Title: Chokoloskee Island Ski Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/3000430940/6a686070-6a7c-41a9-b800-f0b3cf385f24.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chokoloskee Island Ski Holidays ## Book a Ski Hotel + Flight or Car together to unlock savings Photo by Noel Benadom - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Top flight + Ski hotel deals in Chokoloskee Island Price found within the past 48 hours. Click for updated prices. ![Doubletree by Hilton Fort Myers at Bell Tower Shops](https://images.trvl-media.com/lodging/1000000/20000/12400/12375/704cf90c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Doubletree by Hilton Fort Myers at Bell Tower Shops Villas £945 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LHR) to Fort Myers (RSW) 8.8/10 Excellent! (1,004 reviews) In a plaza with a lot of options! Staff was great! Reviewed on 12 Dec 2025 ![Shell Island Beach Club](https://images.trvl-media.com/lodging/112000000/111490000/111488300/111488225/9e849186_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Shell Island Beach Club East End Save 100% on your flight £1,348 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LHR) to Fort Myers (RSW) 9.6/10 Exceptional! (22 reviews) Beautiful view and beautiful beach! Reviewed on 2 Aug 2025 ![Landing Fort Myers Forestwood](https://images.trvl-media.com/lodging/119000000/118250000/118241800/118241758/53f0000f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Fort Myers Forestwood Villas Save 100% on your flight £981 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LHR) to Fort Myers (RSW) 3/10 (2 reviews) ![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 Save 100% on your flight £973 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LHR) 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 7 Oct 2025 ![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 Save 100% on your flight £1,674 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LHR) to Fort Myers (RSW) 8.6/10 Excellent! (2,584 reviews) Very clean, fun activities for the kids. Reviewed on 29 Nov 2025 Don't see what you're looking for? See all available trips from London to Chokoloskee Island [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=LHR&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski 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 Save 100% on your flight £1,674 per person 24 Jan - 31 Jan found 1 day ago Return direct flight included London (LHR) to Fort Myers (RSW) 8.6/10 Excellent! (2,584 reviews) Very clean, fun activities for the kids. Reviewed on 29 Nov 2025 Don't see what you're looking for? See all available trips from London to Chokoloskee Island [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=LHR&Destination=MRK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Planning your Chokoloskee Island ski holiday #### How can I book the best ski holiday to Chokoloskee Island in 2026/2026? Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Chokoloskee Island. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties. #### How can I find cheap Chokoloskee Island ski holidays? Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Chokoloskee Island accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £945\. Prices and availability are subject to change. Additional terms may apply. #### Can I book last-minute ski holidays to Chokoloskee Island? Use our handy last-minute deals page to look for ski holidays to Chokoloskee Island at a steal. If your dates are fixed, simply input the details and see what specials are available. #### What should I consider when booking family ski holidays in Chokoloskee Island? Chokoloskee Island is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks. #### Can I book all-inclusive ski holidays to Chokoloskee Island? All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Chokoloskee Island. If not, consider booking your flights and accommodation together to save money that way instead. #### When's the best time of year to plan a ski trip to Chokoloskee Island? Ski season in Chokoloskee Island generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter. #### How can I find the best deals on Chokoloskee Island ski holiday packages? If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining. #### Can I book a Chokoloskee Island ski trip with free cancellation and/or flexible dates? If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Chokoloskee Island that offer it. #### Why should I book a ski holiday package in Chokoloskee Island with Expedia? Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday. ## More holidays 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Ski Holiday Destinations > - 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Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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