Title: Ski Vacations in Cayman Islands 2026 | Expedia.ca ![](https://images.trvl-media.com/place/33/815d3643-df65-4394-9dea-463c72e1fd4e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cayman Islands Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Cayman Islands Department of Tourism - ## 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 Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Shangri-La Boutique Bed & Breakfast CA $1,111 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience. Reviewed on Jan 25, 2026 ![Ocean Paradise](https://images.trvl-media.com/lodging/5000000/4520000/4513300/4513286/15df0357_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Paradise CA $1,395 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (38 reviews) Wonderful property! We enjoyed our stay very much! Reviewed on Sep 30, 2024 ![VIDA Cayman](https://images.trvl-media.com/lodging/101000000/100320000/100315100/100315092/8f768f3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### VIDA Cayman CA $1,653 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (8 reviews) Staff was great, the rooms were new and spotless, located on the north end. Shower/sink heat was hit or miss, beach is not what I expected. Reviewed on Jan 31, 2026 ![Cayman Luxury Rentals at One Canal Point](https://images.trvl-media.com/lodging/77000000/76550000/76547900/76547864/8a3d0ab8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cayman Luxury Rentals at One Canal Point CA $1,574 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (6 reviews) Its beautiful and spacious really well put together loved every moment Reviewed on Aug 4, 2025 ![Club Suites at Rum Point](https://images.trvl-media.com/lodging/92000000/91010000/91004400/91004363/74adc7cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Suites at Rum Point CA $2,937 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (25 reviews) Amazing apartment, super clean and equipped. Almost private beach. Great service Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-12/2026-03-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![The Grove](https://images.trvl-media.com/lodging/110000000/109760000/109750700/109750667/1d6bc223_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Grove CA $1,992 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (42 reviews) Great location and amenities! Responsive when we needed something, shuttle from/to the airport, great experience! Reviewed on Feb 11, 2026 ![Caribbean Club Luxury Condo Hotel](https://images.trvl-media.com/lodging/6000000/5180000/5173500/5173420/d465f5bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caribbean Club Luxury Condo Hotel CA $5,081 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (45 reviews) ![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Kimpton Seafire Resort + Spa by IHG CA $4,549 per person Apr 24 - Apr 29 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay! Reviewed on Feb 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-12/2026-03-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Ocean Paradise](https://images.trvl-media.com/lodging/5000000/4520000/4513300/4513286/15df0357_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Paradise CA $1,471 per person Apr 30 - May 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9.6/10 Exceptional! (38 reviews) Wonderful property! We enjoyed our stay very much! Reviewed on Sep 30, 2024 ![Club Suites at Rum Point](https://images.trvl-media.com/lodging/92000000/91010000/91004400/91004363/74adc7cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Suites at Rum Point CA $2,293 per person Apr 30 - May 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9.6/10 Exceptional! (25 reviews) Amazing apartment, super clean and equipped. Almost private beach. Great service Reviewed on Jan 3, 2026 ![Grand Cayman Marriott Resort](https://images.trvl-media.com/lodging/1000000/20000/18100/18077/93bc26b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Cayman Marriott Resort CA $1,886 per person Apr 30 - May 3 found 1 day ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9/10 Wonderful! (1,004 reviews) All the staff were excellent and very helpful. The upgraded ocean front room to junior suite ocean front was a real plus. Bedding was of good quality. Very large TV was appreciated. Renovated suite was pleasant to be in. Lovely gift shop on main floor, and excellent meals. Reviewed on Feb 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-12/2026-03-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Cayman Islands Price found within the past 48 hours. Click for updated prices. ![Lighthouse Point Residences](https://images.trvl-media.com/lodging/77000000/76620000/76611000/76610967/bda94f75_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lighthouse Point Residences Northwest Point CA $2,366 per person Apr 2 - Apr 6 found 2 hours ago Roundtrip non-stop flight included Hamilton (YHM) to George Town (GCM) 8/10 Very Good! (1 review) ![Ocean Paradise](https://images.trvl-media.com/lodging/5000000/4520000/4513300/4513286/15df0357_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Paradise CA $3,203 per person Apr 2 - Apr 6 found 2 hours ago Roundtrip non-stop flight included Hamilton (YHM) to George Town (GCM) 9.6/10 Exceptional! (38 reviews) Wonderful property! We enjoyed our stay very much! Reviewed on Sep 30, 2024 ![Club Suites at Rum Point](https://images.trvl-media.com/lodging/92000000/91010000/91004400/91004363/74adc7cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Suites at Rum Point CA $3,581 per person Apr 2 - Apr 6 found 2 hours ago Roundtrip non-stop flight included Hamilton (YHM) to George Town (GCM) 9.6/10 Exceptional! (25 reviews) Amazing apartment, super clean and equipped. Almost private beach. Great service Reviewed on Jan 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Cayman Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-12/2026-03-19/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=THVAD_SPRING_PROMO_33) ## Plan the ultimate ski vacation in Cayman Islands #### What are some benefits when booking ski vacations in Cayman Islands? 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 Cayman Islands? 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 Cayman Islands, 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 Cayman Islands with some as cheap as CA $1,111\. 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 Cayman Islands. 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 Cayman Islands. #### Can I book all-inclusive ski vacations in Cayman Islands? 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 Cayman Islands 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 Cayman Islands'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 Cayman Islands? 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 Cayman Islands. 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 [Cayman Islands Flights ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Flight-Destinations)[ Cayman Islands Hotels ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Hotel-Destinations)[ Cayman Islands Vacation Rentals ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Vacation-Rental-Destinations)[ Cayman Islands Car Rentals ](https://expedia.ca/Destinations-In-Cayman-Islands.d33.Car-Rental-Destinations)[ Cayman Islands Vacations ](https://expedia.ca/Cayman-Islands.d33.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