Search Deals onLeeward Vacation Packages
Leeward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Christopher Hotel
Save 100% on your flight
Price was $4,441, price is now $3,427 per person
$3,427
per person
Dec 6 - Dec 11
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Tropical Hotel St Barth
Save 100% on your flight
Price was $4,916, price is now $3,469 per person
$3,469
per person
Dec 6 - Dec 11
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Manapany
Anse des Cayes
Save 100% on your flight
Price was $7,142, price is now $5,168 per person
$5,168
per person
Nov 21 - Nov 28
just found
Roundtrip non-stop flight included
Atlanta (ATL) 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.
GYP SEA Saint Barth
Save 100% on your flight
Price was $4,796, price is now $3,522 per person
$3,522
per person
Dec 6 - Dec 11
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hotel Barrière Le Carl Gustaf St Barth
Lurin
Save 100% on your flight
Price was $8,086, price is now $7,134 per person
$7,134
per person
Dec 6 - Dec 11
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Le Toiny Hôtel & Beach Club
Price was $9,262, price is now $8,824 per person
$8,824
per person
Dec 6 - Dec 12
found 20 hours ago
Roundtrip flight included
Boston (BOS) 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.
Le Barthélemy Hotel & Spa
Price was $9,133, price is now $8,702 per person
$8,702
per person
Dec 13 - Dec 20
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 ...
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 ...
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
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 ...
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 ...
Impeccable 1-bed Cottage
Route de Colombier, St. Barthelemy, Leeward
Stay at this cottage in St. Barthelemy. Enjoy free WiFi and free parking. Popular attractions Gustavia Harbor and Inter Oceans Museum are located nearby.
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.
Fri, Nov 14 - Mon, Nov 17
SXM
Princess Juliana Intl.
SBH
Gustaf III
$293 Roundtrip, found 4 days ago
$293
Roundtrip
found 4 days ago
Mon, Jan 5 - Thu, Jan 8
JFK
John F. Kennedy Intl.
SBH
Gustaf III
$643 Roundtrip, found 5 days ago
$643
Roundtrip
found 5 days ago
Fri, Nov 14 - Mon, Nov 17
SJU
Luis Munoz Marin Intl.
SBH
Gustaf III
$706 Roundtrip, found 5 days ago
$706
Roundtrip
found 5 days ago
Sun, Jan 4 - Tue, Jan 13
EWR
Newark Liberty Intl. Airport
SBH
Gustaf III
$865 Roundtrip, found 5 days ago
$865
Roundtrip
found 5 days ago
