Perched along the Dutch Caribbean Sea is the charming seaside capital of Aruba, Oranjestad. Peppered with pastel-colored Dutch colonial architecture and palm trees, this alluring city has something for every traveler looking to encounter a unique mix of culture and seaside landscapes. It’s part of what makes Aruba unlike any other island on Earth.

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Downtown Cabarete, located on the northern edge of the Dominican Republic, has transformed into a vibrant and diverse town. With its health food restaurants, waffle cafes, and spinning studios, it resembles Silicon Valley in the Caribbean. However, long before the town became a hotspot for tourists and digital nomads, the land belonged to Carolina Sims, an Afro-Dominican woman and the daughter of an enslaved mother.

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In a sea of more than 700 islands in the Caribbean, Grand Cayman stands out with its international flavor, upscale properties, and opportunities for adventure.

 Grand Cayman is the largest and westernmost of the Cayman Islands. Its proximity to Central America, Cuba, and Jamaica attracts a multitude of cultures. In fact, 143 nations are represented in a population that recently topped the 69,000 mark. That diversity is evident in Caymanian culture and in the incredible food, highlighted annually at the Taste of Cayman food festival.

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It’s home to the Caribbean’s “Billionaire’s Playground,” ringed by some of the most exclusive private destinations on earth, and home to some of the top luxury villas and resorts in the Caribbean. 

But getting to Virgin Gorda hasn’t always been a glamorous experience. Until now. 

Enter Tradewind Aviation, the luxury airline that operates routes to some of the most sought-after hotspots in the Northeast and the Caribbean, which is now making it easier than ever to get to Virgin Gorda.