Title: Adventure Vacations in Chokoloskee Island 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/54987/bc8bfa40-5441-448a-a950-b0c9147c4740.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island Adventure Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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. ![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 $664 per person Dec 12 - Dec 15 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (443 reviews) Showers at accesible for handicapped BUT be-careful with the water splashing into the floor, it can get very slipery. There are no curtains or glass door to prevent the water from the shower to splash over the floor. Don't miss the ROOF TOP. Is Really nice !! Staff is very friendly and corteous !! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=H3EAfGMU1jBgNHaZ8jmEVD8vXSLfSBX_3Tutsjt9aa_RZPUpEtKOKRyoZyw84vua) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,022 per person Dec 12 - Dec 15 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,003 reviews) Amazing!! Highly recommended Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=H3EAfGMU1jBgNHaZ8jmEVCmApK9iUVAExrFD6D2mwpYl2VQeruvmSHo7rRUq_uaQ) ![Landing Fort Myers near Heritage Palms](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241763/89f56210_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Fort Myers near Heritage Palms CA $729 per person Dec 1 - Dec 8 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) No reviews The rental was nice. I just wish they had toilet paper ready, something to cover the door in the bedroom. There was not 100% privacy. Reviewed on Oct 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-01/2025-12-08/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=118241763&paandie=true&HotelClass=40&dealMarker=Z1kMevP7eAQq5xTvKgbZMRbkEcpgKdugCw8lHU4kvuDmRBCVRodbkKOdh26acA5G) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $2,322 per person Dec 27 - Dec 30 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (1,005 reviews) Happy visit --- will return. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2025-12-30/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=AlSUg5ZYvJADzyFiWls2FnvLlLNA0lZ9fqrQRVb2tGjyz9FWn9A9qYE4OArcmSRS) ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/7c494168_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $920 per person Nov 28 - Dec 1 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (666 reviews) We got updated from a standard hotel room to a one bedroom. That was awesome. Happy with the price we paid and the room we stayed in. They kept telling us there was a good bag awaiting us. On our last day we were in a hurry as we came to be with a family member in ill health and were rushing. We went by to drop off our towel card and pick up our goody bag. We weren’t given a goody bag, instead we were given the hard sell on coming back for 3 nights for a good deal to listen to a 90-minute presentation. We had no time to discuss, but were pushed to continue the conversation for several minutes before I had to apologize and just leave. I have no problem with a facility trying to sell a time share etc, but if you say I have a goody bag, then it should be given. And if I say I don’t have time to discuss, don’t push. We did not have any time to see the pool or anything while there as all our free time was spent with family. The place looked amazing. There’s a lot of construction coming into the complex, which wasn’t a big deal to us. Overall, would stay again. Just stop with the hard sell when someone isn’t available. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=991114&paandie=true&HotelClass=40&dealMarker=H3EAfGMU1jBgNHaZ8jmEVFGRLdgaPnBWjImOxc0fAdPh9MU5s8ouMZXVwLlMH_mn) 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/2025-11-23/2025-11-30/?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. ![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 $664 per person Dec 12 - Dec 15 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (443 reviews) Showers at accesible for handicapped BUT be-careful with the water splashing into the floor, it can get very slipery. There are no curtains or glass door to prevent the water from the shower to splash over the floor. Don't miss the ROOF TOP. Is Really nice !! Staff is very friendly and corteous !! Reviewed on Oct 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=H3EAfGMU1jBgNHaZ8jmEVD8vXSLfSBX_3Tutsjt9aa_RZPUpEtKOKRyoZyw84vua) ![LaPlaya Beach & Golf Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/30000/25200/25199/d2442103_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LaPlaya Beach & Golf Resort - A Noble House Resort Vanderbilt Beach CA $1,022 per person Dec 12 - Dec 15 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,003 reviews) Amazing!! Highly recommended Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=H3EAfGMU1jBgNHaZ8jmEVCmApK9iUVAExrFD6D2mwpYl2VQeruvmSHo7rRUq_uaQ) ![Inn on Fifth](https://images.trvl-media.com/lodging/1000000/90000/85000/84910/7138f29c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Inn on Fifth Old Naples CA $2,322 per person Dec 27 - Dec 30 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (1,005 reviews) Happy visit --- will return. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-27/2025-12-30/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=AlSUg5ZYvJADzyFiWls2FnvLlLNA0lZ9fqrQRVb2tGjyz9FWn9A9qYE4OArcmSRS) 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/2025-11-23/2025-11-30/?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 ![QR code to download the app](data:image/png;base64,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)