Title: Ski Vacations in Grand Cayman 2026 | Expedia.ca ![](https://images.trvl-media.com/place/602874/44f165b3-2262-40ea-a5c9-d3ac3e15e994.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Grand Cayman 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 Grand Cayman Price found within the past 48 hours. Click for updated prices. ![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 $2,142 per person Jan 24 - Jan 31 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (8 reviews) Great boutique property with excelle t staff who were super accommodating. Nourish, the restaurant on premise, was healthy and delicious. It was not fully booked so our stay felt private and quiet. The beach near property is not great. But you can drive to better ones within 10 minutes. Reviewed on Jul 14, 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 $2,829 per person Jan 23 - Jan 30 found 1 day ago Roundtrip 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 $5,872 per person Jan 23 - Jan 30 found 1 day ago Roundtrip 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 ![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 $2,734 per person Jan 23 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) to George Town (GCM) No reviews ![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 $3,636 per person Feb 23 - Mar 2 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 Don't see what you're looking for? See all available trips from Columbus to Grand Cayman [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Grand Cayman 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 $10,843 per person Feb 23 - Mar 2 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.8/10 Exceptional! (953 reviews) The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha Reviewed on Dec 17, 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 $13,223 per person Jan 23 - Jan 30 found 1 day ago Roundtrip flight included Ottawa (YOW) 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 $11,585 per person Feb 23 - Mar 2 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to George Town (GCM) 9.6/10 Exceptional! (1,004 reviews) Best location, beach is the best in the Carribean. Service, food and resort was well acquainted. Reviewed on Dec 18, 2025 Don't see what you're looking for? See all available trips from Columbus to Grand Cayman [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Grand Cayman Price found within the past 48 hours. Click for updated prices. ![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 $1,194 per person Feb 25 - Feb 28 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to George Town (GCM) 9.8/10 Exceptional! (8 reviews) Great boutique property with excelle t staff who were super accommodating. Nourish, the restaurant on premise, was healthy and delicious. It was not fully booked so our stay felt private and quiet. The beach near property is not great. But you can drive to better ones within 10 minutes. Reviewed on Jul 14, 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 $1,991 per person Feb 25 - Feb 28 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 ![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 $2,907 per person Feb 25 - Feb 28 found 1 day ago Roundtrip non-stop 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 Grand Cayman [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Grand Cayman Price found within the past 48 hours. Click for updated prices. ![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 $1,892 per person Feb 19 - Feb 23 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to George Town (GCM) No reviews ![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 $4,680 per person Feb 25 - Mar 1 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to George Town (GCM) No reviews ![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 $4,009 per person Feb 19 - Feb 23 found 1 day ago Roundtrip non-stop 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 Grand Cayman [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GCM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Grand Cayman #### What are some benefits when booking ski vacations in Grand Cayman? 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 Grand Cayman? 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 Grand Cayman, 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 Grand Cayman with some as cheap as CA $1,194\. 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 Grand Cayman. 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 36 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 Grand Cayman. #### Can I book all-inclusive ski vacations in Grand Cayman? 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 Grand Cayman 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 Grand Cayman'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 Grand Cayman? 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 Grand Cayman. 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 36\. 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 Grand Cayman ](https://expedia.ca/Cheap-Flights-To-Grand-Cayman.d602874.Travel-Guide-Flights)[ Grand Cayman Hotels ](https://expedia.ca/Grand-Cayman-Hotels.d602874.Travel-Guide-Hotels)[ Grand Cayman Vacation Rentals ](https://expedia.ca/Grand-Cayman-Vacation-Rentals.d602874.Travel-Guide-VacationRentals)[ Grand Cayman Car Rentals ](https://expedia.ca/Car-Rentals-In-Grand-Cayman.d602874.Car-Rental-Guide)[ Grand Cayman Vacations ](https://expedia.ca/Grand-Cayman.d602874.Destination-Travel-Guides)[ Things to do in Grand Cayman ](https://expedia.ca/Things-To-Do-In-Grand-Cayman.d602874.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