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 Barthélemy Hotel & Spa

Le Barthélemy Hotel & Spa

5 out of 5
Grand Cul-de-Sac
Price was £6,181, price is now £5,417 per person
£5,417
per person
23 Jun - 30 Jun
found 10 hours ago
Return direct flight included
London (LGW) to Gustavia (SBH)
9.8/10 Exceptional! (87 reviews)
We had a fabulous stay from start to finish. All the staff were welcoming and attentive and the concierge service was super helpful with recommendations and organizing bookings for restaurants. The hotel had great amenities including the spa, and our beachfront suite was wonderful. Being able to swim out to see turtles in the lagoon was a real highlight for the whole family.

Reviewed on 6 Apr 2026

Le Toiny Hôtel & Beach Club

Le Toiny Hôtel & Beach Club

5 out of 5
Toiny
Price was £11,029, price is now £8,715 per person
£8,715
per person
15 Jul - 25 Jul
found 1 day ago
Return flight included
London (LHR) to Gustavia (SBH)
9.8/10 Exceptional! (50 reviews)
Spectacular property with a wonderful, attentive staff. Couldn’t have been a better stay!

Reviewed on 3 May 2026

Tropical Hotel St Barth

Tropical Hotel St Barth

5 out of 5
Saint-Jean
Price was £7,707, price is now £6,416 per person
£6,416
per person
26 Jun - 5 Jul
found 11 hours ago
Return flight included
Birmingham (BHX) to Gustavia (SBH)
9.8/10 Exceptional! (111 reviews)
Perfect place and good location

Reviewed on 14 May 2026

Hotel Manapany

Hotel Manapany

5 out of 5
Anse des Cayes
Price was £9,269, price is now £8,239 per person
£8,239
per person
26 Jun - 5 Jul
found 11 hours ago
Return flight included
Birmingham (BHX) to Gustavia (SBH)
9.4/10 Exceptional! (71 reviews)
365 degrees of beauty the eye wanders off to more and more beauty! The staff is excellent, kind and so so lovely! The concierge took care of our every need! We’re definitely going to stay again!

Reviewed on 16 Mar 2026

Christopher Hotel

Christopher Hotel

5 out of 5
Pointe Milou
Price was £6,932, price is now £6,205 per person
£6,205
per person
25 Jul - 1 Aug
found 1 day ago
Return flight included
London (LHR) to Gustavia (SBH)
9.6/10 Exceptional! (238 reviews)
Breakfast was outstanding every day! ALL the staff at the hotel were very professional, attentive to customers, efficient. Bedrooms are amazing, spacious with all great attention and practicability. Only drawbacks are the costs and quality/quantity of food provided for the diner meals (low quantity and TOO, TOO expensive for what you get in your plate!). Being a French establishment, it shouldn't be like that. People are eating once and then, they go shopping at SUPER-U - 10x cheaper. It would be better to try to keep your clients on-site for lunch and diners and therefore, charge less $$ (more realistic prices!). Thank you!

Reviewed on 28 Apr 2026

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 £640 per night from 28 May to 29 May
£640
28 May - 29 May
includes taxes & fees
9.8/10 Exceptional! (96 reviews)
Wonderful hotel. I would definitely stay there again. If you prefer quiet and relaxing, this is the place.

Reviewed on 7 May 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 £1,111 per night from 15 Jun to 16 Jun
£1,111
15 Jun - 16 Jun
includes taxes & fees
9.8/10 Exceptional! (31 reviews)
Amazing boutique hotel, best location. Excellent service and staff. Worth every penny!

Reviewed on 11 Mar 2026

Fouquet's Saint-Barth
Hotel Manapany

Hotel Manapany

5 out of 5
Anse des Cayes St. Barthelemy
The price is £928 per night from 7 Jun to 8 Jun
£928
7 Jun - 8 Jun
includes taxes & fees
9.4/10 Exceptional! (71 reviews)
Lovely, “barefoot chic” hotel that is top class in all respects

Reviewed on 27 Apr 2026

Hotel Manapany
See all 1,460 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 £5,417. 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.

* 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.