Keewaydin Island Fishing Vacations

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Flight and Fishing hotel deals in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

CA $844
per person
Oct 11 - Oct 16
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (3,145 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

CA $1,581
per person
Nov 6 - Nov 10
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Landing Fort Myers Near Highland Pines

Landing Fort Myers Near Highland Pines

Daniels Corridor
CA $876
per person
Nov 4 - Nov 10
found 22 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (12 reviews)
Great place to stay with kids.

Reviewed on Aug 18, 2026

Bellasera Resort

Bellasera Resort

Old Naples
CA $1,690
per person
Nov 13 - Nov 18
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (2,310 reviews)
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

Central Naples
CA $1,062
per person
Nov 13 - Nov 18
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (1,696 reviews)
The property and the room very clean, the staff very nice, the breakfast included is a plus.

Reviewed on Aug 23, 2026

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5* Fishing holidays in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Mid Island
CA $1,495
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (2,680 reviews)
Naples Beach Club, A Four Seasons Resort

Naples Beach Club, A Four Seasons Resort

Coquina Sands
CA $3,123
per person
Nov 13 - Nov 18
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (28 reviews)
The Ritz-Carlton Naples, Tiburón

The Ritz-Carlton Naples, Tiburón

CA $2,019
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (675 reviews)
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3 Night Fishing holidays in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

CA $710
per person
Oct 1 - Oct 4
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $916
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,009 reviews)
Wiggins Pass Chalet

Wiggins Pass Chalet

CA $748
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (281 reviews)
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4 Night Fishing holidays in Keewaydin Island

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

CA $817
per person
Sep 30 - Oct 4
just found
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,000 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

CA $1,581
per person
Nov 6 - Nov 10
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Casa Ybel Resort

Casa Ybel Resort

Mid Island
CA $1,014
per person
Sep 30 - Oct 4
just found
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (397 reviews)
Stayed 7/1 to 7/9 2026. The room and resort property was very clean, employees were working the grounds everyday. We had a beautiful view from the room and the screened in porch with ceiling fan was amazing. The chair/umbrella rental was actually great, it was nice to have your own room number dedicated spot. You’d have to look up the pricing for sure, but I think it was something like 30 a day, or 140 for your entire stay. Cassie Ybel was beautiful and we would definitely stay again!

Reviewed on Aug 23, 2026

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Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $80
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $93
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
See all activities in Keewaydin 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.