A tropical beach with palm trees, clear blue water, and rocky outcrops.

Windward Islands Vacation Packages

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    • The Latest Windward Islands Vacation Packages

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    Discover the most popular places to visit in Windward Islands

    A beach with two surfboards leaning against a post, a clear blue sky, and calm sea with boats in the distance.

    Photo by Catherine Carroll

    Grand Anse Beach

    Rating: 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

    Rating: 9.6/10 (803 reviews)

    Explore one of the most famous sites in Soufrière, a gigantic volcanic peak rising from the sea that attracts visitors from all over the world.

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    A beach with clear turquoise water, boats, and a distant mountain.

    Reduit Beach

    Rating: 9.0/10 (1,288 reviews)

    Ride a Jet Ski, laze on the sand and enjoy a cool drink at the bar on this scenic beach set against a backdrop of verdant hills.

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    A coastal landscape with a prominent mountain peak, lush green hills, and calm blue waters.

    Anse Chastanet Beach

    Rating: 9.2/10 (538 reviews)

    Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.

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    Ancient stone ruins with a mountain in the background.

    Pigeon Island National Landmark

    Rating: 9.0/10 (1,028 reviews)

    Explore the historic British forts for a sense of the fascinating history and climb the two peaks of this headland.

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    A marina at sunset with boats docked and palm trees in the foreground.

    Photo by Nerdin St Rose

    Rodney Bay Marina

    Rating: 8.8/10 (1,500 reviews)

    Explore the waterfront in Gros Islet with a trip to Rodney Bay Marina. Stroll along the beautiful beaches or visit the shops in this relaxing area.

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    Pointe du Bout Beach

    Rating: 8.4/10 (376 reviews)

    If a restful vacation is part of your travel plans, Pointe du Bout Beach might be the perfect place to seek out during your trip to Pointe du Bout.

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    Windward Islands Hotel Deals

    Grenadine House

    A covered outdoor patio with a fountain, palm trees, and a view of the sea.
    • Address: Kingstown Park, Kingstown, VC
    • Location: 35.9 km from Windward Islands
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 409 reviews)
    • Price: CA $200, CA $227 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: Staff are friendly and accommodating! Very nice view!

    Cobblestone Inn

    Hallway
    • Address: Bay Street, Kingstown, VC
    • Location: 36.6 km from Windward Islands
    • Star rating: 3/5
    • Guest rating: 8.2/10 (Very good, 422 reviews)
    • Price: CA $105, CA $131 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: Basic but lovely accommodation with character. And good price. Very central for ferry walkable & downtown supermarket ( Massey was good) Restaurant at roof top good for breakfast or lunch. We caught mini bus from Highway at airport and stopped across from hotel, then later caught mini bus to beach for a day before taking ferry 2 nd day. Good first day in SVG

    Mariners Hotel

    An outdoor dining area with tables set for two, overlooking a body of water with a sailboat and a dock.
    • Address: Villa Bay Beach, Villa, VC
    • Location: 39.2 km from Windward Islands
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 374 reviews)
    • Price: CA $160, CA $198 total, includes taxes & fees, Nov 29 - Nov 30
    • Review: The property is in pristine condition and ALL the staff was excellent, something not so easy to find, specially in The Caribbean. Congratulations! We will return.

    Sunset Shores Beach Hotel

    A beachfront patio with lounge chairs, a potted plant, and a view of the sea with boats.
    • Address: Windward Highway, Villa, VC
    • Location: 38.9 km from Windward Islands
    • Star rating: 3/5
    • Guest rating: 8.6/10 (Excellent, 848 reviews)
    • Price: CA $138, CA $171 total, includes taxes & fees, Nov 14 - Nov 15
    • Review: I love my room, my room always was clean, one thing I have to say the towels need to be updated the

    Beachcombers Hotel

    A pool area with lounge chairs and a view of the ocean.
    • Address: Villa beach, Villa, VC
    • Location: 38.7 km from Windward Islands
    • Star rating: 3.5/5
    • Guest rating: 8.8/10 (Excellent, 789 reviews)
    • Price: CA $222, CA $275 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: We were offered a room upgrade because there was no ocean view as advertised. We declined because we did not want to pack up and move. Someone apologized for the coldness of the person who checked us in. She was nice and friendly. Overall our stay was very nice. We were given a late check out so we are very pleased.

    Myah's Luxury Suites Hotel

    A rooftop pool with lounge chairs and a hot tub, surrounded by glass railings.
    • Address: Windward Highway, Diamond, St. George, VC
    • Location: 38.5 km from Windward Islands
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 80 reviews)
    • Price: CA $209, CA $286 total, includes taxes & fees, Nov 20 - Nov 21
    • Review: Room and bed were great in the Presidential suite. Room service was difficult and adequate at best but the staff and cleaning services were excellent. I stayed here twice and will do so each time I visit Trinity Medical School

    Point Bay Resort

    A balcony with a view of the sea, a white bed, and a grey sofa.
    • Address: calliaqua, Ratho Mill, St. George, VC0100, VC
    • Location: 39.6 km from Windward Islands
    • Star rating: 3/5
    • Guest rating: 8.2/10 (Very good, 133 reviews)
    • Price: CA $126, CA $157 total, includes taxes & fees, Nov 15 - Nov 16
    • Review: Had a cockroach in the room. Hotel needs upgrades.

    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.

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    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.