Windward Islands Vacations

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Find the Best Windward Islands Vacation Packages

Windward Islands Hotel Deals

Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,109 reviews)
"The property grounds are a bit outdated and the vibes were a bit quiet for my liking.However, the rooms were a pleasant surprise as they appear to be renovated. The property caters to an older more laid back crowd. The buffets are quite bland and offer the same choices day in and day out. It was ..."

Reviewed on 11 August 2026

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Coconut Bay Beach Resort & Spa All Inclusive
Siesta Hotel

Siesta Hotel

Morne Rouge Street St. George's
AED 369
AED 443 total
1 Sep - 2 Sep
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"w"

Reviewed on 11 August 2026

Siesta Hotel
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

1 Choc Bay Gros Islet
Fully refundableReserve now, pay when you stay
AED 2,200
AED 2,200 total
12 Sep - 13 Sep
includes taxes & fees
Secrets St. Lucia Resort & Spa All Inclusive Adults Only
See all 6,880 properties in Windward Islands
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.

Stay near popular Windward Islands attractions

A lifeguard tower on a beach with turquoise water and a white picket fence.

Grand Anse Beach

9.6/10 (1,447 reviews)
If a restful vacation is part of your travel plans, Grand Anse Beach might be the perfect place to seek out during your trip to Grand Anse. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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A coastal town with colorful houses, a mountain, and a rainbow over the sea.

Gros Piton

9.6/10 (803 reviews)
Explore the great outdoors at Gros Piton and enjoy the mountain views during your trip to Soufrière. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.
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A beach at sunset with waves, palm trees, and a silhouette of a person walking.
Photo by Davz

Sandy Beach

7.8/10 (211 reviews)
If a restful vacation is part of your travel plans, Sandy Beach might be the perfect place to seek out during your trip to Vieux Fort. While in this romantic area, you can savor the top-notch restaurants.
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A beach with clear turquoise water, boats, and a distant mountain.

Reduit Beach

9.0/10 (1,288 reviews)
Why not spend a carefree afternoon at Reduit Beach during your travels in Gros Islet? Check out the shops and top-notch restaurants in this relaxing area.
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A coastal landscape with a prominent mountain peak, lush green hills, and calm blue waters.

Anse Chastanet Beach

9.2/10 (538 reviews)
Why not spend a carefree afternoon at Anse Chastanet Beach during your travels in Soufrière? Discover the top-notch restaurants in this romantic area, or seek out the local tours.
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A beach with clear turquoise water, sandy shore, and a hill with buildings in the background.
Photo by Amir

Morne Rouge Beach

9.0/10 (550 reviews)
Why not spend a carefree afternoon at Morne Rouge Beach during your travels in Grand Anse? Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
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