Search Deals onWindward Vacation Packages
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Le Toiny Hôtel & Beach Club
Save 100% on your flight
per person
Aug 17 - Aug 22
found 6 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Gustavia (SBH)
Stay at this 5-star 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.
Tropical Hotel St Barth
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Gustavia Harbor and St. Jean Beach are located nearby.
Christopher Hotel
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gustavia (SBH)
Stay at this 5-star 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.
GYP SEA Saint Barth
per person
Aug 19 - Aug 24
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Gustavia (SBH)
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Flamands Beach are located nearby.
Le Barthélemy Hotel & Spa
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gustavia (SBH)
Stay at this 5-star 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.
3-4 Night Vacations in Windward
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Windward
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Windward
Christopher Hotel
Pointe Milou, 9, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Rosewood Le Guanahani St Barth
Grand Cul De Sac, St. Barthelemy
Book a stay at this beach hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...
Tropical Hotel St Barth
Les Hauts de Saint Jean, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property ...
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Le Barthélemy Hotel & Spa
Baie de Grand Cul de Sac, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Grand Cul ...
Le Toiny Hôtel & Beach Club
1 Rue du Toiny, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Petit Cul de Sac ...
Hotel Villa Lodge 4 épices
Lagon de Grand-Cul-de Sac, St. Barthelemy
Book a stay at this boutique hotel in St. Barthelemy. Enjoy free breakfast, free parking, and a free airport shuttle. Popular attractions Gustavia Harbor and ...
La Maison Fleur de Lune
Grande Saline, St. Barthelemy, France
Stay at this hotel in St. Barthelemy. Enjoy free WiFi, free parking, and 2 hot tubs. Popular attractions Gustavia Harbor and Saline Beach are located ...
Hotel Les Ondines Sur La Plage
Grand Cul De Sac Plage, St. Barthelemy
Book a stay at this beach hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
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
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,028 Roundtrip, found 6 days ago
$1,028
Roundtrip
found 6 days ago
Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,030 Roundtrip, found 6 days ago
$1,030
Roundtrip
found 6 days ago
Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,039 Roundtrip, found 6 days ago
$1,039
Roundtrip
found 6 days ago
Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,119 Roundtrip, found 6 days ago
$1,119
Roundtrip
found 6 days ago