Key Haven Fishing Vacations

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Flight and Fishing hotel deals in Key Haven

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $1,265
per person
Oct 10 - Oct 15
found 6 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,329 reviews)
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

Old Town Key West
CA $2,767
per person
Nov 5 - Nov 9
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.4/10 Exceptional! (1,001 reviews)
Super nice and clean, staff was wonderful w knowledge of the history of the mansion

Reviewed on Aug 24, 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Key West Historic District
CA $2,659
per person
Nov 11 - Nov 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,024 reviews)
The staff were very pleasant and helpful and the hotel was very clean. We felt it is located well for us to get around to things we wanted to go to. Really the only minor complaint would be that the pool water was actually too warm. Not a deal breaker by any means. All in all we had a great experience and will gladly go back.

Reviewed on Aug 24, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $2,934
per person
Nov 5 - Nov 9
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
CA $2,510
per person
Nov 5 - Nov 9
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (1,389 reviews)
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3 Night Fishing holidays in Key Haven

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Old Town Key West
CA $735
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,389 reviews)
Pier House Resort & Spa

Pier House Resort & Spa

Key West Historic District
CA $1,215
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,258 reviews)
We thoroughly enjoyed our stay at Pier House. The location can't be beat--walking distance to most attractions, and golf carts are available onsite for going farther, such as Fort Zachary Taylor. We were treated with complete attention to any of our requests and questions. We typically select a resort with at least a guest laundry, if no in-room washer/dryer, but the laundry service was efficient and reasonably priced. The daily refreshing of linens was nice--seems like that has to be requested at many resorts now or is only after a few nights. They did a good job keeping the sargassum out of the Pier House swimming area and off the beach. Several of the ice machines didn't work, minor inconvenience. We would absolutely stay there again.

Reviewed on Aug 24, 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Old Town Key West
CA $1,101
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,469 reviews)
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4 Night Fishing holidays in Key Haven

Price found within the past 48 hours. Click for updated prices.
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

Key West Historic District
CA $1,810
per person
Nov 11 - Nov 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (950 reviews)
The Key West Hotel

The Key West Hotel

Key West Historic District
CA $3,882
per person
Nov 5 - Nov 9
found 23 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

Old Town Key West
CA $1,858
per person
Nov 11 - Nov 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (490 reviews)
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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.