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Pigeon Point Beach - Tobago

Trinidad and Tobago

This island lies just north of the Venezuelan coast, and it is one of the most prosperous Caribbean nations due to its oil industry. Trinidad is the larger island and is more industrialized. The nation’s capital is Port-of-Spain. The island is less dependent on tourism than most Caribbean nations, so the experiences you’ll discover will be more diverse.

There are tourist areas, for sure, but when you travel here, the feel is different. There isn’t an “all about the tourist” vibe. For many, that’s an attraction. It can be off-putting for some. That’s why many travelers prefer Tobago where there is less manufacturing and more focus on tourists.

The tropical climate in Trinidad and Tobago is divided into two seasons. The dry season is from January through June. It warms up slightly after that and gets wetter, so summers into fall can be steamy. This two-island nation is south of the path of most hurricanes. Read more

Grand Cayman

Cayman Islands

The cliché, “there’s something for everyone” meets reality in the Cayman Islands. The largest of the three islands, Grand Cayman, is a smart, dynamic blend of cultures from around the world. The restaurants are varied and world class, and Seven Mile Beach is legendary for its beauty and vibe.

Cayman Brac is beloved by outdoor enthusiasts for its wild splendor and breathtaking vistas from the rocky hills. Finally, Little Cayman is where to go when you want to leave it all behind and find solitude or test your mettle diving from Bloody Bay Wall.

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Cuban Hotel and Car

Cuba

With news of an end to the US Embargo of Cuba, this fascinating island nation is once again on the radar for Americans looking for a gorgeous getaway in the middle of winter.

A trip to Cuba is like taking a step back in time since the nation hasn’t progressed the way other Caribbean countries have. That’s part of the allure, however, and the beaches are as beautiful, the people as friendly and the handmade cigars as aromatic as they were in the 1940s and ‘50s when Cuba was a premier vacation destination from the US.

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