Title: Five Cays Mountain Vacations 2026/2027 | Expedia.com ![](https://images.trvl-media.com/place/11672/d2d90a11-08a9-4e50-887d-b91554f7945e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Five Cays Mountain Vacations and Getaways ## Book a Mountain Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 ## Top Mountain vacation packages in Five Cays Price found within the past 48 hours. Click for updated prices. ![Windsong on the Reef](https://images.trvl-media.com/lodging/3000000/2430000/2422200/2422198/12b8b359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windsong on the Reef Grace Bay Save 100% on your flight $1,712 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.2/10 Wonderful! (1,003 reviews) Everything was perfect and beautiful. Good food. All great Reviewed on Mar 1, 2026 ![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 $2,229 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) Excellent location. Walking distance to 2 restaurants, small store across street. Very clean and modern. Comfortable beds. Everything you need for a relaxing beach vacation! Reviewed on Feb 26, 2026 ![Beachfront at Windsong on the Reef](https://images.trvl-media.com/lodging/21000000/20850000/20846500/20846403/159db57d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beachfront at Windsong on the Reef Grace Bay Save 100% on your flight $2,363 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.2/10 Wonderful! (117 reviews) Great room. Lovely resort, friendly staff. Easy access to town Reviewed on Feb 15, 2026 ![Bungalows at Windsong on the Reef](https://images.trvl-media.com/lodging/2000000/1800000/1793300/1793291/bb54e1cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bungalows at Windsong on the Reef Grace Bay Save 100% on your flight $1,980 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9/10 Wonderful! (84 reviews) The staff was wonderful, our room was spotless and very comfortable, the beach was beautiful Reviewed on Feb 19, 2026 ![The Park in Grace Bay](https://images.trvl-media.com/lodging/121000000/120070000/120063400/120063392/w1778h1200x22y0-fe85e0d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Park in Grace Bay Grace Bay Save 100% on your flight $2,496 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) 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.com/go/package/search/FlightHotel/2026-04-02/2026-04-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain vacations in Five Cays Price found within the past 48 hours. Click for updated prices. ![Beachfront at Windsong on the Reef](https://images.trvl-media.com/lodging/21000000/20850000/20846500/20846403/159db57d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beachfront at Windsong on the Reef Grace Bay Save 100% on your flight $2,363 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.2/10 Wonderful! (117 reviews) Great room. Lovely resort, friendly staff. Easy access to town Reviewed on Feb 15, 2026 ![The Shore Club Turks and Caicos](https://images.trvl-media.com/lodging/16000000/15440000/15438900/15438835/fb1fd0ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Shore Club Turks and Caicos Long Bay Save 100% on your flight $2,655 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.4/10 Exceptional! (871 reviews) Beautiful hotel with excellent service Reviewed on Feb 28, 2026 ![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 Save 100% on your flight $2,368 per person May 10 - May 16 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.6/10 Exceptional! (322 reviews) Very clean, staff attentive! Reviewed on Feb 25, 2026 Don't see what you're looking for? See all available trips from Columbus to Five Cays [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-02/2026-04-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain vacations in Five Cays Price found within the past 48 hours. Click for updated prices. ![Windsong on the Reef](https://images.trvl-media.com/lodging/3000000/2430000/2422200/2422198/12b8b359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Windsong on the Reef Grace Bay Save 100% on your flight $1,179 per person May 18 - May 21 found 21 hours ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.2/10 Wonderful! (1,003 reviews) Everything was perfect and beautiful. Good food. All great Reviewed on Mar 1, 2026 ![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 Save 100% on your flight $1,560 per person May 18 - May 21 found 21 hours ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) Excellent location. Walking distance to 2 restaurants, small store across street. Very clean and modern. Comfortable beds. Everything you need for a relaxing beach vacation! Reviewed on Feb 26, 2026 ![The Park in Grace Bay](https://images.trvl-media.com/lodging/121000000/120070000/120063400/120063392/w1778h1200x22y0-fe85e0d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Park in Grace Bay Grace Bay Save 100% on your flight $1,643 per person Apr 24 - Apr 27 found 1 day ago Roundtrip non-stop flight included Boston (BOS) 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.com/go/package/search/FlightHotel/2026-04-02/2026-04-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain vacations in Five Cays Price found within the past 48 hours. Click for updated prices. ![Beachfront at Windsong on the Reef](https://images.trvl-media.com/lodging/21000000/20850000/20846500/20846403/159db57d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beachfront at Windsong on the Reef Grace Bay Save 100% on your flight $1,967 per person May 11 - May 15 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9.2/10 Wonderful! (117 reviews) Great room. Lovely resort, friendly staff. Easy access to town Reviewed on Feb 15, 2026 ![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 Save 100% on your flight $2,184 per person Apr 13 - Apr 17 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Providenciales (PLS) 9/10 Wonderful! (53 reviews) Excellent location. Walking distance to 2 restaurants, small store across street. Very clean and modern. Comfortable beds. Everything you need for a relaxing beach vacation! Reviewed on Feb 26, 2026 ![The Park in Grace Bay](https://images.trvl-media.com/lodging/121000000/120070000/120063400/120063392/w1778h1200x22y0-fe85e0d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Park in Grace Bay Grace Bay Save 100% on your flight $1,994 per person May 11 - May 15 found 1 day ago Roundtrip non-stop flight included Boston (BOS) 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.com/go/package/search/FlightHotel/2026-04-02/2026-04-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing mountains vacations in Five Cays #### How to plan for a mountain vacation in Five Cays? The first step to planning your mountain vacation to Five Cays is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Five Cays, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Five Cays, from famous chain hotels to charming cabins. The [vacation planning page](https://www.expedia.com/lp/b/vacations/planning) has more tips for organizing your Five Cays mountain vacation. #### What amenities should I look for when booking a mountain resort in Five Cays? When booking accommodation for your mountain vacation to Five Cays, check to see if where you're staying has heating. Five Cays's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Five Cays vacation package. #### Why should I choose a package for my mountain vacation in Five Cays? Choosing a package for your Five Cays vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment. #### What does a Five Cays package typically include? Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Five Cays from $1,179\. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Five Cays vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Five Cays all-inclusive vacation packages as these include all meals. #### How can I book my Five Cays on Expedia? Comparing some of the best deals using the search wizard is one of the first steps to booking your Five Cays mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Five Cays package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's [payment plans](https://www.expedia.com/lp/b/vacations/payment-plans). #### Why book your Five Cays mountain vacation with Expedia? With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Five Cays vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts. #### Can I cancel my mountain vacation package booking? Yes, as most of Expedia's mountain vacation packages to Five Cays are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Five Cays vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Five Cays vacation packages. #### What types of mountain accommodations are available in Five Cays? 5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Five Cays. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation. ## 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.com/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.com/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) Kid Friendly Vacations 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Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/3000428343/Mentone) > - [Tennessee Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/244/Tennessee) > - [Mammoth Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/553248635975849999/Mammoth) > - [East Coast Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/6208779/East-Coast) > - [Virginia Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/248/Virginia) > - [Ozark Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/9066/Ozark) > - [Windham Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/10053/Windham) > - [Lookout Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/6338578/Lookout) > - [Arkansas Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/205/Arkansas) > - [Kentucky Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/219/Kentucky) > - [United States of America Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/201/United-States-of-America) > - [South Carolina Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/242/South-Carolina) > - [Iron Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/553248634539843305/Iron) > - [Alabama Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/202/Alabama) > - [Buffalo Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/3000405545/Buffalo) > - [West Virginia Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/250/West-Virginia) ## More Vacation Ideas [Flights to Five Cays ](https://expedia.com/Cheap-Flights-To-Five-Cays.d11672.Travel-Guide-Flights)[ Five Cays Hotels ](https://expedia.com/Five-Cays-Hotels.d11672.Travel-Guide-Hotels)[ Vacation Rentals in Five Cays ](https://expedia.com/Five-Cays-Vacation-Rentals.d11672.Travel-Guide-VacationRentals)[ Car Rentals in Five Cays ](https://expedia.com/Car-Rentals-In-Five-Cays.d11672.Car-Rental-Guide)[ Five Cays Vacations ](https://expedia.com/Five-Cays.d11672.Destination-Travel-Guides)[ Things to do in Five Cays ](https://expedia.com/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 even more - get up to 20% on select hotels 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