Title: Ski Vacations in Lower Florida Keys 2026 | Expedia.ca ![](https://images.trvl-media.com/place/553248635975748710/38546aba-be18-47eb-824a-9dd63a9feea3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lower Florida Keys 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 Lower Florida Keys Price found within the past 48 hours. Click for updated prices. ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel & Marina Key West CA $1,552 per person May 9 - May 15 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.4/10 Exceptional! (1,226 reviews) great variety on the menus. we enjoyed our stay. My only negative comment is related to the loud conversations of our neighbors on the balcony two days and also a couple were sitting by the fire pits while they were on a phone call that they put on speaker. These incidents made our time relaxing on the balcony less enjoyable. Reviewed on Mar 28, 2026 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,674 per person May 9 - May 15 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,194 reviews) The property was beautifully laid out! The breakfast was delicious, more than we expected and the staff was very friendly. I would and probably will stay here again! Reviewed on Mar 31, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,784 per person May 9 - May 15 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly Reviewed on Mar 31, 2026 ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Blue Flamingo Resort Key West New Town CA $1,590 per person May 9 - May 15 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.2/10 Very Good! (1,980 reviews) Awesome place to stay in the Keys. Enjoyed it very much. Reviewed on Mar 31, 2026 ![Southernmost House](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/236726ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost House Old Town Key West CA $2,625 per person May 9 - May 15 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.4/10 Exceptional! (1,007 reviews) Terrific small hotel on beach Reviewed on Mar 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Lower Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-01/2026-05-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Lower Florida Keys Price found within the past 48 hours. Click for updated prices. ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,207 per person Jun 1 - Jun 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly Reviewed on Mar 31, 2026 ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Winslow's Bungalows - Key West Historic Inns Old Town Key West CA $1,355 per person Jun 22 - Jun 25 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Key West (EYW) 9.2/10 Wonderful! (1,194 reviews) The property was beautifully laid out! The breakfast was delicious, more than we expected and the staff was very friendly. I would and probably will stay here again! Reviewed on Mar 31, 2026 ![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/821176b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Marker Key West Harbor Resort Key West Historic District CA $1,351 per person May 9 - May 12 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (1,011 reviews) Everything from the location, the breakfast, and the staff was AMAZING!! We enjoyed ourselves to the fullest!! Will be back! Reviewed on Mar 31, 2026 Don't see what you're looking for? See all available trips from Columbus to Lower Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-01/2026-05-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Lower Florida Keys Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West CA $1,798 per person Jun 22 - Jun 26 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Key West (EYW) 9.4/10 Exceptional! (1,020 reviews) Room was very spacious and clean! Reviewed on Mar 30, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $1,986 per person Jun 22 - Jun 26 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Key West (EYW) 9.2/10 Wonderful! (536 reviews) The tag line of the hotel is "Come Hide" which was appropriate as it is hidden from plain view of the hustle and bustle of Duval St. The entrance is mysterious as it is set back and the pathway leading to the reception office is filled with green ferns/palms. Loved it! The center of the property is highlighted the bar and the permanent stage for the daily entertainment. Great place to stay and close to everything! Reviewed on Mar 30, 2026 ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Beach House, Key West CA $1,903 per person Jun 22 - Jun 26 found 1 day ago Roundtrip non-stop flight included Calgary (YYC) to Key West (EYW) 9.4/10 Exceptional! (1,019 reviews) These are recently renovated “condos” with 2 beds/2 baths, full kitchen, dining, and living area. Master bath is very nicely done with a giant shower for two. Very large deck/porch off each unit. The A/C went out but the friendly front desk and maintenance crew repaired it quickly. Resort has a large pool and large sand beach area with plenty of chairs and cabanas. New gas grills are near the pool area. There is a tiki bar on site with food. No complaints about this property whatsoever. There is a kayak tour guide right next door and I highly recommend their night kayak tour. The property is at the opposite end of the island to Old town/Duvall street. It’s about a 20 min bike ride to Duvall, and a 9 minute bike ride to Publix. Reviewed on Apr 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Lower Florida Keys [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-01/2026-05-08/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Lower Florida Keys #### What are some benefits when booking ski vacations in Lower 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 Lower 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 Lower 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 Lower Florida Keys with some as cheap as CA $1,207\. 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 Lower 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 28 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 Lower Florida Keys. #### Can I book all-inclusive ski vacations in Lower 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 Lower 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 Lower 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 Lower 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 Lower 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 28\. 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 Lower Florida Keys ](https://expedia.ca/Cheap-Flights-To-Lower-Florida-Keys.d553248635975748710.Travel-Guide-Flights)[ Lower Florida Keys Hotels ](https://expedia.ca/Lower-Florida-Keys-Hotels.d553248635975748710.Travel-Guide-Hotels)[ Lower Florida Keys Vacation Rentals ](https://expedia.ca/Lower-Florida-Keys-Vacation-Rentals.d553248635975748710.Travel-Guide-VacationRentals)[ Lower Florida Keys Car Rentals ](https://expedia.ca/Car-Rentals-In-Lower-Florida-Keys.d553248635975748710.Car-Rental-Guide)[ Lower Florida Keys Vacations ](https://expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides)[ Things to do in Lower Florida Keys ](https://expedia.ca/Things-To-Do-In-Lower-Florida-Keys.d553248635975748710.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