Keewaydin Island Adventure Vacations
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Flight and Adventure hotel deals in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was CA $1,374, price is now CA $1,059 per person
CA $1,059
per person
Sep 9 - Sep 14
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
8.6/10 Excellent! (1,015 reviews)
Very clean, the room is very spacious and comfortable and the staff is super friendly, I recommend 100%
Reviewed on Aug 5, 2026
Bellasera Resort
Old Naples
Price was CA $1,966, price is now CA $1,547 per person
CA $1,547
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (2,307 reviews)
This hotel was amazing. I don’t have a single complaint. Spotless, pool area is beautiful, very friendly staff. They really thought of everything, from the rooms and kitchens being fully stocked to the beach chairs, umbrellas, shuttle service.
We would definitely stay there again.
Reviewed on Aug 5, 2026
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View all trips5* Adventure holidays in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
Naples Beach Club, A Four Seasons Resort
Coquina Sands
Price was CA $3,149, price is now CA $2,928 per person
CA $2,928
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (25 reviews)
**⭐⭐⭐⭐⭐ A five-star experience — for our pet too!**
Our stay at the Four Seasons Resort Naples was simply spectacular from start to finish. From check-in, we were welcomed with genuine warmth, and the attention to detail was felt in every corner: impeccable rooms, breathtaking views of the Gulf of Mexico, and service that anticipates every need before you even ask.
What truly surprised us was how well they treated our dog. The staff asked for him by name, brought him water during our walks around the resort, and the "canine concierge" recommended nearby pet-friendly parks and areas. It was clear that for them, pets aren't just "tolerated" — they're genuinely welcomed and pampered.
Between the spa, the exceptional restaurants, and the white sand beaches, every moment felt like a well-deserved luxury. Without a doubt, one of the best resorts we've ever stayed at, both for us and for our four-legged companion. We'll definitely be back!
Reviewed on Aug 2, 2026
The Ritz-Carlton, Naples
Pelican Bay
Price was CA $3,612, price is now CA $3,605 per person
CA $3,605
per person
Oct 1 - Oct 4
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.2/10 Wonderful! (501 reviews)
Beautiful resort. Staff was wonderful and food was amazing.
Reviewed on Aug 3, 2026
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View all trips3 Night Adventure holidays in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was CA $1,021, price is now CA $799 per person
CA $799
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,015 reviews)
Very clean, the room is very spacious and comfortable and the staff is super friendly, I recommend 100%
Reviewed on Aug 5, 2026
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
Price was CA $1,095, price is now CA $938 per person
CA $938
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
9.6/10 Exceptional! (87 reviews)
En este hotel todo fue perfecto. Ya lo e visitado par de veces. Y mi familia y yo seguiremos viniendo. Se los recomiendo.
Reviewed on Aug 6, 2026
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View all trips4 Night Adventure holidays in Keewaydin Island
Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort
Mid Island
Price was CA $1,367, price is now CA $898 per person
CA $898
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (391 reviews)
Great place to stay. Always check your invoice because they had extra charges on my bill and place a huge hold on CC for deposit and takes time for return. It could be the bank too. They also charged me by error and refunded but still haven’t received after few days.the amenities were great and the beach! Also entrance with wood little bridge really scared us. I believe they fixed while we were there. Lots of bugs !! Maybe property should clean up trees and fumigate because we were bit by noseeums
Reviewed on Aug 5, 2026
Marriott Sanibel Harbour Resort & Spa
Punta Rassa
Price was CA $1,111, price is now CA $806 per person
CA $806
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,015 reviews)
Very clean, the room is very spacious and comfortable and the staff is super friendly, I recommend 100%
Reviewed on Aug 5, 2026
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View all tripsThings to do
Gulf of Mexico Sunset Cruise from Naples
CA $93
per adult
88% of travellers recommend
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