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 $1,883 per person Jan 25 - Feb 1 found 1 hour ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (198 reviews) Beautiful place with a very charming owner! Reviewed on Nov 20, 2025 ![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 $2,830 per person Jan 23 - Jan 30 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 ![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 $4,359 per person Feb 20 - Feb 25 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (25 reviews) Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back. Reviewed on Jul 2, 2025 ![Hotel Indigo Grand Cayman by IHG](https://images.trvl-media.com/lodging/97000000/96930000/96922200/96922163/6e584603_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Indigo Grand Cayman by IHG CA $2,809 per person Feb 20 - Feb 25 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (432 reviews) Amazing place to stay in grand cayman . Great stay for families as well. Every single detail of your stay will be taken care of. Highly recommend. Definitely rent a car if you’re comfortable though since you’re limited to local establishments and have to take public transport or taxis Reviewed on Dec 10, 2025 ![Point West](https://images.trvl-media.com/lodging/123000000/122100000/122091600/122091530/299740aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Point West Northwest Point CA $2,083 per person Feb 20 - Feb 25 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) No reviews 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/2026-01-17/2026-01-24/?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. ![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 $5,447 per person Jan 18 - Jan 24 found 19 hours ago Roundtrip non-stop flight included Hamilton (YHM) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) 10/10 service and room Reviewed on Dec 7, 2025 ![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 $13,677 per person Feb 28 - Mar 7 found 8 hours ago Roundtrip flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (45 reviews) ![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, Grand Cayman CA $8,118 per person Feb 20 - Feb 25 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) Excellent stay, service and hotel staff top notch. Reviewed on Dec 12, 2025 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/2026-01-17/2026-01-24/?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 $1,560 per person Feb 26 - Mar 1 found 12 hours ago Roundtrip non-stop 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 ![Hotel Indigo Grand Cayman by IHG](https://images.trvl-media.com/lodging/97000000/96930000/96922200/96922163/6e584603_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Indigo Grand Cayman by IHG CA $1,853 per person Feb 20 - Feb 23 found 17 hours ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 9.8/10 Exceptional! (432 reviews) Amazing place to stay in grand cayman . Great stay for families as well. Every single detail of your stay will be taken care of. Highly recommend. Definitely rent a car if you’re comfortable though since you’re limited to local establishments and have to take public transport or taxis Reviewed on Dec 10, 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 $2,925 per person Feb 3 - Feb 6 found 1 day ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.6/10 Exceptional! (25 reviews) Amazing, beautiful property! Fantastic food, gorgeous pool! Can't wait to go back. Reviewed on Jul 2, 2025 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/2026-01-17/2026-01-24/?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. ![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Reef Resort Grand Cayman CA $1,491 per person Feb 2 - Feb 6 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 8.4/10 Very Good! (1,014 reviews) Great place. Rooms were very nice and the beach is well kept. Service was better than expected. Recommend water shoes because the fist 20 feet are rocky. Reviewed on Dec 16, 2025 ![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 $2,375 per person Feb 23 - Feb 27 found 21 hours ago Roundtrip non-stop flight included Toronto (YTO) to George Town (GCM) 9.6/10 Exceptional! (38 reviews) Wonderful property! We enjoyed our stay very much! Reviewed on Sep 30, 2024 ![Hotel Indigo Grand Cayman by IHG](https://images.trvl-media.com/lodging/97000000/96930000/96922200/96922163/6e584603_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Indigo Grand Cayman by IHG CA $2,343 per person Feb 18 - Feb 22 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to George Town (GCM) 9.8/10 Exceptional! (432 reviews) Amazing place to stay in grand cayman . Great stay for families as well. Every single detail of your stay will be taken care of. Highly recommend. Definitely rent a car if you’re comfortable though since you’re limited to local establishments and have to take public transport or taxis Reviewed on Dec 10, 2025 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/2026-01-17/2026-01-24/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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 $1,491\. 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 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 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 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 [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