
Book Exclusive Windward Vacation Packages
Windward flight + hotel packages
Price found within the past 48 hours. Click for updated prices.

GYP SEA Saint Barth
Save 100% on your flight
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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 Toiny Hôtel & Beach Club
Save 100% on your flight
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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 5 - Aug 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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.

Le Barthélemy Hotel & Spa
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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.

Christopher Hotel
per person
Aug 5 - Aug 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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.
Top Windward hotels deals

Christopher Hotel
Pointe Milou, 9, St. Barthelemy
The price is CA $1,181 per night
CA $1,181
CA $1,499 total
Aug 6 - Aug 7
includes taxes & fees
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.
Pool
Breakfast included

Rosewood Le Guanahani St Barth
Grand Cul De Sac, St. Barthelemy
The price is CA $1,352 per night
CA $1,352
CA $1,419 total
Jul 11 - Jul 12
includes taxes & fees
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 are located nearby.
Pool
Breakfast included

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 condition in our reviews. Popular attractions Gustavia Harbor and St. Jean Beach are located nearby.
Pool
Breakfast included

Le Barthélemy Hotel & Spa
Baie de Grand Cul de Sac, St. Barthelemy
The price is CA $1,539 per night
CA $1,539
CA $2,019 total
Jul 15 - Jul 16
includes taxes & fees
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.
On private beach
Pool

Le Toiny Hôtel & Beach Club
1 Rue du Toiny, St. Barthelemy
The price is CA $1,608 per night
CA $1,608
CA $1,688 total
Aug 4 - Aug 5
includes taxes & fees
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.
Pool
Breakfast included
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.
Popular places to visit

Lorient Beach
4.5/5(4 reviews)
Why not spend a carefree afternoon at Lorient Beach during your travels in Quartier Lorient? You can enjoy the restaurants while in the area.

Gouverneur Beach
3/5(1 review)
Why not spend a carefree afternoon at Gouverneur Beach during your travels in Anse du Gouverneur?

Saline Beach
4/5(5 reviews)
Why not spend a carefree afternoon at Saline Beach during your travels in Morne Rouge?
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