Title: Adventure Vacations in Five Cays 2025/2026 | 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 Adventure 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 Adventure hotel deals in Five Cays Price found within the past 48 hours. Click for updated prices. ![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 $3,639 per person Jan 19 - Jan 26 found 23 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9/10 Wonderful! (76 reviews) Stayed here for the last 8 years, some changes, not our best experience. But the location is great. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=YHM&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1793291&paandie=true&HotelClass=40&dealMarker=QuK1rqMZPHJRtS78TWM_2xI_kZgg0fIzKaEEV_6VBJ_uXu735POyhR-gTD0SWhnW) ![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 $3,798 per person Jan 19 - Jan 26 found 23 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9/10 Wonderful! (52 reviews) Overall everything was great the property just had some renovations taking place so it was noise and things within the room weren’t working such as the light and WiFi. The tv would sometimes turn off on its own as well. We had only about two towels and the shower didn’t have anywhere for us to put own soap down nor even our body wash Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=YHM&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96368651&paandie=true&HotelClass=40&dealMarker=QuK1rqMZPHJRtS78TWM_2xI_kZgg0fIzKaEEV_6VBJ_HLUqp2Xh44WwQQzICI5Os) ![Long Bay Beach Club](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/72d1e570_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Long Bay Beach Club Long Bay CA $15,816 per person Jan 10 - Jan 17 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Providenciales (PLS) 10/10 Exceptional! (3 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YOW&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95731458&paandie=true&HotelClass=40&dealMarker=12yv9CccbaW7db2uDmEm4sjXDvbOaOWDjmAsfpnHKxhEgqdLqnEo4feNwbcRg_bs) ![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 $4,494 per person Jan 19 - Jan 26 found 23 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.4/10 Exceptional! (83 reviews) My issue was paying more for the room (about $1k/per night) with the swim-up pool, thinking it was exclusive/private to those who paid more for that type of room, but come to find out, that pool was for all hotel guests. That should be disclosed when booking. Nowhere online is that specified. Had I known, I would have booked the cheapest room there & use the swim-up pool, since it’s accessible to all hotel guests. But I over-spent on that room for nothing. Felt misled. So. Don’t spend the extra money on the room with the swim-up pool. Save your money, book a cheaper room & you can still use that same pool that others paid more for. Reviewed on Oct 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=YHM&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20846403&paandie=true&HotelClass=40&dealMarker=QuK1rqMZPHJRtS78TWM_2xI_kZgg0fIzKaEEV_6VBJ9D9M-J9FGH8hBd5-FCSvql) ![Point Grace](https://images.trvl-media.com/lodging/17000000/16430000/16420900/16420848/76d1c18b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Point Grace Grace Bay CA $6,665 per person Jan 19 - Jan 26 found 23 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.6/10 Exceptional! (292 reviews) Loved the boutique feel on beautiful Grace Bay. Beach is wonderful; not too crowded. But they are constructing a new building and the noise started at 7 a.m. and lasted all day; there is also contruction next door to the Point Grace property by St Regis (3 buildings are going up). Reviewed on Oct 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=YHM&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16420848&paandie=true&HotelClass=40&dealMarker=QuK1rqMZPHJRtS78TWM_2xI_kZgg0fIzKaEEV_6VBJ9l5A9nbk_1haPLHZbZLQv3) 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/2025-12-05/2025-12-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adventure holidays in Five Cays Price found within the past 48 hours. Click for updated prices. ![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 CA $5,390 per person Jan 19 - Jan 26 found 23 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) 9.4/10 Exceptional! (866 reviews) Amazing views. Amazing staff Reviewed on Oct 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=YHM&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15438835&paandie=true&HotelClass=50&dealMarker=Fgvoc180JSzp4rXAHTtHdGDAC6HpqMdJDfu5DjAPGaZjVsVu6swvRu8zzmtw2NKB) ![Long Bay Beach Club](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/72d1e570_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Long Bay Beach Club Long Bay CA $15,816 per person Jan 10 - Jan 17 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Providenciales (PLS) 10/10 Exceptional! (3 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YOW&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95731458&paandie=true&HotelClass=50&dealMarker=12yv9CccbaW7db2uDmEm4sjXDvbOaOWDjmAsfpnHKxhEgqdLqnEo4feNwbcRg_bs) ![The Villas at the Shore Club](https://images.trvl-media.com/lodging/28000000/27380000/27370100/27370090/95552d27_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at the Shore Club Long Bay CA $31,088 per person Jan 19 - Jan 26 found 2 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Providenciales (PLS) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-26/?FromAirport=YHM&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=27370090&paandie=true&HotelClass=50&dealMarker=sKMJ9MvEr6olafSwWYLqq-JsgXLw7UakV1A2A3WoeZR8TmKyO6pdzgRJg80Ae4B4) 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/2025-12-05/2025-12-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in Five Cays Price found within the past 48 hours. Click for updated prices. ![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 $1,833 per person Jan 29 - Feb 1 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Providenciales (PLS) 9/10 Wonderful! (76 reviews) Stayed here for the last 8 years, some changes, not our best experience. But the location is great. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-29/2026-02-01/?FromAirport=YTO&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1793291&paandie=true&HotelClass=40&dealMarker=0BT5e9TasvXHG4H2pR9_suL5w51Y6S3lynYKVqCOoCGClPfib_7ukjPy9XqOeN5Z) ![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 $4,476 per person Dec 19 - Dec 22 found 1 day ago Roundtrip flight included Toronto (YTO) to Providenciales (PLS) 9/10 Wonderful! (52 reviews) Overall everything was great the property just had some renovations taking place so it was noise and things within the room weren’t working such as the light and WiFi. The tv would sometimes turn off on its own as well. We had only about two towels and the shower didn’t have anywhere for us to put own soap down nor even our body wash Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-22/?FromAirport=YTO&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96368651&paandie=true&HotelClass=40&dealMarker=0BT5e9TasvXHG4H2pR9_spQogsQttXYqYN6icT2O89sAtdinQv4heXhTBvhP_fPv) ![Long Bay Beach Club](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/72d1e570_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Long Bay Beach Club Long Bay CA $8,137 per person Jan 15 - Jan 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Providenciales (PLS) 10/10 Exceptional! (3 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-18/?FromAirport=YTO&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95731458&paandie=true&HotelClass=40&dealMarker=12yv9CccbaW7db2uDmEm4jMWZpRDJMC5qWvYWThqMK_PdKNbsz68yltU7O_RmEqQ) 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/2025-12-05/2025-12-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure 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 $2,216 per person Jan 15 - Jan 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Providenciales (PLS) 9/10 Wonderful! (52 reviews) Overall everything was great the property just had some renovations taking place so it was noise and things within the room weren’t working such as the light and WiFi. The tv would sometimes turn off on its own as well. We had only about two towels and the shower didn’t have anywhere for us to put own soap down nor even our body wash Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-19/?FromAirport=YTO&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96368651&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4gT_69z_Q_mDcgvxmYQX5zRYFgScpYF1FgRPpgQO-hgD) ![Long Bay Beach Club](https://images.trvl-media.com/lodging/96000000/95740000/95731500/95731458/72d1e570_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Long Bay Beach Club Long Bay CA $20,716 per person Dec 23 - Dec 27 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Providenciales (PLS) 10/10 Exceptional! (3 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-27/?FromAirport=YTO&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95731458&paandie=true&dealMarker=12yv9CccbaW7db2uDmEm4uwnYJE48Qjdpv0Qku5qtXlOsg_SHUvdanRIvJzovAbI) ![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 $2,299 per person Jan 15 - Jan 19 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Providenciales (PLS) 9/10 Wonderful! (76 reviews) Stayed here for the last 8 years, some changes, not our best experience. But the location is great. Reviewed on Oct 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-19/?FromAirport=YTO&Destination=PLS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1793291&paandie=true&dealMarker=DWcgThExQqQOJGlRB-TueG5FbAhGp_0Y3n7r49qi8YngLWNurejAtnpHC_NDmDOf) 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/2025-12-05/2025-12-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MDS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 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) ## 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 ![QR code to download the app](data:image/png;base64,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)