Leeward Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Leeward 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 Leeward

GYP SEA Saint Barth

GYP SEA Saint Barth

5 out of 5
Le Colombier, St. Barthelemy
The price is £569 per night from 13 Aug to 14 Aug
£569
13 Aug - 14 Aug
includes taxes & fees
9.6/10 Exceptional! (80 reviews)
"It was an amazing and an unforgettable experience from start to finish. The staff of the hotel and the beach club went out of their way to make sure our stay was memorable and comfortable, starting with a welcome bottle of Moët to celebrate our anniversary. The front desk staff was terrific. They ..."

Reviewed on 31 Jul 2025

GYP SEA Saint Barth
Pearl Beach Hotel

Pearl Beach Hotel

Plage De St. Jean BP1058, St. Barthelemy, French West Indies
The price is £440 per night from 2 Aug to 3 Aug
£440
2 Aug - 3 Aug
includes taxes & fees
9.2/10 Wonderful! (176 reviews)
"Pearl beach was a beautiful surprise for us. From the convenient pick up and drop off at airport. Even though we changed our flight twice to early check in and Late check out. Kind and catering staff. Perfect size rooms. Perfect location. It has it all. Thank you team pearl"

Reviewed on 22 Jul 2025

Pearl Beach Hotel
Reve de Saint Barth

Reve de Saint Barth

Les Hauts de Flamands, Merlette, St. Barthelemy
9.8/10 Exceptional! (42 reviews)
"Everything was fantastic. The manger was amazing and helped us with everything that we needed. Would love to stay here again. Thank you"

Reviewed on 29 Jul 2025

Get rates
Reve de Saint Barth
See all 1,457 properties in Leeward
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Leeward travel package cost?
From as little as . Yes, you read that correctly. Our Leeward travel packages are an easy way to make your dollars go much further. Bundle your hotels, flights and rental car and explore this vibrant destination.
If I'm not able to travel, can I cancel my Leeward travel package?
Plans can change unexpectedly, so yes. You may be able to amend or cancel your Leeward travel package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make changes, but your car rental company, airline or hotel may charge additional fees. Looking for more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Leeward?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Pick the combination that suits your style and see your savings grow. Of course, a package deal is never a one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotels across the world, which lets you customize your Leeward adventure.
Does Expedia offer Book Now, Pay Later Leeward holidays?
Yes. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can lock in that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment plan. Just put down a small deposit on your holiday and then start working on your travel plans.

How far in advance should I book my Leeward holiday?
Reserving your flights early with Expedia means one less thing to worry about. Most carriers display prices up to 12 months prior to departure dates. This is generally the cheapest time to book. If circumstances have left you booking late, low prices to Leeward are still known to appear a few weeks before departure.
What does an Expedia Leeward travel package include?
Much of that is up to you. You can choose from a range of Leeward bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your Leeward trip looks like, you're sure to save!
What should I know before booking a Leeward travel package?
A travel package can be tailored to your budget and is a great way to make your budget go further. How much you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Leeward Expedia travel package?
Most definitely. Expedia has access to more than 550 partner airlines around the world, so you can design your Leeward adventure according to your style and budget.

Popular places to visit

Flamands Beach

Flamands Beach

Why not spend a care-free afternoon at Flamands Beach during your travels in Gustavia? Discover the area's museums and shops.

Flamands Beach
Colombier Beach

Colombier Beach

If a restful holiday is part of your travel plans, Colombier Beach might be the perfect place to visit during your trip to Colombier.

Colombier Beach

What to do in Leeward

St Maarten Shore Excursion: Maho Beach Round-Trip Transfer

St Maarten Shore Excursion: Maho Beach Round-Trip Transfer

£20
per adult
St Maarten Shore Excursion: Maho Beach Round-Trip Transfer
Sunset view at Maho Beach

Amazing Plane Spotting at Maho Beach

£20
per adult
Amazing Plane Spotting at Maho Beach
Panoramic view of vibrant St. Martin

Edge Ferry Tickets to St. Barts

£74
per adult
84% of travellers recommend
Edge Ferry Tickets to St. Barts
See all activities in Leeward

* 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.