Search Deals onWindward Vacation Packages
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Tropical Hotel St Barth
Save 100% on your flight
Price was $3,777, price is now $2,682 per person
$2,682
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Save 100% on your flight
Price was $3,954, price is now $2,864 per person
$2,864
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Save 100% on your flight
Price was $10,798, price is now $8,667 per person
$8,667
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
GYP SEA Saint Barth
Price was $3,300, price is now $2,778 per person
$2,778
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Christopher Hotel
Price was $3,765, price is now $3,231 per person
$3,231
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Le Barthélemy Hotel & Spa
Save 100% on your flight
Price was $6,207, price is now $5,354 per person
$5,354
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Fouquet's Saint-Barth
Lurin
Price was $4,825, price is now $4,351 per person
$4,351
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Shell Beach are located nearby.
3-4 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
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 ...
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. ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 ...
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 ...
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 ...
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.
Tue, Mar 31 - Thu, Apr 2
JFK
John F. Kennedy Intl.
SBH
Gustaf III
$958 Roundtrip, found 6 hours ago
$958
Roundtrip
found 6 hours ago
Tue, Mar 31 - Wed, Apr 8
JFK
John F. Kennedy Intl.
SBH
Gustaf III
$988 Roundtrip, found 6 hours ago
$988
Roundtrip
found 6 hours ago
Thu, Apr 2 - Sun, Apr 5
EWR
Newark Liberty Intl. Airport
SBH
Gustaf III
$2,177 Roundtrip, found 6 hours ago
$2,177
Roundtrip
found 6 hours ago
Thu, Apr 2 - Sun, Apr 5
LGA
LaGuardia
SBH
Gustaf III
$2,805 Roundtrip, found 6 hours ago
$2,805
Roundtrip
found 6 hours ago
