Lower Florida Keys Fishing Vacations

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Flight and Fishing hotel deals in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West

CA $1,777

per person

Oct 23 - Oct 27

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,314 reviews)

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,705

per person

Oct 23 - Oct 27

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,002 reviews)

The Marker Key West Harbor Resort

Key West Historic District

CA $2,537

per person

Oct 23 - Oct 27

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (1,020 reviews)

*****

Reviewed on Aug 9, 2026

The Gardens Hotel

Old Town Key West

CA $2,446

per person

Nov 2 - Nov 6

found 5 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

9.8/10 Exceptional! (1,003 reviews)

Great, great spot. All staff and even the property owner were very available, pleasant, and hard-working to ensure happy guests. Annette and Phillip really made the trip, though. The hospitality here, along with a clean room, truly great breakfast (by Chef Annette), good location, and high value had us discussing our next stay here before we even left. Not sure how we looked over this place in the past. Thanks, everyone

Reviewed on Aug 8, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,165

per person

Oct 23 - Oct 27

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.8/10 Excellent! (3,487 reviews)

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3 Night Fishing holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.

Pier House Resort & Spa

Key West Historic District

CA $1,732

per person

Sep 21 - Sep 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,253 reviews)

Air conditioner did not work well in our room and maintenance had to come change out the unit.

Reviewed on Aug 9, 2026

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,832

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.4/10 Exceptional! (1,002 reviews)

The Marker Key West Harbor Resort

Key West Historic District

CA $2,975

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.2/10 Wonderful! (1,020 reviews)

*****

Reviewed on Aug 9, 2026

Don't see what you're looking for?

See all available trips from Columbus to Lower Florida Keys

View all trips

4 Night Fishing holidays in Lower Florida Keys

Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West

CA $1,777

per person

Oct 23 - Oct 27

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,314 reviews)

The Key West Hotel

Key West Historic District

CA $5,259

per person

Oct 23 - Oct 27

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (561 reviews)

This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on Jul 27, 2026