The Ultimate Travel Guide to the Caribbean


So many countries and cultures call the Caribbean home that in some ways the region is more a state of mind than an actual place. Exploring the area’s 7,000 islands would take a lifetime, but getting a taste of its easygoing lifestyle is just a flight (or boat-ride) away. From the busy bars and beaches of the Dominican to quieter escapes like the tiny island country of Grenada, the Caribbean is an ideal destination for kicking back (and kicking that cellphone aside for a week or two).

travel tips

When to go

Year-round temperatures generally range from the 60s°F to the 80s°F. The rainy season is May to November, which also happens to be prime hurricane time, while things dry out between December and April.

Each spring, the historic village of Oistins in Barbados throws a street party that’s all about fish fries and good vibes. The Oistins Fish Festival usually occurs in late March or early April.

Move your hips to some irresistible island sounds at the annual Santo Domingo Merengue Festival in the Dominican Republic. It usually occurs in mid-summer.

Every autumn (October or November), Trinidad’s large Hindu population celebrates Diwali, the festival of lights. To symbolize good triumphing over evil, residents light lanterns all over the island nation.

Sailors from around the Caribbean gather each January for the annual Grenada Sailing Week—a celebration of one of the region’s favorite pastime.


Most large cities, including Santo Domingo, have bus systems, while more remote areas often rely on private taxis or ferries.

Insider tips

  • Though Caribbean residents tend to be laidback, they’re sticklers for social graces, so be respectful and kind.
  • Grenada has been called the “shipwreck capital of the Caribbean.” Consider a diving tour off its shores.
  • The Dominican loves its seafood, so be sure to sample the local dishes, which often use Creole flavors.

top attractions

Grand Anse Beach, Grenada

A dreamy stretch of white sand.

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Yerettê, Home of the Hummingbird + Maracas Bay, Trinidad and Tobago

A private hummingbird sanctuary, plus the prettiest bay in Trinidad.

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Saona Island (Isla Saona), Dominican Republic

The Dominican’s must-see national park.

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featured properties

Radisson Grenada Beach Resort

There is no shortage of amenities at the Radisson Grenada Beach Resort, which includes beachfront rooms, a rejuvenating spa, a dive shop, a 300-foot pool, fitness center, babysitting service, and four island-themed restaurants on site. With the airport less than 5 miles away and the shores of Grand Anse Beach right out of your hotel room, the location of this hotel cannot be beat.

Radisson Aquatica Resort Barbados

Known for its location on the white sand beaches and crystal-clear waters of Needham’s Point, Radisson Aquatica Resort Barbados offers its guests exclusive Carlisle Bay access. Many of Bridgetown’s top attractions are within a short walking distance from the hotel’s convenient location.

Radisson Hotel Santo Domingo

Positioned conveniently in the heart of the city’s financial and commercial district, Radisson Hotel Santo Domingo is the perfect hotel for both business and leisure. The 24-hour business center combined with the outdoor pool, body shop athletic club access, on-site restaurant and bar, and on-site beauty services allows for a balance between work and play.

Radisson Hotel Trinidad

Radisson Hotel Trinidad’s location in downtown Port of Spain provides guests with a short walk to many of the city’s best attractions. Home to the only revolving rooftop restaurant in the Caribbean, the hotel offers spectacular panoramic views from all angles.

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