Stock Island Fishing Vacations

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Flight and Fishing hotel deals in Stock Island

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

The Perry Hotel & Marina Key West

CA $1,330
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,329 reviews)
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

CA $1,405
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (1,841 reviews)
Good: Staff was extremely nice and helpful, the concierge knows everything, the property itself is very nice and the marina is fairly scenic. Beds were comfortable, the A/C goes down to 67 and felt great, the pools are bathwater warm, and the balcony was cozy. Having a shuttle was helpful to get downtown (only has one stop though at the furthest end of town from the Southernmost Point of the US marker - a mile or so away). There's a small gym you can use, and the Tiki Hut has some fun stuff going on (plastic hatchet throwing, shell decorating, pay as you go canoe experiences). The on-site Yellow Fin restaurant is excellent. Bad: Bathroom had no lock on the door, surprise fees for parking and "resort fee" total maybe $70 extra per night (might be mentioned but I didn't notice). Breakfast in the package deal is only free for 2 people per day though (?), leaving us a $40 bill + tip for every breakfast. One whole building is currently undergoing upgrades, so drill, hammer noises, etc, plus big blue tarps all over it.

Reviewed on Aug 24, 2026

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3 Night Fishing holidays in Stock Island

Price found within the past 48 hours. Click for updated prices.
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

CA $861
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,841 reviews)
Good: Staff was extremely nice and helpful, the concierge knows everything, the property itself is very nice and the marina is fairly scenic. Beds were comfortable, the A/C goes down to 67 and felt great, the pools are bathwater warm, and the balcony was cozy. Having a shuttle was helpful to get downtown (only has one stop though at the furthest end of town from the Southernmost Point of the US marker - a mile or so away). There's a small gym you can use, and the Tiki Hut has some fun stuff going on (plastic hatchet throwing, shell decorating, pay as you go canoe experiences). The on-site Yellow Fin restaurant is excellent. Bad: Bathroom had no lock on the door, surprise fees for parking and "resort fee" total maybe $70 extra per night (might be mentioned but I didn't notice). Breakfast in the package deal is only free for 2 people per day though (?), leaving us a $40 bill + tip for every breakfast. One whole building is currently undergoing upgrades, so drill, hammer noises, etc, plus big blue tarps all over it.

Reviewed on Aug 24, 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

CA $1,254
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,329 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Stock Island
View all trips

4 Night Fishing holidays in Stock Island

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

The Perry Hotel & Marina Key West

CA $1,330
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,329 reviews)
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

CA $1,405
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (1,841 reviews)
Good: Staff was extremely nice and helpful, the concierge knows everything, the property itself is very nice and the marina is fairly scenic. Beds were comfortable, the A/C goes down to 67 and felt great, the pools are bathwater warm, and the balcony was cozy. Having a shuttle was helpful to get downtown (only has one stop though at the furthest end of town from the Southernmost Point of the US marker - a mile or so away). There's a small gym you can use, and the Tiki Hut has some fun stuff going on (plastic hatchet throwing, shell decorating, pay as you go canoe experiences). The on-site Yellow Fin restaurant is excellent. Bad: Bathroom had no lock on the door, surprise fees for parking and "resort fee" total maybe $70 extra per night (might be mentioned but I didn't notice). Breakfast in the package deal is only free for 2 people per day though (?), leaving us a $40 bill + tip for every breakfast. One whole building is currently undergoing upgrades, so drill, hammer noises, etc, plus big blue tarps all over it.

Reviewed on Aug 24, 2026

Don't see what you're looking for?
See all available trips from Columbus to Stock Island
View all trips

Fishing Hotels in Stock Island

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

5950 Peninsular Avenue Key West FL
  • 4 min walk from Stock Island Yacht Club & Marina
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,849 reviews)
"Good: Staff was extremely nice and helpful, the concierge knows everything, the property itself is very nice and the marina is fairly scenic. Beds were comfortable, the A/C goes down to 67 and felt great, the pools are bathwater warm, and the balcony was cozy. Having a shuttle was helpful to get ..."

Reviewed on Aug 24, 2026

Hilton Key West Resort & Marina
Sail Florida Adventures

Sail Florida Adventures

617 Front Street Key West FL
  • 4 min walk from Stock Island Yacht Club & Marina
Book a stay at this beach houseboat in Key West. Enjoy free WiFi, a private beach, and a marina. Popular attractions Duval Street and Smathers Beach are located ...
Sail Florida Adventures
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL
  • 16 min walk from Stock Island Yacht Club & Marina
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
The Perry Hotel & Marina Key West
See all 3,068 properties in Stock Island
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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

CA $63
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

CA $85
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
See all activities in Stock Island

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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.