Title: Windward Holidays 2026 | Expedia.co.uk [Windward Hotels](https://expedia.co.uk/Destinations-In-Windward.d553248635975177497.Hotel-Destinations)[Holiday Rentals in Windward](https://expedia.co.uk/Destinations-In-Windward.d553248635975177497.Holiday-Rental-Destinations)[Windward Car Hire](https://expedia.co.uk/Destinations-In-Windward.d553248635975177497.Car-Hire-Destinations) ![](https://images.trvl-media.com/place/553248635975748157/ed061e98-6278-4fb2-bd10-fdc8edbedb0d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windward Holidays ## Book a Hotel + Flight or Car together to unlock savings Photo by Charles Guerrero - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected ## Top Windward Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Tropical Hotel St Barth](https://images.trvl-media.com/lodging/1000000/10000/7000/6956/00bf2ae6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tropical Hotel St Barth Save 100% on your flight £3,082 per person 9 May - 17 May found 1 day ago Return direct flight included London (LON) to Gustavia (SBH) 9.8/10 Exceptional! (103 reviews) The service was excellent - especially the concierge. The staff was friendly and always accommodating. The hotel was beautiful; room was spotless and comfortable. We enjoyed the breakfast thoroughly! Would recommend to everyone! Reviewed on 12 Feb 2026 ![Hotel Manapany](https://images.trvl-media.com/lodging/2000000/1190000/1182300/1182278/1e7d33e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Manapany Anse des Cayes Save 100% on your flight £3,365 per person 9 May - 17 May found 1 day ago Return direct flight included London (LON) to Gustavia (SBH) 9.4/10 Exceptional! (66 reviews) The property was exquisite. The entire staff was incredible, especially Noémie from Reception. She went above and beyond to make our 11th anniversary very memorable. I am already looking forward to a more extended visit to Hotel Manapany. Reviewed on 15 Jun 2025 ![Le Toiny Hôtel & Beach Club](https://images.trvl-media.com/lodging/1000000/530000/528500/528429/6d1e834e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Le Toiny Hôtel & Beach Club Save 100% on your flight £5,209 per person 9 May - 17 May found 1 day ago Return direct flight included London (LON) to Gustavia (SBH) 9.8/10 Exceptional! (46 reviews) It was perfect . It’s a beautiful property and the service was a dream. They thought about and catered to everything proactively. Reviewed on 4 Aug 2025 ![GYP SEA Saint Barth](https://images.trvl-media.com/lodging/16000000/15990000/15981000/15980957/f8fa9554_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### GYP SEA Saint Barth Save 100% on your flight £3,358 per person 9 May - 17 May found 1 day ago Return direct flight included London (LON) to Gustavia (SBH) 9.8/10 Exceptional! (90 reviews) Amazing experience 5 stars Reviewed on 2 Mar 2026 ![Christopher Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9481/96a64866_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Christopher Hotel £3,214 per person 9 May - 17 May found 1 day ago Return direct flight included London (LON) to Gustavia (SBH) 9.6/10 Exceptional! (231 reviews) The entire staff was absolutely wonderful along with the view from the pool and room. The overall property needs to be updated and refreshed. Pool area, restaurants or lack of and room were tired. It does not look like the photos.The rug in the bedroom was so dirty with stains, we wore our shoes in the room. Also, it’s a far drive from everything and requires cabs back and forth. We stayed at Eden Rock last trip which was sold out and advised from friends for Christopher. If you are going to spend the money going to St Barths choose another resort for the total experience. Reviewed on 26 Feb 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=PKG_SPRING_PROMO_553248635975177497) ## Windward Essential Information | Language | French | | --------------- | ------------------------ | | Currency | Euros | | Local Welcome | Salut / Bonjour | | Local Goodbye | Au revoir / À bientôt | | Closest Airport | Gustaf III Airport (SBH) | ## Top hotels in Windward ![Christopher Hotel](https://images.trvl-media.com/lodging/1000000/10000/9500/9481/96a64866_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Christopher Hotel Pointe Milou, 9 St. Barthelemy £996 6 Apr - 7 Apr includes taxes & fees 9.6/10 Exceptional! (232 reviews) The entire staff was absolutely wonderful along with the view from the pool and room. The overall property needs to be updated and refreshed. Pool area, restaurants or lack of and room were tired. It does not look like the photos.The rug in the bedroom was so dirty with stains, we wore our shoes ... Reviewed on 26 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=9481&PinnedHotelID=9481&HadPinnedHotel=true®ionId=553248635975177497) ![Tropical Hotel St Barth](https://images.trvl-media.com/lodging/1000000/10000/7000/6956/00bf2ae6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Tropical Hotel St Barth Les Hauts de Saint Jean St. Barthelemy £839 8 Apr - 9 Apr includes taxes & fees 9.8/10 Exceptional! (103 reviews) The service was excellent - especially the concierge. The staff was friendly and always accommodating. The hotel was beautiful; room was spotless and comfortable. We enjoyed the breakfast thoroughly! Would recommend to everyone! Reviewed on 12 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=08%2F04%2F2026&endDate=09%2F04%2F2026&selected=6956&PinnedHotelID=6956&HadPinnedHotel=true®ionId=553248635975177497) ![Rosewood Le Guanahani St Barth](https://images.trvl-media.com/lodging/60000000/59450000/59449600/59449501/c66ac30c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rosewood Le Guanahani St Barth Grand Cul De Sac St. Barthelemy £2,047 6 Apr - 7 Apr includes taxes & fees [](https://expedia.co.uk/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=59449501&PinnedHotelID=59449501&HadPinnedHotel=true®ionId=553248635975177497) [See all 2,085 properties in Windward](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F03%2F2026&endDate=11%2F03%2F2026®ionId=553248635975177497) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Frequently asked questions ### How much does a Windward travel package cost? ### If I'm not able to travel, can I cancel my Windward travel package? ### How do I get a cheap travel package to Windward? ### Does Expedia offer Book Now, Pay Later Windward holidays? > - Pay monthly holidays: Klarna has easy monthly payment plans that fit all budgets, so you can escape on that well-earned holiday now. > - Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option from Klarna. > - Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna. ### How far in advance should I book my Windward holiday? ### What does an Expedia Windward travel package include? ### What should I know before booking a Windward travel package? ### Can I choose my airline with a Windward Expedia travel package? ### Popular places to visit ![Gouverneur Beach featuring general coastal views, a sandy beach and rocky coastline](https://images.trvl-media.com/place/6121008/71cc868b-36db-4345-b602-fa95ada05c86.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gouverneur Beach Why not spend a care-free afternoon at Gouverneur Beach during your travels in Anse du Gouverneur? [](https://expedia.co.uk/Gouverneur-Beach-St-Barthelemy.d6121008.Attraction) ### What to do in Windward ![Panoramic view of vibrant St. Martin ](https://mediaim.expedia.com/localexpert/413439/1889a377-cdfa-4a6e-bdf7-cb7a36cef979.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edge Ferry Tickets to St. Barts £74 per adult **84%** of travellers recommend [](https://expedia.co.uk/things-to-do/edge-ferry-tickets-to-st-barts.a413439.activity-details) ![High-Speed Ferry to St. Barths](https://mediaim.expedia.com/localexpert/176989/803f204c-e59b-47d1-9a40-1a59056c3ffb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### High-Speed Ferry to St. Barths £56 per adult **80%** of travellers recommend [](https://expedia.co.uk/things-to-do/high-speed-ferry-to-st-barths.a176989.activity-details) ![Love Boat](https://mediaim.expedia.com/localexpert/44922206/c1c7bbe9-9d02-4ece-9112-189eeae240bc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Full-Day St Barth Private Charter Tour £1,483 per traveller [](https://expedia.co.uk/things-to-do/full-day-st-barth-private-charter-tour.a44922206.activity-details) [See all activities in Windward](https://expedia.co.uk/things-to-do/search?rid=553248635975177497) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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