Title: Ski Vacations in Five Cays 2026 | Expedia.ca ![](https://images.trvl-media.com/place/2822/1f728c91-ae07-4314-88bf-928ea500a8d7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Five Cays 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 Five Cays Price found within the past 48 hours. Click for updated prices. ![Dream Villas Provo](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/24b5b040_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dream Villas Provo CA $3,428 per person Jan 18 - Jan 24 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) The view from every room is AMAZING. Just a 3 min walk away from the famous “da conch shack”. If you are wanting to visit grace bay, it is a 15-20 min away, we rented a car and visited every day. We loved staying a little away from all the tourist. We couldn’t have been in a more quiet and peaceful place, and we felt nothing but safe in the location. The room was clean, and they were quick to help us with anything we needed & more! Reviewed on Nov 29, 2025 ![West Bay Club](https://images.trvl-media.com/lodging/3000000/2430000/2425600/2425554/94695257_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### West Bay Club Grace Bay CA $4,217 per person Jan 18 - Jan 24 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.2/10 Wonderful! (1,005 reviews) The room was always beautiful and clean! The staff is friendly and remember your name and room number! It’s so close to the beach, peaceful and quiet! Reviewed on Dec 14, 2025 ![Bungalows at Windsong on the Reef](https://images.trvl-media.com/lodging/2000000/1800000/1793300/1793291/df63d90d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bungalows at Windsong on the Reef Grace Bay CA $3,858 per person Feb 22 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Providenciales (PLS) 9/10 Wonderful! (77 reviews) Its y second stay there and i absolutely love it. The only thing i would change would be breakfast, it could use a little updating. Reviewed on Nov 28, 2025 ![South Bank](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/85668a3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Bank Long Bay CA $20,207 per person Jan 18 - Jan 24 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.8/10 Exceptional! (10 reviews) Wonderful experience. Reviewed on Jul 3, 2025 ![The Strand Turks and Caicos](https://images.trvl-media.com/lodging/122000000/121220000/121212700/121212635/62b141ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Strand Turks and Caicos CA $4,078 per person Feb 22 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Providenciales (PLS) No reviews Don't see what you're looking for? See all available trips from Columbus to Five Cays [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Five Cays Price found within the past 48 hours. Click for updated prices. ![Rock House](https://images.trvl-media.com/lodging/73000000/72070000/72061500/72061427/3ee4de3b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rock House CA $7,461 per person Jan 18 - Jan 24 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.6/10 Exceptional! (322 reviews) I travel a lot and I can honestly say this has been my top 3 hotels . Beautiful beach,rooms,pool and food was amazing.. top notch, had the best service from Ron he was so nice and made sure I was good excellent service I will definitely be back! Reviewed on Dec 15, 2025 ![South Bank](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/85668a3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Bank Long Bay CA $20,207 per person Jan 18 - Jan 24 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.8/10 Exceptional! (10 reviews) Wonderful experience. Reviewed on Jul 3, 2025 ![The Ritz-Carlton Residences, Turks & Caicos](https://images.trvl-media.com/lodging/71000000/70040000/70034400/70034313/w4000h2664x0y0-82428ef5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Residences, Turks & Caicos Grace Bay CA $10,249 per person Feb 22 - Feb 28 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Providenciales (PLS) 8.4/10 Very Good! (16 reviews) clean , friendly staff, great food. everything is pricey, but if it wasn’t. think of all the other vacationers who would be there !!! your paying alot also to avoid crowds Reviewed on Jul 19, 2025 Don't see what you're looking for? See all available trips from Columbus to Five Cays [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Five Cays Price found within the past 48 hours. Click for updated prices. ![West Bay Club](https://images.trvl-media.com/lodging/3000000/2430000/2425600/2425554/94695257_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### West Bay Club Grace Bay CA $2,485 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Providenciales (PLS) 9.2/10 Wonderful! (1,005 reviews) The room was always beautiful and clean! The staff is friendly and remember your name and room number! It’s so close to the beach, peaceful and quiet! Reviewed on Dec 14, 2025 ![The Ritz-Carlton Residences, Turks & Caicos](https://images.trvl-media.com/lodging/71000000/70040000/70034400/70034313/w4000h2664x0y0-82428ef5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton Residences, Turks & Caicos Grace Bay CA $5,567 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Providenciales (PLS) 8.4/10 Very Good! (16 reviews) clean , friendly staff, great food. everything is pricey, but if it wasn’t. think of all the other vacationers who would be there !!! your paying alot also to avoid crowds Reviewed on Jul 19, 2025 ![Beachfront at Windsong on the Reef](https://images.trvl-media.com/lodging/21000000/20850000/20846500/20846403/d6256a69_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beachfront at Windsong on the Reef Grace Bay CA $3,258 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Providenciales (PLS) 9.4/10 Exceptional! (86 reviews) Lighting was horrendous in the bedroom and they don’t have darkening blinds. Makes no sense. I found it very frustrating. Staff was friendly, but not very accommodating. Reviewed on Dec 16, 2025 Don't see what you're looking for? See all available trips from Columbus to Five Cays [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Five Cays Price found within the past 48 hours. Click for updated prices. ![Dream Villas Provo](https://images.trvl-media.com/lodging/97000000/96370000/96368700/96368651/24b5b040_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dream Villas Provo CA $2,769 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Toronto (YTZ) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) The view from every room is AMAZING. Just a 3 min walk away from the famous “da conch shack”. If you are wanting to visit grace bay, it is a 15-20 min away, we rented a car and visited every day. We loved staying a little away from all the tourist. We couldn’t have been in a more quiet and peaceful place, and we felt nothing but safe in the location. The room was clean, and they were quick to help us with anything we needed & more! Reviewed on Nov 29, 2025 ![South Bank](https://images.trvl-media.com/lodging/100000000/99670000/99663000/99662916/85668a3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### South Bank Long Bay CA $3,894 per person Mar 9 - Mar 13 found 1 day ago Roundtrip flight included Toronto (YTZ) to Providenciales (PLS) 9.8/10 Exceptional! (10 reviews) Wonderful experience. Reviewed on Jul 3, 2025 ![The Strand Turks and Caicos](https://images.trvl-media.com/lodging/122000000/121220000/121212700/121212635/62b141ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Strand Turks and Caicos CA $2,897 per person Feb 1 - Feb 5 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Providenciales (PLS) No reviews Don't see what you're looking for? See all available trips from Columbus to Five Cays [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-18/2026-01-25/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Five Cays #### What are some benefits when booking ski vacations in Five Cays? 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 Five Cays? 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 Five Cays, 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 Five Cays with some as cheap as CA $2,485\. 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 Five Cays. 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 50 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 Five Cays. #### Can I book all-inclusive ski vacations in Five Cays? 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 Five Cays 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 Five Cays'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 Five Cays? 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 Five Cays. 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 50\. 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 Five Cays ](https://expedia.ca/Cheap-Flights-To-Five-Cays.d11672.Travel-Guide-Flights)[ Five Cays Hotels ](https://expedia.ca/Five-Cays-Hotels.d11672.Travel-Guide-Hotels)[ Five Cays Vacation Rentals ](https://expedia.ca/Five-Cays-Vacation-Rentals.d11672.Travel-Guide-VacationRentals)[ Five Cays Car Rentals ](https://expedia.ca/Car-Rentals-In-Five-Cays.d11672.Car-Rental-Guide)[ Five Cays Vacations ](https://expedia.ca/Five-Cays.d11672.Destination-Travel-Guides)[ Things to do in Five Cays ](https://expedia.ca/Things-To-Do-In-Five-Cays.d11672.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