Title: Adventure Vacations in Chokoloskee Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/3000430940/6a686070-6a7c-41a9-b800-f0b3cf385f24.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island Adventure Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Noel Benadom - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Adventure hotel deals in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments near North Fort Myers Hancock CA $1,041 per person Apr 11 - Apr 18 found 2 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (44 reviews) There were a few issues with apartment but host stepped up and had them remedied immediately which was awesome. The place was perfect for our stay. Location is beautiful. Reviewed on Jan 6, 2026 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,932 per person Mar 21 - Mar 26 found 7 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful. Reviewed on Jan 30, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples CA $1,824 per person Apr 10 - Apr 17 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) The whole place is very noise. The lobby because of it's design, concrete and steel. The pool and balconies because of the highway 41\. The roof top bar is so noisy people yell at each other to have a conversation. Reviewed on Jan 29, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,214 per person Mar 21 - Mar 26 found 7 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 ![Landing Apartments Fort Myers near Olympia Pointe](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241745/2104d438_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Fort Myers near Olympia Pointe CA $1,112 per person Mar 13 - Mar 20 found 19 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 10/10 Exceptional! (2 reviews) This property is beautiful! We were thoroughly impressed with how nice our room was and how amazing the facilities were. The pool is incredible and made our stay that much better! We would definitely come back again and recommend to others. Reviewed on Oct 7, 2025 Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Sundial Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/2000/1939/5481c209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $2,305 per person Apr 11 - Apr 18 found 5 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean room, staff was very nice. All of the pools were clean and everything was very nice and well taken care of. Reviewed on Jan 30, 2026 ![Naples Beach Club, A Four Seasons Resort](https://images.trvl-media.com/lodging/1000000/10000/9800/9786/e6518097_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Naples Beach Club, A Four Seasons Resort Coquina Sands CA $5,373 per person Apr 2 - Apr 7 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 6/10 (2 reviews) ![The Ritz-Carlton Naples, Tiburón](https://images.trvl-media.com/lodging/1000000/790000/788300/788295/75f45fbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Naples, Tiburón CA $2,832 per person Mar 26 - Mar 29 found 23 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (609 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $933 per person Apr 10 - Apr 13 found 6 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful. Reviewed on Jan 30, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples CA $1,339 per person Apr 10 - Apr 13 found 6 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) The whole place is very noise. The lobby because of it's design, concrete and steel. The pool and balconies because of the highway 41\. The roof top bar is so noisy people yell at each other to have a conversation. Reviewed on Jan 29, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,380 per person Mar 19 - Mar 22 found 7 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Matanzas Inn Bayside Resort and Marina CA $799 per person Apr 25 - Apr 29 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) I hate to let the secret out, This is a great stay! Staff, Great! Petey's Bar with Entertainment, Great! Food menu, Great! Location to the Beach, Great! Bars & Restaurants in walking distance, Great! My first time back since the hurricane, the renovations and upgrades to the property have really elevated the experience. Super clean...Enjoy! Reviewed on Jan 31, 2026 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,743 per person Mar 23 - Mar 27 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) The 2 room condo was huge& had everything you could ask for. The surroundings were beautiful. Reviewed on Jan 30, 2026 ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,235 per person Mar 5 - Mar 9 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Chokoloskee Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-28/2026-03-07/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Chokoloskee Island ](https://expedia.ca/Cheap-Flights-To-Chokoloskee-Island.d553248635976468286.Travel-Guide-Flights)[ Chokoloskee Island Hotels ](https://expedia.ca/Chokoloskee-Island-Hotels.d553248635976468286.Travel-Guide-Hotels)[ Chokoloskee Island Vacation Rentals ](https://expedia.ca/Chokoloskee-Island-Vacation-Rentals.d553248635976468286.Travel-Guide-VacationRentals)[ Chokoloskee Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Chokoloskee-Island.d553248635976468286.Car-Rental-Guide)[ Chokoloskee Island Vacations ](https://expedia.ca/Chokoloskee-Island.d553248635976468286.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app