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. ![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 $1,488 per person Feb 5 - Feb 11 found 3 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Food quality was excellent, staff was very polite, professional, and accommodating especially Reuben at the front desk, the hotel is under a year old so very current with technology, and lastly it's a beautiful hotel! Reviewed on Dec 15, 2025 ![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 $1,652 per person Feb 5 - Feb 11 found 3 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.8/10 Exceptional! (527 reviews) We had a great time! Modern design, great service and friendly. Reviewed on Dec 14, 2025 ![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 $1,524 per person Feb 18 - Feb 25 found 16 hours ago Roundtrip 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 ![Landing Fort Myers Near Highland Pines](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975870/218e3a8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Fort Myers Near Highland Pines Daniels Corridor CA $1,690 per person Mar 4 - Mar 11 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) No reviews ![Landing Apartments - Cape Coral](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975871/2ca55335_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments - Cape Coral Caloosahatchee CA $1,861 per person Feb 7 - Feb 14 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) No reviews 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/2026-01-18/2026-01-25/?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 $2,593 per person Jan 23 - Jan 30 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Very clean, fun activities for the kids. Reviewed on Nov 29, 2025 ![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 $6,658 per person Feb 5 - Feb 11 found 3 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 6/10 (2 reviews) ![The Ritz-Carlton, Naples](https://images.trvl-media.com/lodging/1000000/20000/10500/10494/88b021de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Naples Pelican Bay CA $8,582 per person Feb 10 - Feb 13 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (451 reviews) beautiful old world style hotel with modern amenities. Heated pools, great beach side restaurant, fabulous signature restaurant the Grille. Reviewed on Dec 16, 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/2026-01-18/2026-01-25/?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. ![Landing Apartments - Cape Coral](https://images.trvl-media.com/lodging/120000000/119980000/119975900/119975871/2ca55335_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments - Cape Coral Caloosahatchee CA $999 per person Feb 10 - Feb 13 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) No reviews ![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 $2,106 per person Mar 4 - Mar 7 found 16 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,000 reviews) This was described as a boutique hotel. It is dated and hasn't been updated since the '90s, with a 90s contemporary style of artwork, flooring and decor. The rooms are tiled so bring slippers or you're walking on cold tile. There's no magnifying mirror in the bathroom, no mini bar, the gift shop is minuscule, the size of a closet.. My room overlooked the parking garage. Check in is 4 pm. I was told I'd get a text when my room is ready, waited and by 4:00 I went to the front desk and asked why I didn't get a text even though it was obvious my room had been ready for a while. The staff is friendly and the place is clean but the only good thing about this hotel is the location. Reviewed on Dec 17, 2025 ![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 $2,964 per person Feb 12 - Feb 15 found 8 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) Loved everything about this property. Beautiful rooms, loved the beach, pools, and dining. Staff went above expectations. Great location. We will be back! Reviewed on Dec 11, 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/2026-01-18/2026-01-25/?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. ![Hilton Garden Inn Ft Myers](https://images.trvl-media.com/lodging/1000000/850000/848800/848740/d8bd559a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Ft Myers Villas CA $864 per person Feb 18 - Feb 22 found 11 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (1,002 reviews) Great amenities, pool and spa, clean room, beautiful lobby and good on site restaurant Reviewed on Dec 9, 2025 ![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 $1,006 per person Feb 18 - Feb 22 found 11 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) Will stay at your place again. Exceeded all of our expectations. Thank you Doug and Christine. Reviewed on Dec 16, 2025 ![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 $1,322 per person Feb 4 - Feb 8 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,554 reviews) We rented a two bedroom apartment. It was amazing! Clean throughout the entire hotel, the staff was friendly and helpful, and the room was perfect. Amenities provided in room were more than adequate and could get things refilled daily. The location is within walking distance of anything we could have needed for a long weekend. Thank you Edison Beach House for a great get-a-way! Reviewed on Dec 17, 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/2026-01-18/2026-01-25/?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