Fishing Vacations in Keystone 2026

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Flight and Fishing hotel deals in Keystone

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

Saddlebrook Resort

Wesley Chapel South

CA $932

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

8/10 Very good! (145 reviews)

The front desk staff valet and transportation crew were great the property was so beautiful on the outside After weather delays traveling from Chicago to Tampa we finally made it to Saddlebrook about 1am Friday morning 2 roaches in the second bedroom spotted at 2 am 1 in the first spotted at 7 am we notified the fron desk we came back to the property about 2

Reviewed on Aug 18, 2026

Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,242

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (1,128 reviews)

Everything was good

Reviewed on Aug 17, 2026

The Westin Sarasota

Central Sarasota

CA $1,285

per person

Oct 20 - Oct 25

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Tampa (TPA)

9/10 Wonderful! (1,151 reviews)

Great location. Very walkable to marina and downtown. Awesome view from rooftop bar. Nice pool and pool deck on rooftop as well. Great staff. 2nd stay here.

Reviewed on Aug 18, 2026

Wyndham Grand Clearwater Beach

CA $939

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.4/10 Exceptional! (3,672 reviews)

The hotel location is perfect. It’s in walking distance of everything! The beach was wonderful! Love the fact that 2 chairs and an umbrella comes with the room is a bonus. The staff was friendly, accommodating and very professional. We highly recommend the breakfast buffet We will definitely stay here again.

Reviewed on Aug 19, 2026

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5* Fishing holidays in Keystone

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

The Adaline

Hyde Park

CA $1,739

per person

Oct 24 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Tampa (TPA)

9.6/10 Exceptional! (73 reviews)

The Gemma by Brightwild

CA $4,549

per person

Oct 25 - Oct 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.8/10 Exceptional! (6 reviews)

The Jade House is in an excellent location only a block from the beach and short walk to restaurants, shops, and bars. Communication with the management company was difficult through Expedia. Even when I called directly, one of the three client service agents was not helpful whatsoever. However, once I was given the number to text, communication was much better. The pool/ hot tub area is perfect. The house is very comfortable. Only decks are narrow (only stand); ocean view is from one of theses.

Reviewed on Jul 30, 2026

The St. Regis Longboat Key Resort

CA $5,350

per person

Oct 28 - Nov 3

found 24 hours ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.8/10 Exceptional! (88 reviews)

Great staff and close attention to detail. Helpful all around. Great restaurants.

Reviewed on Aug 14, 2026

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3 Night Fishing holidays in Keystone

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

CW Hotel

CA $753

per person

Sep 27 - Sep 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9.6/10 Exceptional! (48 reviews)

Everyone was friendly. Great views from our room. Amazing location, walkable to pier/beach. Parking was $40 I think, reasonable for the area. Resort fee of $40, had access to pool we didn’t use. Didn’t really get any value out of resort fee. $300 security deposit seems a bit high but was removed from credit card in a couple days. Just one elevator for 8 floors so sometimes a wait/full. Would stay there again.

Reviewed on Aug 18, 2026