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. ![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 $973 per person Nov 14 - Nov 18 found 7 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Our experience at La Playa was exceptional, everything was what we wanted and expected it to be Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-18/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=KabYEqaxOlN4DBoZ1bsS1SkeuyHDX29LvTeDtmJYbk9ywwyTxymqDcrSm9qnMnhp) ![Innovation Hotel](https://images.trvl-media.com/lodging/83000000/82990000/82988300/82988281/61b55ef1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Innovation Hotel CA $1,490 per person Dec 15 - Dec 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Fort Myers (RSW) 9.8/10 Exceptional! (521 reviews) Very nice hotel. Good service and great rooms. Reviewed on Aug 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-22/?FromAirport=YEG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=82988281&paandie=true&HotelClass=40&dealMarker=FAvz7BQgF5rzBNDz8ODaJQ4wssDFFPV3r0Fu7BvhpOsLRv1QhLzIggISERwKjzuD) ![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 $2,137 per person Dec 15 - Dec 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Beautiful property, spacious room, attentive service. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-22/?FromAirport=YEG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=wKCXPvtvXCsH1VgL3H2Qs4Irc9ufBxSZOv6ssZCuhRSz4PS-EA_9RQiZlYnNKMlV) ![Bellasera Resort](https://images.trvl-media.com/lodging/1000000/10000/4800/4760/d22f3ec7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bellasera Resort Old Naples CA $2,892 per person Dec 15 - Dec 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Fort Myers (RSW) 9.6/10 Exceptional! (2,219 reviews) Joyful, relax and exceptional place in the center of the town. People at reception thanks to Tesse and her coworker was pleasant and welcoming , menu at Claw Bar and the London Club superbly delicious , service above and beyond accommodating , dream team of the cleaning crew (spotless clean, but invisible) , valet people friendly and entertaining . Whole experience during our stay was just perfect . Thank you , Bellasera , we will be back Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-22/?FromAirport=YEG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4760&paandie=true&HotelClass=40&dealMarker=wKCXPvtvXCsH1VgL3H2Qs77ycBxSEWTG1xwBoaRMVq5fHtQR6FbIpa_jeP3MJT_q) ![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 $1,416 per person Dec 15 - Dec 22 found 1 day ago Roundtrip flight included Edmonton (YEG) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Staff was kind and the pool was great Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-22/?FromAirport=YEG&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=55Qte6wEtCyHrmqiqgxX1ZGENPaWaAzuF4_Np--jMJXnTfwUBaeA80anqGt_HYVp) 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/2025-11-12/2025-11-19/?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/c6ba33ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sundial Beach Resort & Spa Mid Island CA $1,346 per person Nov 14 - Nov 18 found 7 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.6/10 Excellent! (2,576 reviews) Thank you for a great stay! Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-18/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1939&paandie=true&HotelClass=50&dealMarker=8znkno0VW5bIPUjDQozvB4U7G1lXTm3dDGbvaqt7EYzJD_TUzriLwhB_vKy1mA9T) ![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 $5,833 per person Jan 1 - Jan 5 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 6/10 (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-05/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9786&paandie=true&HotelClass=50&dealMarker=6CuNs0vxu2uILjtBFDt_O85nPwGz6nsW8P2tc4cuc_vv-BPHgK-xdyWKm9S458v9) ![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 $1,745 per person Nov 14 - Nov 18 found 8 hours ago Roundtrip non-stop flight included Montreal (YUL) to Fort Myers (RSW) 9.4/10 Exceptional! (603 reviews) We had a fantastic stay at the Ritz-Carlton. All of the staff were super nice and welcoming, which made our experience wonderful from start to finish. A special thank you to Miranda at the host stand, who was incredibly kind to our child and made them feel so comfortable and happy. That extra care meant so much to us as parents and turned our stay into something truly memorable Reviewed on Sep 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-18/?FromAirport=YUL&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=788295&paandie=true&HotelClass=50&dealMarker=M6lYpVyqY-8qIQUEWY_Su_2aXj9dDVcxJNHx8vrYqkyj_KmJjAmdejin4Ddk0nPg) 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/2025-11-12/2025-11-19/?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/1000000/1000000/991200/991114/7c494168_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $546 per person Dec 21 - Dec 24 found 10 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (639 reviews) We love this Hyatt although the food is limited and construction around the area is bad. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-24/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=991114&paandie=true&HotelClass=40&dealMarker=McYty-MPZ0MlGU1f_lZ898P-v6pMwL6NrlGD5k86tcSBGdxexId5HtjtpwIltveh) ![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 $902 per person Nov 14 - Nov 17 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Our experience at La Playa was exceptional, everything was what we wanted and expected it to be Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-17/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=KDK1tBl6WpBa4VnXdJpX93AerteK_tgAyNeN3m-5KInlsmxiZPsy2DTyJ5iwBu-v) ![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 $555 per person Nov 14 - Nov 17 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Staff was kind and the pool was great Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-17/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=KDK1tBl6WpBa4VnXdJpX93AerteK_tgAyNeN3m-5KIlDB8g1rxDjJl3oS4CMQKGO) 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/2025-11-12/2025-11-19/?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 $967 per person Dec 24 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (1,002 reviews) Patsy-Hotel Manager very hospitable, kind, friendly, accommodating. We appreciated the warm welcome & check-in also, made us feel like home. We highly recommend this property, best kept secret in Fort Myers Beach. A hidden jewel with such wonderful people and such friendly guests too🌷🌷🌷 Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2665085&paandie=true&dealMarker=zXTMqVM8G0a8b43YdPvZTzGmqM4QYu7daO6ADeaIqhib4ZK4-LJ1oBAT4VjhxXG4) ![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 $973 per person Nov 14 - Nov 18 found 7 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Our experience at La Playa was exceptional, everything was what we wanted and expected it to be Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-18/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&dealMarker=KabYEqaxOlN4DBoZ1bsS1SkeuyHDX29LvTeDtmJYbk9ywwyTxymqDcrSm9qnMnhp) ![Edison Beach House](https://images.trvl-media.com/lodging/12000000/11760000/11753200/11753200/fb0b7d7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Edison Beach House CA $1,107 per person Dec 24 - Dec 28 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,499 reviews) I loved that every room is a suite and I could easily make breakfast, lunch and dinner and then head back out to the pool or take a walk on the beach! The balcony was a plus and fun entertainment near by! Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11753200&paandie=true&dealMarker=zXTMqVM8G0a8b43YdPvZTyRrXIO8cFGhoin7-yuiunRmx7j3GnDBf8Aoe5cTI_nI) 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/2025-11-12/2025-11-19/?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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)