Title: All inclusive Vacations in Chokoloskee Island 2025/2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island All inclusive 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 All inclusive hotel deals 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 $851 per person Nov 6 - Nov 10 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (639 reviews) Everything was perfect Reviewed on Sep 21, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-06/2025-11-10/?FromAirport=DTW&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=991114&paandie=true&HotelClass=40&dealMarker=7NiB-A02FFij052FyyfDv6-8GKUIa8cBnhM3uzv_qGxAbqfhcAzxSgWy6OusQAja) ![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 $2,091 per person Nov 27 - Dec 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Excellent service and staff, room and áreas clean, Beautiful beach and view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=7NiB-A02FFij052FyyfDv9XhaY8SK6pXHYyvzJe-RycLOr288uioOcgcBuClDfhp) ![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 $1,329 per person Nov 27 - Dec 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Very clean hotel has it all the staff is very friendly. I do recommend this hotel. Pet friendly too. The room are beautiful with a great view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=5QBHpSXbnjQ4O8BcH4COpZWsW40sMFNmBIftzatLouQpvpI8LsR0Y7g4XW61uT1T) ![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 $1,888 per person Nov 27 - Dec 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Great hotel best location walk to the beach. On fifth ave with all best shopping and things to see. Walls are pretty thin between rooms. Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=5QBHpSXbnjQ4O8BcH4COpWFRwDHJsRMIAUfUEickEzeSW46wbOX6rNx7320EWQYA) ![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 $1,601 per person Nov 17 - Nov 22 found 8 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (2,219 reviews) Excellent all around. The property is right next to everything you want to enjoy in Naples. They also offer a shuttle service up to 3 miles. The customer service of the staff was excellent, made you feel at home with any of your needs. The rooms are cute and clean perfect for a great stay with great balcony options. The pool is perfect not too big and saltwater! The restaurant on site is delicious. Favorite hotel in Naples! Thank you for everything Reviewed on Sep 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-22/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4760&paandie=true&HotelClass=40&dealMarker=AqebJ43vnqf4x6VQyiaWd4GSW8hNyPFc4MDd-tSnlq9AyhAVec4-MgWgf0VLbGLD) 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/2025-10-26/2025-11-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* All inclusive holidays in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![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 $1,243 per person Nov 14 - Nov 17 found 24 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (603 reviews) Everything on this hotel was great. All around. Staff went above and beyond. Amenities very nice. Cleanliness on the spot. I guess my only observation is that I wasn't able to control successfully the climate inside my hotel room. The thermostat didn't seem to be working properly so all the time it was a little colder than I wanted it. Other than that, everything was amazing. Thank you. Reviewed on Sep 15, 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=788295&paandie=true&HotelClass=50&dealMarker=tdD10pQF_EucQfGjORIb57y9wRFB6iIIB9CsGKaGmLXqVZ7W0bmahhNFmRzaEzXX) ![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 $4,470 per person Nov 27 - Dec 3 found 1 day ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (443 reviews) It’s a depersonalized place this Ritz, as most are, with mediocre food and service that repeatedly miss the mark. Reviewed on Aug 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-27/2025-12-03/?FromAirport=YTO&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=10494&paandie=true&HotelClass=50&dealMarker=7NiB-A02FFij052FyyfDv9XhaY8SK6pXHYyvzJe-Ryduzi_EGb9QQ8Zm7UksfavA) 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/2025-10-26/2025-11-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night All inclusive 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 $863 per person Nov 28 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.6/10 Exceptional! (417 reviews) Very clean hotel has it all the staff is very friendly. I do recommend this hotel. Pet friendly too. The room are beautiful with a great view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102386398&paandie=true&HotelClass=40&dealMarker=7jRf7ky4zPWNNkm1ahQ6fAuPdG0FrQYED1xwMPCvwvbVsBmY5wJd96VrIymJat2j) ![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 $1,240 per person Nov 28 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.8/10 Excellent! (1,002 reviews) Excellent service and staff, room and áreas clean, Beautiful beach and view. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=25199&paandie=true&HotelClass=40&dealMarker=7NiB-A02FFij052FyyfDvyeoGa1VIRtM4aqI0BtqlcxxXXHUKtbVOwLwjWJdKMom) ![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 $1,123 per person Nov 28 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,011 reviews) Great hotel best location walk to the beach. On fifth ave with all best shopping and things to see. Walls are pretty thin between rooms. Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=84910&paandie=true&HotelClass=40&dealMarker=7jRf7ky4zPWNNkm1ahQ6fH_XB-zjBB6WMbHwFSkzpixY5fCKDcRYyt4iUVDmCAEO) 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/2025-10-26/2025-11-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night All inclusive 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 $490 per person Nov 12 - Nov 16 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 8.6/10 Excellent! (1,011 reviews) Shower had poor pressure. I have thick hair so this is important to me. Besides that it was nice. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-16/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=848740&paandie=true&dealMarker=MS6LqlCueyoDVO4DiymBnWxpymsBLmOlwqhVNhPaPPQnbE-LeEI7gHU2vttqJ6eQ) ![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 $731 per person Nov 12 - Nov 16 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (1,002 reviews) It very much met my need. Erika, the receptionist, was very nice and helpful. Reviewed on Sep 12, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-16/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2665085&paandie=true&dealMarker=MS6LqlCueyoDVO4DiymBnTqXsx96yIZj5aZxyy_BXwXM_dkSl923x5Sbf4SQ4AWr) ![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 $770 per person Nov 12 - Nov 16 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,499 reviews) Ocean view was excellent Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-16/?FromAirport=YYZ&Destination=RSW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11753200&paandie=true&dealMarker=MS6LqlCueyoDVO4DiymBnTqXsx96yIZj5aZxyy_BXwUzraAPXBsLt6JcFu2UQHfH) 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/2025-10-26/2025-11-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Embark on an unforgettable all-inclusive trip to Chokoloskee Island including airfare with Expedia #### What are some benefits of booking an all-inclusive vacation? When you opt for an all-inclusive vacation to Chokoloskee Island, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget. #### Can I book all-inclusive packages with airfare and meals? Yes, all-inclusive vacation packages are readily available for Chokoloskee Island, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 33. #### Why should I book Chokoloskee Island vacations that are all inclusive and adults only? Adults-only stays in Chokoloskee Island are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find. #### Can I book all-inclusive packages? Yes, all-inclusive packages are fairly standard in Chokoloskee Island. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive. #### Can I book cheap all-inclusive trips to Chokoloskee Island? If you're looking to save, you'll find a wide range of prices available, ranging from CA $490. By booking your accommodations and flight together, you may be able to enjoy savings of up to 33. Be sure to sort your search results by price to list the cheapest options first. #### What should I look for when booking a 5-star all-inclusive vacation in Chokoloskee Island? If you've implemented the 5-star filter when searching for your all-inclusive vacation in Chokoloskee Island, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group. #### What should I consider when booking Chokoloskee Island vacation packages that are all inclusive for the family? The most important thing to consider for all-inclusive family vacations to Chokoloskee Island is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Chokoloskee Island's nightlife. #### How can I find the best deals on all-inclusive vacations in Chokoloskee Island? You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters. #### Can I book an all-inclusive package that is fully refundable? Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify. #### Why should I book an all-inclusive vacation with Expedia? Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts. ## 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) ### Top All inclusive Vacation Destinations > - 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[All inclusive vacations in Sosúa](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/601998/Sosua) > - [All inclusive vacations in the Dominican Republic](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/50/Dominican-Republic) ## 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. 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