Raccoon Key Fishing Vacations
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Flight and Fishing hotel deals in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Parrot Key Hotel & Villas
Northside Resort
Price was CA $1,501, price is now CA $1,215 per person
CA $1,215
per person
Oct 2 - Oct 6
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,424 reviews)
Wonderful place to stay, great location. The staff was amazing! The pools were clean and the room was extremely clean as well. We really enjoyed our stay!
Reviewed on Jul 7, 2026
The Perry Hotel & Marina Key West
Price was CA $1,485, price is now CA $1,207 per person
CA $1,207
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
This hotel is amazing! The view, the location, the cleanliness, the staff, everything was perfect! We enjoyed a week long stay for my 40th birthday and didn’t want to leave! The shower was HUGE in the king bed room we stayed in. The bed itself was comfortable and had a pull out sofa bed for the kids. Plenty of room for 4 people to be in comfortably. The pina coladas at the pool bar were incredible. The best I’ve ever had and my picky Puerto Rican husband even said they were perfect. The kids had a blast playing in the pool which was just steps away from the outdoor patio off our room. I will absolutely book here again in the future!
Reviewed on Jul 8, 2026
Pier House Resort & Spa
Key West Historic District
Price was CA $2,056, price is now CA $1,730 per person
CA $1,730
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,199 reviews)
From check in to check out very accommodating and friendly. The grounds were beautiful! Beach front was great for being in Key West! Room was comfortable and clean. Restaurants were great. Best side of the Island to be on. Everything was walkable. Right at the end of Duval. So many options around. Perfect spot!
Reviewed on Jul 8, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was CA $1,724, price is now CA $1,484 per person
CA $1,484
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Great location!
Reviewed on Jul 7, 2026
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See all available trips from Columbus to Raccoon Key
View all trips3 Night Fishing holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
Pier House Resort & Spa
Key West Historic District
Price was CA $1,969, price is now CA $1,620 per person
CA $1,620
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,199 reviews)
From check in to check out very accommodating and friendly. The grounds were beautiful! Beach front was great for being in Key West! Room was comfortable and clean. Restaurants were great. Best side of the Island to be on. Everything was walkable. Right at the end of Duval. So many options around. Perfect spot!
Reviewed on Jul 8, 2026
The Perry Hotel & Marina Key West
Price was CA $1,805, price is now CA $1,486 per person
CA $1,486
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
This hotel is amazing! The view, the location, the cleanliness, the staff, everything was perfect! We enjoyed a week long stay for my 40th birthday and didn’t want to leave! The shower was HUGE in the king bed room we stayed in. The bed itself was comfortable and had a pull out sofa bed for the kids. Plenty of room for 4 people to be in comfortably. The pina coladas at the pool bar were incredible. The best I’ve ever had and my picky Puerto Rican husband even said they were perfect. The kids had a blast playing in the pool which was just steps away from the outdoor patio off our room. I will absolutely book here again in the future!
Reviewed on Jul 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all trips4 Night Fishing holidays in Raccoon Key
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
Price was CA $1,767, price is now CA $1,307 per person
CA $1,307
per person
Oct 2 - Oct 6
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
This hotel is amazing! The view, the location, the cleanliness, the staff, everything was perfect! We enjoyed a week long stay for my 40th birthday and didn’t want to leave! The shower was HUGE in the king bed room we stayed in. The bed itself was comfortable and had a pull out sofa bed for the kids. Plenty of room for 4 people to be in comfortably. The pina coladas at the pool bar were incredible. The best I’ve ever had and my picky Puerto Rican husband even said they were perfect. The kids had a blast playing in the pool which was just steps away from the outdoor patio off our room. I will absolutely book here again in the future!
Reviewed on Jul 8, 2026
The Key West Hotel
Key West Historic District
Price was CA $3,351, price is now CA $2,318 per person
CA $2,318
per person
Oct 2 - Oct 6
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.
Reviewed on Jun 7, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $1,781, price is now CA $1,327 per person
CA $1,327
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,162 reviews)
I highly recommend this property! The place was beautiful and the pool and grounds really lovely. Can't wait to go back.
Reviewed on Jul 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Raccoon Key
View all tripsThings to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $64
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
CA $132
per adult
100% of travellers recommend
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