Title: Ski Vacations in Florida Keys 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Ski 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 ## Plan the ultimate ski vacation in Florida Keys #### What are some benefits when booking ski vacations in Florida Keys? 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 Florida Keys? 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 Florida Keys, 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 Florida Keys with some as cheap as . 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 Florida Keys. 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 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 Florida Keys. #### Can I book all-inclusive ski vacations in Florida Keys? 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 Florida Keys 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 Florida Keys'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 Florida Keys? 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 Florida Keys. 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 . With Expedia Rewards, you can earn points towards your next booking. ## Ski Hotels in Florida Keys ![Direct Ocean View from Your Condo-No Contact Check-In](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993405/a3c4e9e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Direct Ocean View from Your Condo-No Contact Check-In Key West - 29 min walk from Duval Street Stay at this condo in Key West. Enjoy laundry facilities, tennis courts, and balconies. Our guests praise the property condition in our reviews. Popular attractions ... 9.4/10 Exceptional! (150 reviews) Beautiful place to stay...very clean...and the view was wonderful....thank you again..cant wait to come back and stay! Reviewed on Sep 20, 2025 [](https://expedia.ca/Key-West-Hotels-Direct-Ocean-View-From-Your-Condo-No-Contact-Check-In.h18993405.Hotel-Information) ![Grandfathered Unit Weekly Rentals Allowed-Pool View-Duval Street-Beach](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/29971ddf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grandfathered Unit Weekly Rentals Allowed-Pool View-Duval Street-Beach Key West - 5 min walk from Duval Street Stay at this condo in Key West. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Duval Street and Ernest Hemingway Home and Museum are ... 9.4/10 Exceptional! (117 reviews) Excellent Location Safe location, great for families! Steps from the community pool. Plus a really nice neighborhood walk to local attractions like the aquarium and museums. Reviewed on Jul 1, 2025 [](https://expedia.ca/Key-West-Hotels-Historic-District-Pool-View-Duval-Street-Beach-Nearby-No-Contact-Check-In.h18993026.Hotel-Information) ![Spacious Waterfront 4 Bedroom Home](https://images.trvl-media.com/lodging/19000000/18770000/18765700/18765661/09bd8066_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious Waterfront 4 Bedroom Home Key West - 5 min drive from Duval Street Stay at this vacation home in Key West. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Duval Street and Smathers Beach are located ... 9.6/10 Exceptional! (44 reviews) Great house. Loved the pool. Quiet area. Would stay again. Reviewed on Jun 12, 2025 [](https://expedia.ca/Key-West-Hotels-Spacious-Waterfront-4-Bedroom-Home-With-Private-Heated-Pool.h18765661.Hotel-Information) [See all 8,302 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6023765) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## 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 Canada](https://www.expedia.ca/lp/theme-vacations/ski-vacations/31/Canada) > - [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 Florida Keys](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Florida Keys Hotels](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Florida Keys Vacation Rentals](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Florida Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacations](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[Things to do in Florida Keys](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.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 ![QR code to download the app](data:image/png;base64,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)