mar 29, 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! (1,001 reviews)
Beautiful property - great location
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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