Search Deals onWindward Vacation Packages
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Colombier
Price was $5,475, price is now $4,649 per person
$4,649
per person
Nov 11 - Nov 16
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Le Toiny Hôtel & Beach Club
Toiny
Price was $10,129, price is now $6,939 per person
$6,939
per person
Nov 11 - Nov 16
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Tropical Hotel St Barth
Saint-Jean
Price was $6,503, price is now $4,659 per person
$4,659
per person
Nov 11 - Nov 16
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $11,274, price is now $8,296 per person
$8,296
per person
Nov 11 - Nov 16
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Barthélemy Hotel & Spa
Grand Cul-de-Sac
Price was $9,671, price is now $8,357 per person
$8,357
per person
Nov 11 - Nov 16
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $9,398, price is now $8,320 per person
$8,320
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Fouquet's Saint-Barth
Lurin
Price was $6,931, price is now $6,775 per person
$6,775
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) 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.
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
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. ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 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 ...
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.
Sat, Oct 3 - Sat, Oct 3
SXM
Princess Juliana Intl.
SBH
Gustaf III
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Sat, Oct 3 - Sat, Oct 3
SXM
Princess Juliana Intl.
SBH
Gustaf III
$373 Roundtrip, found 1 day ago
$373
Roundtrip
found 1 day ago
Sat, Oct 3 - Sat, Oct 3
SXM
Princess Juliana Intl.
SBH
Gustaf III
$441 Roundtrip, found 1 day ago
$441
Roundtrip
found 1 day ago
Sun, Nov 15 - Wed, Nov 18
MIA
Miami Intl.
SBH
Gustaf III
$1,136 Roundtrip, found 4 days ago
$1,136
Roundtrip
found 4 days ago
