Vacation Packages to Windward for 2026
Top Hotel Deals
Christopher Hotel
Pointe Milou, 9 St. Barthelemy
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 ...
Le Barthélemy Hotel & Spa
Baie de Grand Cul de Sac St. Barthelemy
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 ...
Tropical Hotel St Barth
Les Hauts de Saint Jean St. Barthelemy
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. ...
Amnios St Barth
Lagon de Grand-Cul-de Sac St. Barthelemy
Book a stay at this boutique hotel in St. Barthelemy. Enjoy free parking, breakfast (surcharge), and room service. Popular attractions Gustavia Harbor and Grand ...
Lil' Home
548 Route de Dévêt, Devet St. Barthelemy
Stay at this cottage in St. Barthelemy. Enjoy free WiFi, free parking, and private plunge pools. Popular attractions Gustavia Harbor and Grand Cul de Sac are ...
Le Toiny Hôtel & Beach Club
1 Rue du Toiny St. Barthelemy
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 ...
Rosewood Le Guanahani St Barth
Grand Cul De Sac St. Barthelemy
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...
Le Sereno
Grand Cul de Sac BP 19 St. Barthelemy
Book a stay at this luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Grand Cul de Sac ...
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 Lorient Beach are located ...
Hotel Les Ondines Sur La Plage
Grand Cul De Sac Plage St. Barthelemy
Book a stay at this business-friendly hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Tropical Hotel And Beach
Les Hauts De Saint Jean St. Barthelemy Windward
Stay at this hotel in St. Barthelemy. Popular attractions Gustavia Harbor and St. Jean Beach are located nearby.
Ecolodge Fleur de Lune
Grande Saline St. Barthelemy Windward
Stay at this hotel in St. Barthelemy. Enjoy free parking, concierge services, and a restaurant. Popular attractions Gustavia Harbor and Lorient Beach are located ...
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.
Fri, Dec 25 - Sat, Jan 9
SXM
Saint Martin
SBH
Gustavia
$310
Roundtrip
found 3 days ago
Fri, Dec 25 - Sat, Jan 9
SXM
Saint Martin
SBH
Gustavia
$321
Roundtrip
found 3 days ago
Fri, Dec 25 - Sat, Jan 9
SXM
Saint Martin
SBH
Gustavia
$379
Roundtrip
found 3 days ago
Fri, Dec 25 - Sat, Jan 9
SXM
Saint Martin
SBH
Gustavia
$455
Roundtrip
found 3 days ago