Title: Ski Vacations in Cayman Islands 2026/2026 | 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. ![On The Bay](https://images.trvl-media.com/lodging/78000000/77880000/77875800/77875709/b6abd09c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### On The Bay CA $2,294 per person Feb 21 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (6 reviews) We love how secluded the condo was and it was even better that there were only one other unit rented at the same time. It was like our own private resort. The condo was huge and spotless and the view was amazing. This was exactly the trip we wanted to have! Reviewed on May 23, 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 $3,253 per person Feb 21 - Feb 28 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 ![Black Urchin](https://images.trvl-media.com/lodging/74000000/73240000/73234500/73234493/1e827fbe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Black Urchin CA $15,003 per person Feb 21 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (2 reviews) Property is Beautiful and very private. One downside is being so far from extracurricular activities Reviewed on Mar 26, 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 $5,446 per person Jan 15 - Jan 22 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 ![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 $4,682 per person Jan 24 - Jan 31 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 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/2026-01-05/2026-01-12/?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 $2,700 per person Feb 21 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (42 reviews) Our family had an amazing experience at The Grove. The apartments were amazing and the location is perfect with easy access to the beach, stores and restaurants. Christian and Romeo were fantastic! They even gave us brief tour in town when we arrived. From the moment we booked to the ride from and to the airport and the welcome complimentary chocolate and water upon arrival! I highly recommend The Grove! Reviewed on Dec 2, 2025 ![Palm Heights](https://images.trvl-media.com/lodging/33000000/32030000/32028100/32028040/6021695d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palm Heights CA $10,293 per person Feb 21 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (273 reviews) My wife and I came to Palm Heights to celebrate my birthday and Maria and the rest of the staff went above and beyond to make our stay unforgettable! The food at Tillie’s is the best on the island and the spa and gym are amazing! We can’t wait to come back Reviewed on Nov 5, 2025 ![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 $10,523 per person Feb 21 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) Outstanding as usual. Second time at Kimpton Seafire. This place is on a whole different level. Service is top notch, all staff are pleasant and seemed to be abundantly staffed - something the entire world currently struggles with. Beautiful property, pool area, spotless beach. Comfortable lounge chairs. Waterpark is underrated, my 3 and 8 year olds loved it. Wonderful place and cannot wait to come back. Reviewed on Nov 30, 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/2026-01-05/2026-01-12/?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. ![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 $2,167 per person Feb 12 - Feb 15 found 13 hours ago Roundtrip flight included Toronto (YTO) to George Town (GCM) 9.8/10 Exceptional! (432 reviews) The service was excellent Reviewed on Nov 30, 2025 ![Black Urchin](https://images.trvl-media.com/lodging/74000000/73240000/73234500/73234493/1e827fbe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Black Urchin CA $7,092 per person Feb 13 - Feb 16 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) 10/10 Exceptional! (2 reviews) Property is Beautiful and very private. One downside is being so far from extracurricular activities Reviewed on Mar 26, 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 $2,671 per person Jan 6 - Jan 9 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/2026-01-05/2026-01-12/?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. ![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 $2,368 per person Feb 17 - Feb 21 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 ![Black Urchin](https://images.trvl-media.com/lodging/74000000/73240000/73234500/73234493/1e827fbe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Black Urchin CA $9,089 per person Feb 17 - Feb 21 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 10/10 Exceptional! (2 reviews) Property is Beautiful and very private. One downside is being so far from extracurricular activities Reviewed on Mar 26, 2025 ![Cayman Luxury Rentals at Sunset Cove](https://images.trvl-media.com/lodging/115000000/114980000/114971500/114971413/ced839d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cayman Luxury Rentals at Sunset Cove CA $3,634 per person Feb 7 - Feb 11 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) 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/2026-01-05/2026-01-12/?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 $2,167\. 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