
Leeward Vacations & Trips from $2,268
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The Latest Leeward Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Manapany
Anse des Cayes
Price was $2,716, price is now $2,268 per person
$2,268
per person
Aug 3 - Aug 6
found 20 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Gustavia (SBH)
9.4/10 Exceptional! (71 reviews)
Lovely, “barefoot chic” hotel that is top class in all respects
Reviewed on Apr 27, 2026

Le Toiny Hôtel & Beach Club
Toiny
Save 100% on your flight
Price was $3,992, price is now $2,954 per person
$2,954
per person
Aug 13 - Aug 18
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Gustavia (SBH)
9.8/10 Exceptional! (51 reviews)
Property is beautiful. The staff is very courteous. The concierge was excellent with restaurant and site seeing suggestions.
Truly enjoyed our stay.
Reviewed on Jun 8, 2026

GYP SEA Saint Barth
Colombier
Save 100% on your flight
Price was $8,463, price is now $6,736 per person
$6,736
per person
Aug 13 - Aug 18
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Gustavia (SBH)
9.8/10 Exceptional! (98 reviews)
Very quiet, nice property that allows relaxing and enjoyment of views of the island. Staff very helpful.. we got lost one night and the front desk staff stayed on the phone to guide us back. Any issue was attended to immediately.
Reviewed on Jun 29, 2026


Le Barthélemy Hotel & Spa
Grand Cul-de-Sac
Price was $5,337, price is now $4,524 per person
$4,524
per person
Aug 13 - Aug 18
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Gustavia (SBH)
9.8/10 Exceptional! (90 reviews)
My wife and I travel extensively, and we both agreed: Le Barthélemy has the absolute best service of any hotel we have ever visited. It is a true 6-star experience. The staff genuinely cares and goes out of their way for everything—whether it’s arranging a midnight taxi across the island or preparing a custom breakfast box for an early departure.
Rooms & Amenities
The rooms are spectacular—spacious, modern, and loaded with premium amenities (ours featured a private pool). The property boasts an exceptional spa and a smallish but well-equipped gym that was thankfully empty most of the time. Breakfast was one of the finest we’ve ever had at a luxury resort. Dinner and the restaurant cocktails were superb, though the pool bar drinks weren't quite at that same elite level.
Important Caveats
While this is a flawless stay for us, note a few things depending on what you seek in St. Barth:
The Beach: Incredible for spotting sea turtles and rays, but there is noticeable seaweed, so the water isn't as crystal-clear as other spots.
The Vibe: This is a classy, relaxed sanctuary meant for disconnecting. It is not a party hotel.
Location: Away from the main action in Gustavia, you will need a car or a taxi for nightlife. The hotel makes renting a vehicle effortless, which suited us perfectly as we ventured out daily.
Verdict
An absolute masterpiece of hospitality. If you want unmatched service, spacious luxury, and a serene atmosphere to unwind, look no further.
Reviewed on Jun 20, 2026
Find the Best Leeward Vacation Packages
Leeward Essential Information
Language | French |
|---|---|
Currency | Euros |
Local Welcome | Salut / Bonjour |
Local Goodbye | Au revoir / À bientôt |
Closest Airport | Gustaf III Airport (SBH) |
Leeward Hotel Deals

GYP SEA Saint Barth
Le Colombier St. Barthelemy
$702 nightly
The price is $737 total per night from Jul 7 to Jul 8
$737 total
Jul 7 - Jul 8
Total with taxes and fees
9.8/10 Exceptional! (100 reviews)
"Very quiet, nice property that allows relaxing and enjoyment of views of the island. Staff very helpful.. we got lost one night and the front desk staff stayed on the phone to guide us back. Any issue was attended to immediately."
Reviewed on Jun 29, 2026

Fouquet's Saint-Barth
Rue des Normands, Lieu Dit Lurin St. Barthelemy Leeward
$1,383 nightly
The price is $1,452 total per night from Aug 1 to Aug 2
$1,452 total
Aug 1 - Aug 2
Total with taxes and fees
9.8/10 Exceptional! (35 reviews)
"Great location, luxury and very comfortable room with great terrace and best view in St Barts. Will be back!"
Reviewed on May 25, 2026

Pearl Beach Hotel
Plage De St. Jean BP1058 St. Barthelemy French West Indies
$614 nightly
The price is $645 total per night from Jul 4 to Jul 5
$645 total
Jul 4 - Jul 5
Total with taxes and fees
9.4/10 Exceptional! (201 reviews)
"Pearl Beach Hotel is one of a kind. We went for my girlfriends birthday and loved every minute of our stay. The staff was amazing throughout our time there - they were attentive, patient and helpful. The manager and front desk staff were awesome and always pleasant. The room was immaculate and spacious. ..."
Reviewed on Jun 8, 2026
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.
What to do in Leeward

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
$159
per adult
90% of travellers recommend

For hotel guests: Guided ATV Tour Dutch/French St. Maarten - Highlights & Beach
$120
per traveler
100% of travellers recommend
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