Title: Ski Vacations in Stock Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/180166/251da652-be9b-4691-9396-4dead776e9c6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Stock Island 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 Stock Island 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 $2,206 per person Apr 25 - May 2 found 3 hours ago Roundtrip flight included Edmonton (YEG) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) The poolside and the staff were very friendly. Reviewed on Mar 23, 2026 ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/62539afb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Havana Cabana at Key West New Town CA $2,306 per person Apr 25 - May 2 found 3 hours ago Roundtrip flight included Edmonton (YEG) to Key West (EYW) 8.8/10 Excellent! (1,711 reviews) We had an absolutely wonderful one-night stay at Havana Cabana Resort in Key West! From the moment we arrived, everything exceeded our expectations. The check-in process was smooth and welcoming, and Nick made it even better by offering us a complimentary breakfast, which was a lovely surprise. Our room was beautiful, spotless, and very comfortable—perfect for a relaxing stay. We were greeted with a refreshing welcome drink that truly set the tone for a tropical getaway. One of the highlights was the pool area—it’s stunning, with a great hot tub and plenty of space to unwind. We especially enjoyed having our complimentary breakfast poolside, which made for such a peaceful and enjoyable start to the day. A special thank you to Dina, the concierge, who helped us plan our day and recommended a visit to the Key West Butterfly Sanctuary—it turned out to be an unforgettable experience! Also, the resort’s free shuttle service to downtown was incredibly convenient, and Jackie, the shuttle driver, was so friendly and helpful. Overall, this resort offers exceptional service, beautiful accommodations, and thoughtful touches that make your stay truly special. We would absolutely stay here again and highly recommend it to anyone visiting Key West! Reviewed on Mar 25, 2026 ![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 $2,632 per person Apr 25 - May 2 found 3 hours ago Roundtrip flight included Edmonton (YEG) to Key West (EYW) 9.4/10 Exceptional! (1,226 reviews) The staff was very friendly and helpful. Overall this was an "ok" stay. Convenient but expensive to park ($29/day😩). They booked us in what appeared to be a handicap room judging from the low bed, wide bathroom door, and roll-up to shower. We are not handicap. The shower leaked water consistently, and we weren't the first ones based on the rusty bathroom door frame. Our balcony view consisted of the generator, trash dump, and employee entrance (which was not great... But turned out to be pretty interesting... That's another story). The lighting in the room was not good enough to see the thermostat setting, but we easily improvised. The room was otherwise clean, comfortable, and mostly quiet. We'd stay again, but no vehicle, and would insist on a better balcony view. Reviewed on Mar 16, 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 $4,286 per person Apr 25 - May 2 found 3 hours ago Roundtrip flight included Edmonton (YEG) to Key West (EYW) 9.2/10 Wonderful! (1,011 reviews) A great place to stay on the island! Reviewed on Mar 21, 2026 Don't see what you're looking for? See all available trips from Columbus to Stock Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Stock Island 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 $1,149 per person May 28 - May 31 found 1 day ago Roundtrip flight included Montreal (YMQ) to Key West (EYW) 9/10 Wonderful! (1,825 reviews) The poolside and the staff were very friendly. Reviewed on Mar 23, 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 $1,370 per person May 28 - May 31 found 1 day ago Roundtrip flight included Montreal (YMQ) to Key West (EYW) 9.2/10 Wonderful! (1,194 reviews) Property was immaculate, staff is so friendly and goes out of their way to make sure you have everything you need. Walking distance to Duval, Southernmost point and Sunset Pier. Amenities are top notch. Can't say enough about how much we enjoyed our stay! 20 out of 10! Reviewed on Mar 24, 2026 ![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 $1,446 per person May 28 - May 31 found 1 day ago Roundtrip flight included Montreal (YMQ) to Key West (EYW) 9.4/10 Exceptional! (1,226 reviews) The staff was very friendly and helpful. Overall this was an "ok" stay. Convenient but expensive to park ($29/day😩). They booked us in what appeared to be a handicap room judging from the low bed, wide bathroom door, and roll-up to shower. We are not handicap. The shower leaked water consistently, and we weren't the first ones based on the rusty bathroom door frame. Our balcony view consisted of the generator, trash dump, and employee entrance (which was not great... But turned out to be pretty interesting... That's another story). The lighting in the room was not good enough to see the thermostat setting, but we easily improvised. The room was otherwise clean, comfortable, and mostly quiet. We'd stay again, but no vehicle, and would insist on a better balcony view. Reviewed on Mar 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Stock Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Stock Island Price found within the past 48 hours. Click for updated prices. ![Lighthouse Hotel - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/70163bf1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lighthouse Hotel - Key West Historic Inns Old Town Key West CA $1,782 per person Jun 12 - Jun 16 found 22 hours ago Roundtrip flight included Toronto (YYZ) to Key West (EYW) 9/10 Wonderful! (907 reviews) Very friendly staff. Quiet place just a few blocks from everything. Reviewed on Mar 18, 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 $3,181 per person May 16 - May 20 found 19 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (536 reviews) Love this place! Perfect location, nice rooms and cool bar with live music every night on site! Reviewed on Mar 17, 2026 ![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 $1,820 per person May 16 - May 20 found 19 hours ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.4/10 Exceptional! (1,020 reviews) Everything was clean in the room just a bit outdated, the rooms probably could use some updating. However, the pool area and grounds were absolutely beautiful. I would stay again just for the grounds and pool. It is next to the airport so during the day there are a lot of planes going out with some flight noise. Reviewed on Mar 24, 2026 Don't see what you're looking for? See all available trips from Columbus to Stock Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-25/2026-05-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Stock Island #### What are some benefits when booking ski vacations in Stock 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 Stock 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 Stock 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 Stock Island with some as cheap as CA $1,149\. 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 Stock 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 24 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 Stock Island. #### Can I book all-inclusive ski vacations in Stock 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 Stock 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 Stock 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 Stock 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 Stock 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 24\. 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 Stock Island ](https://expedia.ca/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[ Stock Island Hotels ](https://expedia.ca/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[ Stock Island Vacation Rentals ](https://expedia.ca/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals)[ Stock Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide)[ Stock Island Vacations ](https://expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)[ Things to do in Stock Island ](https://expedia.ca/Things-To-Do-In-Stock-Island.d180166.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