Vacation Packages to Windward for 2026
Windward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Price was $5,827, price is now $4,987 per person
$4,987
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Hotel Manapany
Anse des Cayes
Save 100% on your flight
Price was $8,234, price is now $5,706 per person
$5,706
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Tropical Hotel St Barth
Save 100% on your flight
Price was $7,166, price is now $5,153 per person
$5,153
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Le Toiny Hôtel & Beach Club
Save 100% on your flight
Price was $11,061, price is now $8,775 per person
$8,775
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Christopher Hotel
Price was $6,710, price is now $5,878 per person
$5,878
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Hotel Barrière Le Carl Gustaf St Barth
Lurin
Price was $9,284, price is now $8,468 per person
$8,468
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Top Hotel Deals
Tropical Hotel St Barth
Les Hauts de Saint Jean St. Barthelemy
1.77 km from city center
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. ...
Christopher Hotel
Pointe Milou, 9 St. Barthelemy
1.7 km from city center
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 ...
Rosewood Le Guanahani St Barth
Grand Cul De Sac St. Barthelemy
2.08 km from city center
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 ...
Amnios St Barth
Lagon de Grand-Cul-de Sac St. Barthelemy
1.8 km from city center
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 ...
Le Barthélemy Hotel & Spa
Baie de Grand Cul de Sac St. Barthelemy
1.86 km from city center
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 ...
Le Toiny Hôtel & Beach Club
1 Rue du Toiny St. Barthelemy
2.13 km from city center
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 ...
La Maison Fleur de Lune
Grande Saline St. Barthelemy France
0.87 km from city center
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 ...
Le Sereno
Grand Cul de Sac BP 19 St. Barthelemy
1.92 km from city center
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 ...
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.
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,570 Roundtrip, found 3 days ago
$1,570
Roundtrip
found 3 days ago
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,650 Roundtrip, found 3 days ago
$1,650
Roundtrip
found 3 days ago
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,668 Roundtrip, found 3 days ago
$1,668
Roundtrip
found 3 days ago
Thu, Nov 26 - Sat, Dec 5
EWR
New York
SBH
Gustavia
$1,722 Roundtrip, found 3 days ago
$1,722
Roundtrip
found 3 days ago