
Leeward Vacations & Trips from $2,923
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The Latest Leeward Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Tropical Hotel St Barth
Saint-Jean
Save 100% on your flight
Price was $4,060, price is now $2,923 per person
$2,923
per person
Jul 27 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gustavia (SBH)
9.8/10 Exceptional! (109 reviews)
Great and beautiful hotel, nice food, excellent location! Loved it
Reviewed on May 5, 2026

Fouquet's Saint-Barth
Lurin
Save 100% on your flight
Price was $5,651, price is now $4,224 per person
$4,224
per person
Jun 13 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Gustavia (SBH)
9.8/10 Exceptional! (31 reviews)
Amazing boutique hotel, best location. Excellent service and staff. Worth every penny!
Reviewed on Mar 11, 2026

Le Toiny Hôtel & Beach Club
Toiny
Save 100% on your flight
Price was $5,608, price is now $4,241 per person
$4,241
per person
Jun 13 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Gustavia (SBH)
9.8/10 Exceptional! (48 reviews)
Spectacular property with a wonderful, attentive staff. Couldn’t have been a better stay!
Reviewed on May 3, 2026

GYP SEA Saint Barth
Colombier
Price was $3,968, price is now $3,179 per person
$3,179
per person
Jul 27 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gustavia (SBH)
9.8/10 Exceptional! (95 reviews)
Wonderful hotel. I would definitely stay there again. If you prefer quiet and relaxing, this is the place.
Reviewed on May 7, 2026

Christopher Hotel
Pointe Milou
Price was $3,634, price is now $2,982 per person
$2,982
per person
Jul 27 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gustavia (SBH)
9.6/10 Exceptional! (237 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 Apr 28, 2026
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
$761 nightly
The price is $801 total per night from May 12 to May 13
$801 total
May 12 - May 13
Total with taxes and 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 May 7, 2026

Fouquet's Saint-Barth
Rue des Normands, Lieu Dit Lurin St. Barthelemy Leeward
$1,214 nightly
The price is $1,274 total per night from Jun 8 to Jun 9
$1,274 total
Jun 8 - Jun 9
Total with taxes and fees
9.8/10 Exceptional! (31 reviews)
Amazing boutique hotel, best location. Excellent service and staff. Worth every penny!
Reviewed on Mar 11, 2026

Hotel Manapany
Anse des Cayes St. Barthelemy
$1,212 nightly
The price is $1,275 total per night from Jun 7 to Jun 8
$1,275 total
Jun 7 - Jun 8
Total with taxes and fees
9.4/10 Exceptional! (71 reviews)
Lovely, “barefoot chic” hotel that is top class in all respects
Reviewed on Apr 27, 2026
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.
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