Leeward Vacations & Trips from $2,559
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The Latest Leeward Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Tropical Hotel St Barth
Save 100% on your flight
Price was $3,923, price is now $2,559 per person
$2,559
per person
Feb 8 - Feb 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Gustavia (SBH)
9.8/10 Exceptional! (94 reviews)
A hidden
Gem. Relaxing and chill . Great food .
Reviewed on Jan 9, 2026
Hotel Manapany
Anse des Cayes
Save 100% on your flight
Price was $9,423, price is now $5,823 per person
$5,823
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Jun 15, 2025
Le Toiny Hôtel & Beach Club
Save 100% on your flight
Price was $12,362, price is now $8,715 per person
$8,715
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Gustavia (SBH)
9.8/10 Exceptional! (44 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 Aug 4, 2025
Christopher Hotel
Save 100% on your flight
Price was $8,011, price is now $5,720 per person
$5,720
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Gustavia (SBH)
9.6/10 Exceptional! (226 reviews)
Best service on the island, incredibly beautiful property. Delicious food.
Reviewed on Dec 31, 2025
Find the Best Leeward Vacation Packages
Leeward Essential Information
Language | French |
|---|---|
Currency | Euros |
Local Welcome | Salut / Bonjour |
Local Goodbye | Au revoir / À bientôt |
Closest Airport | Gustaf III Airport (SBH) |
Leeward Hotel Deals
GYP SEA Saint Barth
Le Colombier St. Barthelemy
$1,170 nightly
The price is $1,228 total per night from Jan 11 to Jan 12
$1,228 total
Jan 11 - Jan 12
Total with taxes and fees
9.6/10 Exceptional! (85 reviews)
Great service Amazing beach club
Reviewed on Nov 24, 2025
Reve de Saint Barth
Les Hauts de Flamands, Merlette St. Barthelemy
9.8/10 Exceptional! (51 reviews)
Everything was clean and in great condition, the service was perfect.
Reviewed on Dec 14, 2025
Hotel Barrière Le Carl Gustaf St Barth
Rue des Normands, Lieu Dit Lurin St. Barthelemy Leeward
$2,623 nightly
The price is $2,754 total per night from Jan 13 to Jan 14
$2,754 total
Jan 13 - Jan 14
Total with taxes and fees
9.6/10 Exceptional! (26 reviews)
We absolutely loved the hotel! The staff is amazing, and very accommodating. We celebrated my husband's 40th birthday and they truly made it unforgettable.
Reviewed on Dec 14, 2025
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.
Discover the most popular places to visit in Leeward
Flamands Beach
Why not spend a carefree afternoon at Flamands Beach during your travels in Gustavia? Discover the area's museums and shops.
Colombier Beach
If a restful vacation is part of your travel plans, Colombier Beach might be the perfect place to seek out during your trip to Colombier.
Le P’tit Collectionneur
You can spend an afternoon studying the exhibits at Le P’tit Collectionneur during your travels in Gustavia. Stroll along the beaches or visit the spas in this romantic area.
What to do in Leeward
St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
$56
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
