Leeward Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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 Leeward Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Le Toiny Hôtel & Beach Club
GYP SEA Saint Barth
Le Barthélemy Hotel & Spa

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 £588 per night from 13 Jul to 14 Jul
£588
13 Jul - 14 Jul
includes taxes & fees
9.8/10 Exceptional! (99 reviews)
"Very nice property. Wonderful staff."

Reviewed on 26 Jun 2026

GYP SEA Saint Barth
Fouquet's Saint-Barth

Fouquet's Saint-Barth

5 out of 5
Rue des Normands, Lieu Dit Lurin St. Barthelemy Leeward
The price is £1,223 per night from 19 Jul to 20 Jul
£1,223
19 Jul - 20 Jul
includes taxes & fees
9.8/10 Exceptional! (35 reviews)
"Great location, luxury and very comfortable room with great terrace and best view in St Barts. Will be back!"

Reviewed on 25 May 2026

Fouquet's Saint-Barth
Pearl Beach Hotel

Pearl Beach Hotel

Plage De St. Jean BP1058 St. Barthelemy French West Indies
The price is £489 per night from 5 Jul to 6 Jul
£489
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (201 reviews)
"Pearl Beach Hotel is one of a kind. We went for my girlfriends birthday and loved every minute of our stay. The staff was amazing throughout our time there - they were attentive, patient and helpful. The manager and front desk staff were awesome and always pleasant. The room was immaculate and spacious. ..."

Reviewed on 8 Jun 2026

Pearl Beach Hotel
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.

Frequently asked questions

How much does a Leeward travel package cost?
From as little as £4,507. 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.

What to do 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.