Vacation Packages to Leeward for 2026

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Top Hotel Deals

GYP SEA Saint Barth

GYP SEA Saint Barth

5 out of 5
Le Colombier St. Barthelemy
0.83 km from city center
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Flamands ...
Reve de Saint Barth

Reve de Saint Barth

Les Hauts de Flamands, Merlette St. Barthelemy
0.32 km from city center
Book a stay at this business-friendly hotel in St. Barthelemy. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Gustavia Harbor and ...
Hotel Manapany

Hotel Manapany

5 out of 5
Anse des Cayes St. Barthelemy
1.17 km from city center
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Anse des Cayes ...
Pearl Beach Hotel

Pearl Beach Hotel

Plage De St. Jean BP1058 St. Barthelemy French West Indies
1.98 km from city center
Book a stay at this beach hotel in St. Barthelemy. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Gustavia Harbor and St. Jean Beach ...
Hotel Barrière Le Carl Gustaf St Barth

Hotel Barrière Le Carl Gustaf St Barth

5 out of 5
Rue des Normands, Lieu Dit Lurin St. Barthelemy Leeward
2.37 km from city center
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Shell Beach ...
Villa Nagabaaja

Villa Nagabaaja

Anse des cayes St. Barthelemy Saint Barthelemy
1.15 km from city center
Book a stay at this family-friendly guesthouse in St. Barthelemy. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Gustavia Harbor ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Mar 25 - Tue, Mar 31
LGA
New York
SBH
Gustavia
$609 Roundtrip, found 9 hours ago
$609
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Mar 25 from New York to Gustavia, returning Tue, Mar 31, priced at $609 found 9 hours ago
JetBlue Airways
Wed, Mar 25 - Tue, Mar 31
JFK
New York
SBH
Gustavia
$669 Roundtrip, found 9 hours ago
$669
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Mar 25 from New York to Gustavia, returning Tue, Mar 31, priced at $669 found 9 hours ago
United
Wed, Mar 25 - Tue, Mar 31
LGA
New York
SBH
Gustavia
$674 Roundtrip, found 9 hours ago
$674
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Mar 25 from New York to Gustavia, returning Tue, Mar 31, priced at $674 found 9 hours ago
JetBlue Airways
Wed, Mar 25 - Tue, Mar 31
JFK
New York
SBH
Gustavia
$699 Roundtrip, found 9 hours ago
$699
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Mar 25 from New York to Gustavia, returning Tue, Mar 31, priced at $699 found 9 hours ago