Title: Mountain Vacations in Leeward Islands 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/602861/19b5a7a4-1471-4d05-a703-f167c1a58b86.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Leeward Islands Mountain 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 Mountain hotel deals in Leeward Islands Price found within the past 48 hours. Click for updated prices. ![The Westin Bora Bora Resort & Spa](https://images.trvl-media.com/lodging/1000000/460000/450700/450698/8cfb7227_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Bora Bora Resort & Spa CA $3,664 per person Nov 23 - Nov 24 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.6/10 Exceptional! (65 reviews) The hotel is ok, but the service is not what we expected. In that kind of price, we really expect some more service. Especial, the cleanliness. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-24/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=450698&paandie=true&HotelClass=40&dealMarker=AHInqYT5nUKkZuSpv67nuUZZQ9tccIOvdeeHCAd8egMTHUlDzT6vDTovN5WlG60S) ![Le Bora Bora by Pearl Resorts](https://images.trvl-media.com/lodging/1000000/560000/558800/558749/37620ff7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Bora Bora by Pearl Resorts CA $4,554 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.4/10 Exceptional! (782 reviews) Our stay at Le Bora Bora was idyllic. We are fans of the Pearl resorts in general. Everything is amazing, we cannot recommend more. One of the best experiences in our life. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=558749&paandie=true&HotelClass=40&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoSfkfzGlw8puLYittMR8-vp) ![Le Taha'a by Pearl Resorts](https://images.trvl-media.com/lodging/1000000/870000/867200/867189/4ac5ec24_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Taha'a by Pearl Resorts CA $5,090 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Raiatea (RFP) 9.6/10 Exceptional! (377 reviews) This hotel is a pure gem. Everything is amazing. Simply one of the best experience of our life…! Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=RFP&NumRoom=1&NumAdult=2&NumChild=0&hotelId=867189&paandie=true&HotelClass=40&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoQAiYOcSEX-GqDS4jfSiKW4) ![Four Seasons Resort Bora Bora](https://images.trvl-media.com/lodging/2000000/1870000/1867200/1867106/dfc7cf17_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Resort Bora Bora CA $6,319 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.6/10 Exceptional! (510 reviews) Stayed here for 3 nights, 4 days Reviewed on Sep 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1867106&paandie=true&HotelClass=40&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoRc7Zr4bVSK3WKcZW5NETkz) ![The St. Regis Bora Bora Resort](https://images.trvl-media.com/lodging/2000000/1410000/1405900/1405888/4be1565b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Bora Bora Resort CA $6,681 per person Dec 13 - Dec 17 found 6 hours ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.6/10 Exceptional! (231 reviews) Everything is good, the only thing that bothers me was there are a lot of mosquitos. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-13/2025-12-17/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1405888&paandie=true&HotelClass=40&dealMarker=B651NWoOhbc-39bVnZnCknZ-jJKZX9FLS05kyR88nN-0HTVOxkuqLuFUdH8s8gm2) Don't see what you're looking for? See all available trips from Columbus to Leeward Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Leeward Islands Price found within the past 48 hours. Click for updated prices. ![Le Taha'a by Pearl Resorts](https://images.trvl-media.com/lodging/1000000/870000/867200/867189/4ac5ec24_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Taha'a by Pearl Resorts CA $5,090 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Raiatea (RFP) 9.6/10 Exceptional! (377 reviews) This hotel is a pure gem. Everything is amazing. Simply one of the best experience of our life…! Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=RFP&NumRoom=1&NumAdult=2&NumChild=0&hotelId=867189&paandie=true&HotelClass=50&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoQAiYOcSEX-GqDS4jfSiKW4) ![Four Seasons Resort Bora Bora](https://images.trvl-media.com/lodging/2000000/1870000/1867200/1867106/dfc7cf17_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Resort Bora Bora CA $6,319 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.6/10 Exceptional! (510 reviews) Stayed here for 3 nights, 4 days Reviewed on Sep 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1867106&paandie=true&HotelClass=50&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoRc7Zr4bVSK3WKcZW5NETkz) ![The St. Regis Bora Bora Resort](https://images.trvl-media.com/lodging/2000000/1410000/1405900/1405888/4be1565b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The St. Regis Bora Bora Resort CA $6,681 per person Dec 13 - Dec 17 found 6 hours ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.6/10 Exceptional! (231 reviews) Everything is good, the only thing that bothers me was there are a lot of mosquitos. Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-13/2025-12-17/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1405888&paandie=true&HotelClass=50&dealMarker=B651NWoOhbc-39bVnZnCknZ-jJKZX9FLS05kyR88nN-0HTVOxkuqLuFUdH8s8gm2) Don't see what you're looking for? See all available trips from Columbus to Leeward Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Leeward Islands Price found within the past 48 hours. Click for updated prices. ![Le Bora Bora by Pearl Resorts](https://images.trvl-media.com/lodging/1000000/560000/558800/558749/37620ff7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Bora Bora by Pearl Resorts CA $4,834 per person Dec 25 - Dec 27 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.4/10 Exceptional! (782 reviews) Our stay at Le Bora Bora was idyllic. We are fans of the Pearl resorts in general. Everything is amazing, we cannot recommend more. One of the best experiences in our life. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-27/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=558749&paandie=true&HotelClass=40&dealMarker=YrECUntz0aYVWoR8SqwNHZ4IMHjuylqbNLMX9CEa-vijVnnvm1Yx91ScXrWsT9OQ) ![Conrad Bora Bora Nui](https://images.trvl-media.com/lodging/17000000/16650000/16649100/16649075/2205f6c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Conrad Bora Bora Nui CA $5,392 per person Nov 28 - Nov 30 found 2 hours ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.4/10 Exceptional! (353 reviews) Most wonderful place ever Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-11-30/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16649075&paandie=true&HotelClass=40&dealMarker=B651NWoOhbc-39bVnZnCkns5C6HDC5yzKbL88c6ht7c3kWezHND5dljuvFnMJPB3) ![Four Seasons Resort Bora Bora](https://images.trvl-media.com/lodging/2000000/1870000/1867200/1867106/dfc7cf17_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Four Seasons Resort Bora Bora CA $8,218 per person Dec 25 - Dec 27 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.6/10 Exceptional! (510 reviews) Stayed here for 3 nights, 4 days Reviewed on Sep 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-27/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1867106&paandie=true&HotelClass=40&dealMarker=YrECUntz0aYVWoR8SqwNHbq-Fi4uEIW1Tl6zQ3VHomId_ERxiWMyrkXLSnVL-HLB) Don't see what you're looking for? See all available trips from Columbus to Leeward Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Leeward Islands Price found within the past 48 hours. Click for updated prices. ![Le Bora Bora by Pearl Resorts](https://images.trvl-media.com/lodging/1000000/560000/558800/558749/37620ff7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Bora Bora by Pearl Resorts CA $4,554 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Bora Bora (BOB) 9.4/10 Exceptional! (782 reviews) Our stay at Le Bora Bora was idyllic. We are fans of the Pearl resorts in general. Everything is amazing, we cannot recommend more. One of the best experiences in our life. Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=558749&paandie=true&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoSfkfzGlw8puLYittMR8-vp) ![Conrad Bora Bora Nui](https://images.trvl-media.com/lodging/17000000/16650000/16649100/16649075/2205f6c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Conrad Bora Bora Nui CA $5,159 per person Dec 16 - Dec 19 found 1 day ago Roundtrip flight included Calgary (YYC) to Bora Bora (BOB) 9.4/10 Exceptional! (353 reviews) Most wonderful place ever Reviewed on Oct 13, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-19/?FromAirport=YYC&Destination=BOB&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16649075&paandie=true&dealMarker=YrECUntz0aYVWoR8SqwNHWggJW59N88pda2olFOoYGiQIviDNqqsWnecxyLxe_2-) ![Le Taha'a by Pearl Resorts](https://images.trvl-media.com/lodging/1000000/870000/867200/867189/4ac5ec24_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Taha'a by Pearl Resorts CA $5,090 per person Jan 8 - Jan 11 found 1 day ago Roundtrip flight included Toronto (YTO) to Raiatea (RFP) 9.6/10 Exceptional! (377 reviews) This hotel is a pure gem. Everything is amazing. Simply one of the best experience of our life…! Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-11/?FromAirport=YTO&Destination=RFP&NumRoom=1&NumAdult=2&NumChild=0&hotelId=867189&paandie=true&dealMarker=AHInqYT5nUKkZuSpv67nuSKh1huHT4mhV0Et3VsAXoQAiYOcSEX-GqDS4jfSiKW4) Don't see what you're looking for? See all available trips from Columbus to Leeward Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-19/2025-11-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=BOB&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 [Leeward Islands Hotels](https://expedia.ca/Destinations-In-Leeward-Islands.d553248635975177549.Hotel-Destinations)[Leeward Islands Vacations](https://expedia.ca/Leeward-Islands.d553248635975177549.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 ![QR code to download the app](data:image/png;base64,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)