Plan a trip to see Windward Islands

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

Ocho Rios Villa at The Palms

$894

per person

Feb 10 - Feb 15

found 24 hours ago

Roundtrip flight included

New York (JFK) to Montego Bay (MBJ)

20/10 Exceptional! (2 reviews)

Alamanda Cottage at Serenity

Ironshore

$1,110

per person

Jan 3 - Jan 10

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Montego Bay (MBJ)

No reviews

Sunset at the Palms Resort - Adults Only - All Inclusive

$2,297

per person

Jan 10 - Jan 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Montego Bay (MBJ)

18/10 Exceptional! (1,002 reviews)

It was definitely a great experience with friendly staff and great food highly recommended..

Reviewed on Nov 22, 2025

Browse tours and tickets to explore Windward Islands

Tours & day trips

See all 483 activities

Soufriere Adventure Cruise with Snorkeling, Lunch & Open Bar

Free cancellation available

Private & custom tours

See all 182 activities

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

Free cancellation available

Water activities

See all 78 activities

Soufriere Adventure Cruise with Snorkeling, Lunch & Open Bar

Free cancellation available

Wildlife & nature

See all 39 activities

Grenada: Half-Day Island Tour with Waterfall Swim Stop

Free cancellation available

Classes & workshops

See all 22 activities

Project Chocolat Bean to Bar Experience from Hotel Chocolat

Free cancellation available

Popular places to visit

Bamboo Church

After visiting Bamboo Church, make a plan to see the other sights and activities in Prospect. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.

Friendship Bay

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.

Botanical Gardens

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.

Fort Charlotte

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.

St. George's Anglican Cathedral

St. George's Anglican Cathedral is just one of the places to see in Kingstown, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.

Kingstown Market

You can find the perfect gifts to bring home at Kingstown Market during your visit to Kingstown. Stroll along the beautiful beaches in this relaxing area, or check out its top-notch restaurants.