Vacation Packages to Leeward for 2026
Leeward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Colombier
Price was $2,621, price is now $2,313 per person
$2,313
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Gustavia (SBH)
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 Beach are located nearby.
Tropical Hotel St Barth
Saint-Jean
Price was $3,223, price is now $2,445 per person
$2,445
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Gustavia (SBH)
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff in our reviews. Popular attractions Gustavia Harbor and St. Jean Beach are located nearby.
Hotel Manapany
Anse des Cayes
Price was $3,639, price is now $2,951 per person
$2,951
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Gustavia (SBH)
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 Beach are located nearby.
Le Toiny Hôtel & Beach Club
Toiny
Price was $3,862, price is now $3,313 per person
$3,313
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Gustavia (SBH)
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Petit Cul de Sac Beach are located nearby.
Le Barthélemy Hotel & Spa
Grand Cul-de-Sac
Price was $4,785, price is now $4,276 per person
$4,276
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Gustavia (SBH)
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Grand Cul de Sac are located nearby.
Christopher Hotel
Pointe Milou
Price was $2,868, price is now $2,630 per person
$2,630
per person
Aug 3 - Aug 7
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Gustavia (SBH)
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Gustavia Harbor and Marigot Beach are located nearby.
Top Hotel Deals
GYP SEA Saint Barth
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 ...
Fouquet's Saint-Barth
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 ...
Pearl Beach Hotel
Plage De St. Jean BP1058 St. Barthelemy French West Indies
1.98 km from city center
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Gustavia Harbor and St. Jean Beach ...
Hotel Manapany
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 ...
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.
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,229 Roundtrip, found 4 days ago
$1,229
Roundtrip
found 4 days ago
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,244 Roundtrip, found 4 days ago
$1,244
Roundtrip
found 4 days ago
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,249 Roundtrip, found 4 days ago
$1,249
Roundtrip
found 4 days ago
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,254 Roundtrip, found 4 days ago
$1,254
Roundtrip
found 4 days ago