Search Deals onLeeward Vacation Packages
Leeward Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Save 100% on your flight
Price was $6,068, price is now $4,715 per person
$4,715
per person
Jan 14 - Jan 19
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $7,604, price is now $4,788 per person
$4,788
per person
Jan 14 - Jan 19
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $10,679, price is now $7,350 per person
$7,350
per person
Dec 20 - Dec 27
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Barthélemy Hotel & Spa
Save 100% on your flight
Price was $8,856, price is now $7,518 per person
$7,518
per person
Jan 14 - Jan 19
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Le Toiny Hôtel & Beach Club
Save 100% on your flight
Price was $18,879, price is now $16,764 per person
$16,764
per person
Dec 31 - Jan 5
found 18 hours ago
Roundtrip flight included
Austin (AUS) 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 $7,725, price is now $7,238 per person
$7,238
per person
Jan 14 - Jan 19
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 $10,805, price is now $10,805 per person
$10,805
per person
Jan 14 - Jan 19
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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
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 ...
Hotel Barrière Le Carl Gustaf St Barth
Rue des Normands, Lieu Dit Lurin St. Barthelemy Leeward
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 ...
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
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 ...
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 ...
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.
Tue, Dec 30 - Fri, Jan 9
SXM
Princess Juliana Intl.
SBH
Gustaf III
$206 Roundtrip, found 5 days ago
$206
Roundtrip
found 5 days ago
Tue, Dec 30 - Wed, Jan 7
SXM
Princess Juliana Intl.
SBH
Gustaf III
$300 Roundtrip, found 5 days ago
$300
Roundtrip
found 5 days ago
Mon, Dec 29 - Thu, Jan 8
SXM
Princess Juliana Intl.
SBH
Gustaf III
$310 Roundtrip, found 5 days ago
$310
Roundtrip
found 5 days ago
Mon, Dec 29 - Wed, Jan 7
SXM
Princess Juliana Intl.
SBH
Gustaf III
$320 Roundtrip, found 5 days ago
$320
Roundtrip
found 5 days ago
