Windward Islands Tours

Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism
Photo provided by the Grenada Board of Tourism

Plan a trip to see Windward Islands

Price found within the past 48 hours. Click for updated prices.
San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San Juan (SJU)
9.2/10 Wonderful! (332 reviews)
Staff was friendly, beds were comfortable and the apartment was cleaned, love the location

Reviewed on Jul 1, 2025

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
8.8/10 Excellent! (222 reviews)
This property was great. The family side was great for kids. They had a kids club and water park. The buffet was the best dining option I would say. Didn’t try any other besides Jamrock which was good. The days we were there it was not to many guest but I couldn’t imagine if it was full. Lots of rooms but limited beach space. I feel the adult side had more options especially with dining. We had a swim out suite which was awesome because we could swim at anytime. Would definitely go back but probably without the kids. It’s also like an hour away from MBJ airport if you fly in to there.

Reviewed on Jul 3, 2025

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
9.2/10 Wonderful! (209 reviews)
really enjoy my stay here it was very relaxing and quiet on the adults only side staff was very friendly and helpful

Reviewed on Jul 4, 2025

Browse tours and tickets to explore Windward Islands

Tours & day trips

See all 443 activities
Private Soufriere Experience Tour-Tet Paul Trail, Mud Bath, Waterfall

Private Soufriere Experience Tour-Tet Paul Trail, Mud Bath, Waterfall

Activity duration is 6 hours
9.0 out of 10 with 7 reviews
Free cancellation available
Price is $120 per adult
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Private & custom tours

See all 173 activities
Private Soufriere Experience Tour-Tet Paul Trail, Mud Bath, Waterfall

Private Soufriere Experience Tour-Tet Paul Trail, Mud Bath, Waterfall

Activity duration is 6 hours
9.0 out of 10 with 7 reviews
Free cancellation available
Price is $120 per adult
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Water activities

See all 61 activities
Soufriere Adventure Cruise with Snorkeling, Lunch & Open Bar

Soufriere Adventure Cruise with Snorkeling, Lunch & Open Bar

Activity duration is 7 hours
8.0 out of 10 with 25 reviews
Free cancellation available
Price is $145 per adult
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Wildlife & nature

See all 37 activities
Whale and Dolphin Watching Cruise in St Lucia

Whale and Dolphin Watching Cruise in St Lucia

Activity duration is 3 hours and 30 minutes
10.0 out of 10 with 1 review
Free cancellation available
Price is $65 per adult
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Classes & workshops

See all 26 activities
Project Chocolat Bean to Bar Experience from Hotel Chocolat

Project Chocolat Bean to Bar Experience from Hotel Chocolat

Activity duration is 1 hour
Free cancellation available
Price is $69 per adult
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Popular places to visit

Falls of Baleine

4/5(3 reviews)

Commune with nature and explore the great outdoors at Falls of Baleine during your travels in Prospect. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Falls of Baleine

Friendship Bay

4.5/5(6 reviews)

Commune with nature and explore the great outdoors at Friendship Bay during your travels in Prospect. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Friendship Bay

Bamboo Church

Learn about the local history of Prospect when you take a trip to Bamboo Church. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Bamboo Church

Montreal Gardens

4.5/5(6 reviews)

Enjoy an outing to Montreal Gardens during your stay in Prospect. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Montreal Gardens

Botanical Gardens

4.5/5(27 reviews)

Explore the great outdoors at Botanical Gardens, a lovely green space in Kingstown. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Botanical Gardens

Fort Charlotte

4.5/5(26 reviews)

Find out about the history of Kingstown when you spend time at Fort Charlotte. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Fort Charlotte

Best Lodging Options Near Windward Islands

Coconut Bay Beach Resort & Spa All Inclusive
Coconut Bay Beach Resort & Spa All Inclusive
4 out of 5
Eau Piquant, Vieux Fort
Coconut Bay Beach Resort & Spa All Inclusive
Sugar Beach, A Viceroy Resort
Sugar Beach, A Viceroy Resort
5 out of 5
Val des Pitons, Soufrière
Sugar Beach, A Viceroy Resort
Sandals St. Vincent and the Grenadines Couples Only
Sandals St. Vincent and the Grenadines Couples Only
4 out of 5
Buccament Bay Valley, Kingstown, Saint Andrew
Sandals St. Vincent and the Grenadines Couples Only
Beachcombers Hotel
Beachcombers Hotel
3.5 out of 5
Villa beach, Villa
Beachcombers Hotel
Ladera Resort - Adults Only
Ladera Resort - Adults Only
5 out of 5
Rabot Estate, Soufrière
Ladera Resort - Adults Only
Sunset Shores Beach Hotel
Sunset Shores Beach Hotel
3 out of 5
Windward Highway, Villa Beach, Villa
Sunset Shores Beach Hotel
Grenadine House
Grenadine House
4 out of 5
Kingstown Park, P.O. Box 2523, Kingstown
Grenadine House
Holiday Inn Express & Suites Diamond by IHG
Holiday Inn Express & Suites Diamond by IHG
3 out of 5
Windward Highway, Diamond
Holiday Inn Express & Suites Diamond by IHG
Cobblestone Inn
Cobblestone Inn
3 out of 5
Bay Street, Kingstown
Cobblestone Inn
See all 6,491 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.