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Top Windward Vacation Deals
Price found within the past 48 hours. Click for updated prices.
GYP SEA Saint Barth
Save 100% on your flight
per person
Jul. 10 - Jul. 17
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Gustavia (SBH)
9.6/10 Exceptional! (49 reviews)
Property had the most gorgeous views of St Barths and had a gym as well as an excellent beach inclusion. Only difficulty is that the beach is about a 10 minute drive from the hotel and you need a car (which most people need a car anywhere they stay in St Barths anyways). Otherwise excellent stay and staff was fabulous (shout out to Manon who made our stay very welcoming!)
Reviewed on May 31, 2024
Le Barthélemy Hotel & Spa
per person
Aug. 4 - Aug. 9
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Gustavia (SBH)
9.8/10 Exceptional! (60 reviews)
Overall met all of our needs w a special shout out to the service. A superb staff
The food could be a click better( still very good) w one exception- room service which was terrible across board. Then again the lesson is to not stay in room!
Reviewed on Feb. 24, 2024
Hotel Barrière Le Carl Gustaf St Barth
Lurin
per person
Aug. 4 - Aug. 9
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Gustavia (SBH)
9.4/10 Exceptional! (9 reviews)
The rooms were beautiful. The location was great - the housekeeping however is an issue. The front desk is very nice and goes out of their way to help.
Reviewed on Apr. 29, 2024
Windward Hotel Deals
Le Barthélemy Hotel & Spa
Baie de Grand Cul de Sac, St. Barthelemy
The price is CA $1,487 per night from Jun. 9 to Jun. 10
CA $1,487
CA $1,933 total
includes taxes & fees
Jun 9 - Jun 10
9.6/10 Exceptional! (60 reviews)
"Overall met all of our needs w a special shout out to the service. A superb staff The food could be a click better( still very good) w one exception- room service which was terrible across board. Then again the lesson is to not stay in room!"
Reviewed on Feb. 24, 2024
Rosewood Le Guanahani St Barth
Grand Cul De Sac, St. Barthelemy
The price is CA $2,022 per night from Jun. 9 to Jun. 10
CA $2,022
CA $2,123 total
includes taxes & fees
Jun 9 - Jun 10
9.6/10 Exceptional! (30 reviews)
"Rosewood Le Guanahani St Barth by far the nicest property in Anse du Grand Cul-de-Sac and possibly even the island (I can say the because we explored Le Barthelmy, Eden Roc and others). We enjoyed the properties many amenities, including great beachfront pool and water activities. Easy to paddle ..."
Reviewed on Apr. 7, 2024
Christopher Hotel
Pointe Milou, 9, St. Barthelemy
The price is CA $1,264 per night from Jun. 5 to Jun. 6
CA $1,264
CA $1,327 total
includes taxes & fees
Jun 5 - Jun 6
9.4/10 Exceptional! (194 reviews)
"Staff was fantastic. Room was well done."
Reviewed on Mar. 23, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Windward
Lorient Beach
4.5/5(4 reviews)
Why not spend a carefree afternoon at Lorient Beach during your travels in Quartier Lorient? You can enjoy the restaurants while in the area.
Gouverneur Beach
3/5(1 review)
Why not spend a carefree afternoon at Gouverneur Beach during your travels in Anse du Gouverneur?
Saline Beach
4/5(5 reviews)
Why not spend a carefree afternoon at Saline Beach during your travels in Morne Rouge?
What to do in Windward
Healthy Cooking Classes in St Barth
CA $440
Per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.