Title: Ski Vacations in Captiva Island 2026/2026 | Expedia.ca ![](https://images.trvl-media.com/place/86452/3f0f13aa-b091-4d02-8f1b-af0e424cacb3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Captiva Island Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Anthony Ball - ## 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 Ski hotel deals in Captiva 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 $713 per person Jan 23 - Jan 25 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) We especially loved the kayaking Reviewed on Dec 7, 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 $2,172 per person Jan 31 - Feb 7 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 9.8/10 Exceptional! (527 reviews) Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children! Reviewed on Dec 4, 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 CA $2,282 per person Jan 31 - Feb 7 found 5 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 9.6/10 Exceptional! (22 reviews) Beautiful view and beautiful beach! Reviewed on Aug 2, 2025 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,419 per person Feb 14 - Feb 17 found 9 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Room was amazing! View spectacular! Service the best! Reviewed on Dec 7, 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 $1,309 per person Jan 23 - Jan 25 found 1 day ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) The bathtub was blacked and sink was leaking water ……. Missing my art knife after room cleaned Reviewed on Nov 29, 2025 Don't see what you're looking for? See all available trips from Columbus to Captiva Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Captiva 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 $3,440 per person Feb 22 - Feb 28 found 21 hours ago Roundtrip non-stop flight included Detroit (DTW) 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 $6,548 per person Feb 14 - Feb 19 found 13 hours ago Roundtrip flight included Ottawa (YOW) 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 $5,791 per person Feb 14 - Feb 19 found 13 hours ago Roundtrip flight included Ottawa (YOW) to Fort Myers (RSW) 9.2/10 Wonderful! (451 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 Don't see what you're looking for? See all available trips from Columbus to Captiva Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Captiva 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 $1,201 per person Feb 19 - Feb 22 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) We especially loved the kayaking Reviewed on Dec 7, 2025 ![Hyatt Vacation Club at Coconut Cove, Bonita Springs](https://images.trvl-media.com/lodging/1000000/1000000/991200/991114/fedffc57_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Coconut Cove, Bonita Springs CA $1,419 per person Feb 14 - Feb 17 found 9 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Room was amazing! View spectacular! Service the best! Reviewed on Dec 7, 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 $1,341 per person Feb 19 - Feb 22 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Fort Myers (RSW) 9.8/10 Exceptional! (527 reviews) Nice, spacious rooms. Good bar and restaurant. Great gym. Also, no children! Reviewed on Dec 4, 2025 Don't see what you're looking for? See all available trips from Columbus to Captiva Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Captiva 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 $994 per person Feb 12 - Feb 16 found 7 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (1,002 reviews) Staff was fantastic. Room was nice and overall great experience. Reviewed on Dec 7, 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 $1,125 per person Feb 12 - Feb 16 found 7 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) Staff was friendly and helpful! The location is convenient to restaurants and shops. On site restaurant was a great benefit. Reviewed on Dec 6, 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 $1,618 per person Feb 13 - Feb 17 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.4/10 Exceptional! (1,554 reviews) Nice view from the room to the beach Reviewed on Dec 5, 2025 Don't see what you're looking for? See all available trips from Columbus to Captiva Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FMY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Captiva Island #### What are some benefits when booking ski vacations in Captiva Island? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in Captiva Island? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Captiva Island, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in Captiva Island with some as cheap as CA $713\. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout Captiva Island. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 33 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Captiva Island. #### Can I book all-inclusive ski vacations in Captiva Island? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Captiva Island in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Captiva Island's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in Captiva Island? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in Captiva Island. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 33\. With Expedia Rewards, you can earn points towards your next booking. ## 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 Ski Vacation Destinations > - [Ski vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to Captiva Island ](https://expedia.ca/Cheap-Flights-To-Captiva-Island.d553248635083900531.Travel-Guide-Flights)[ Captiva Island Hotels ](https://expedia.ca/Captiva-Island-Hotels.d553248635083900531.Travel-Guide-Hotels)[ Captiva Island Vacation Rentals ](https://expedia.ca/Captiva-Island-Vacation-Rentals.d553248635083900531.Travel-Guide-VacationRentals)[ Captiva Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Captiva-Island.d553248635083900531.Car-Rental-Guide)[ Captiva Island Vacations ](https://expedia.ca/Captiva-Island.d553248635083900531.Destination-Travel-Guides)[ Things to do in Captiva Island ](https://expedia.ca/Things-To-Do-In-Captiva-Island.d553248635083900531.Travel-Guide-Activities) \* 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