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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Save up to $378 | Book Flight + Hotel at the same time^
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Save up to $378 | Book Flight + Hotel at the same time^

Windward Islands vacation package deals

Windward Islands Vacation Packages - 3 Night Stay

Windward Islands Vacation Packages - 4 Night Stay

Windward Islands Vacation Packages - 5 Night Stay

Windward Islands Vacation Packages - 6-7 Night Stay

Plan the best Windward Islands vacation

Top Windward Islands Hotels Deals

$1,225
Jade Mountain Resort

Jade Mountain Resort

5.0 out of 5.0 1000 Anse Chastanet Road, Soufriere
5/5
(3 Reviews)
43.0 km from Windward Islands
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the outdoor tennis court and perks like free self parking.
$750
Ladera Resort

Ladera Resort

5.0 out of 5.0 Rabot Estate, Soufriere
4.7/5
(13 Reviews)
40.0 km from Windward Islands
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury resort. Enjoy the fitness center and free perks like full breakfast and free self parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
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Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

4.0 out of 5.0 Eau Piquant, Vieux Fort
4.4/5
(42 Reviews)
33.0 km from Windward Islands
This all-inclusive property features free water park access, a full-service spa, and a nightclub. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, free kid's club, and children's pool.
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Buccament BAY ALL Inclusive

Buccament BAY ALL Inclusive

4.5 out of 5.0 Buccament Bay, PO Box LY39 Layou, Kingstown
4/5
(3 Reviews)
32.0 km from Windward Islands
This property features an outdoor pool, a health club, and a restaurant. Traveling on business? Take advantage of the conference center and free Internet in public areas. A beach bar and a snack bar/deli are also provided.
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Richmond Vale Diving and Hiking Center

Richmond Vale Diving and Hiking Center

2.0 out of 5.0 Richmond Vale, Chateaubelair
19.0 km from Windward Islands
This hostel features a restaurant, a 24-hour fitness center, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
$50
Casadesnagg - Your Home Away From Home

Casadesnagg - Your Home Away From Home

Georgetown, Charlotte
24.0 km from Windward Islands
A water park and a fitness center are featured at this smoke-free vacation home. Limo/town car service, a garden, and barbecue grills are also on offer.

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.