Search Deals onLeeward Vacation Packages
Leeward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Price was $4,550, price is now $3,674 per person
$3,674
per person
Nov 14 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Price was $8,607, price is now $6,705 per person
$6,705
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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.
Hotel Manapany
Anse des Cayes
Price was $5,980, price is now $4,320 per person
$4,320
per person
Nov 14 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Anse des Cayes Beach are located nearby.
Tropical Hotel St Barth
Price was $4,891, price is now $3,852 per person
$3,852
per person
Nov 14 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Hotel Barrière Le Carl Gustaf St Barth
Lurin
Price was $9,716, price is now $8,494 per person
$8,494
per person
Nov 14 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Shell Beach are located nearby.
Christopher Hotel
Price was $4,826, price is now $4,280 per person
$4,280
per person
Nov 14 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Le Barthélemy Hotel & Spa
Price was $7,168, price is now $6,378 per person
$6,378
per person
Nov 14 - Nov 18
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
3-4 Night Vacations in Leeward
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Leeward
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Leeward
GYP SEA Saint Barth
Le Colombier, St. Barthelemy
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 ...
Reve de Saint Barth
Les Hauts de Flamands, Merlette, St. Barthelemy
Book a stay at this business-friendly hotel in St. Barthelemy. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Gustavia Harbor and ...
Pearl Beach Hotel
Plage De St. Jean BP1058, St. Barthelemy, French West Indies
Book a stay at this beach hotel in St. Barthelemy. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Gustavia Harbor and St. Jean Beach ...
Save an average of 15% on thousands of hotels when you're signed in
Hotel Barrière Le Carl Gustaf St Barth
Rue des Normands, Lieu Dit Lurin, St. Barthelemy, Leeward
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Shell Beach ...
Hotel Manapany
Anse des Cayes, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Anse des Cayes ...
Villa Nagabaaja
Anse des cayes, St. Barthelemy, Saint Barthelemy
Book a stay at this family-friendly guesthouse in St. Barthelemy. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Gustavia Harbor ...
Villa King Gustaf
Impasse le Réduit, St. Barthelemy, Leeward
Stay at this villa in St. Barthelemy. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Gustavia Harbor and Fort Gustave 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.
Sun, Jan 11 - Sat, Jan 17
SXM
Princess Juliana Intl.
SBH
Gustaf III
$293 Roundtrip, found 6 days ago
$293
Roundtrip
found 6 days ago
Thu, Jan 8 - Thu, Jan 15
SXM
Princess Juliana Intl.
SBH
Gustaf III
$310 Roundtrip, found 6 days ago
$310
Roundtrip
found 6 days ago
Sun, Jan 11 - Sat, Jan 17
SXM
Princess Juliana Intl.
SBH
Gustaf III
$313 Roundtrip, found 6 days ago
$313
Roundtrip
found 6 days ago
Thu, Dec 11 - Mon, Dec 15
ATL
Hartsfield-Jackson Atlanta Intl.
SBH
Gustaf III
$1,189 Roundtrip, found 6 days ago
$1,189
Roundtrip
found 6 days ago
