Title: Ski Vacations in South Naples 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6337318/ad2fb516-421c-49b6-b448-f511f24ca8ec.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # South Naples Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## 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 South Naples Price found within the past 48 hours. Click for updated prices. ![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 $894 per person Apr 8 - Apr 15 found 8 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) No reviews ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,342 per person Apr 1 - Apr 7 found 15 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 ![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 $1,668 per person Apr 12 - Apr 19 found 15 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Great place to stay! Reviewed on Jan 19, 2026 ![Landing Apartments near North Fort Myers](https://images.trvl-media.com/lodging/107000000/106660000/106652000/106651913/b10cad92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments near North Fort Myers Hancock CA $1,307 per person Apr 1 - Apr 7 found 15 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9.4/10 Exceptional! (44 reviews) There were a few issues with apartment but host stepped up and had them remedied immediately which was awesome. The place was perfect for our stay. Location is beautiful. Reviewed on Jan 6, 2026 ![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 $2,564 per person Mar 16 - Mar 22 found 1 day ago Roundtrip flight included Ottawa (YOW) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Modern with a talented warm decoration Reviewed on Jan 22, 2026 Don't see what you're looking for? See all available trips from Columbus to South Naples [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in South Naples 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 $1,996 per person Apr 16 - Apr 19 found 23 hours ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.4/10 Exceptional! (609 reviews) Very nice accomodations. Reviewed on Jan 12, 2026 ![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 $3,486 per person Feb 28 - Mar 7 found 2 hours ago Roundtrip flight included Toronto (YTO) to Fort Myers (RSW) 8.6/10 Excellent! (2,581 reviews) Clean and comfortable Reviewed on Jan 17, 2026 ![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 $4,482 per person Mar 26 - Mar 29 found 20 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 6/10 (2 reviews) Don't see what you're looking for? See all available trips from Columbus to South Naples [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in South Naples Price found within the past 48 hours. Click for updated prices. ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $855 per person Feb 21 - Feb 24 found 17 hours ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 ![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 $1,634 per person Mar 5 - Mar 8 found 1 day ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Great place to stay! Reviewed on Jan 19, 2026 ![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 $2,397 per person Mar 12 - Mar 15 found 14 hours ago Roundtrip flight included Detroit (DTW) to Fort Myers (RSW) 9/10 Wonderful! (1,000 reviews) Great stay, fabulous spot. Reviewed on Jan 10, 2026 Don't see what you're looking for? See all available trips from Columbus to South Naples [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in South Naples Price found within the past 48 hours. Click for updated prices. ![Marriott Sanibel Harbour Resort & Spa](https://images.trvl-media.com/lodging/1000000/10000/3100/3079/ac9a3a07_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marriott Sanibel Harbour Resort & Spa Punta Rassa CA $1,188 per person Mar 14 - Mar 18 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Fort Myers (RSW) 8.4/10 Very Good! (1,005 reviews) Staff was very nice. A problem we had was their were 4 of us in the room and trying to get 4 towels and washcloths was a hard task, also coffee in room. Reviewed on Jan 3, 2026 ![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 $2,445 per person Mar 20 - Mar 24 found 22 hours ago Roundtrip flight included Toronto (YYZ) to Fort Myers (RSW) 9.2/10 Wonderful! (704 reviews) Great place to stay! Reviewed on Jan 19, 2026 ![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 $1,726 per person Mar 25 - Mar 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) Modern with a talented warm decoration Reviewed on Jan 22, 2026 Don't see what you're looking for? See all available trips from Columbus to South Naples [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-22/2026-03-01/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=APF&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in South Naples #### What are some benefits when booking ski vacations in South Naples? 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 South Naples? 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 South Naples, 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 South Naples with some as cheap as CA $855\. 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 South Naples. 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 30 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 South Naples. #### Can I book all-inclusive ski vacations in South Naples? 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 South Naples 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 South Naples'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 South Naples? 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 South Naples. 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 30\. 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 South Naples ](https://expedia.ca/Cheap-Flights-To-South-Naples.d6337318.Travel-Guide-Flights)[ South Naples Hotels ](https://expedia.ca/South-Naples-Hotels.d6337318.Travel-Guide-Hotels)[ South Naples Vacation Rentals ](https://expedia.ca/South-Naples-Vacation-Rentals.d6337318.Travel-Guide-VacationRentals)[ South Naples Car Rentals ](https://expedia.ca/Car-Rentals-In-South-Naples.d6337318.Car-Rental-Guide)[ South Naples Vacations ](https://expedia.ca/South-Naples.d6337318.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