There's plenty to explore and savor in this vibrant paradise on the Caribbean Sea, including numerous beaches, an assortment of water sports, and plenty of delicious eats and cocktails.

Hamilton, the capital of Bermuda, is the island’s lively cultural and commercial heart. Established in 1793, the city blends colonial charm with a modern island vibe, framed by pastel buildings and a picturesque harbor.

Quetzaltenango, often called Xela by locals, is Guatemala’s second-largest city and a hub of indigenous culture, colonial history, and highland landscapes. Surrounded by volcanoes, including the towering Santa María, the city sits at over 7,600 feet above sea level, giving it a crisp mountain climate that contrasts with the country’s tropical lowlands.

Jekyll Island, one of Georgia’s Golden Isles, is a barrier island with a story that stretches from ancient Indigenous cultures to Gilded Age millionaires. Today, it’s a state park carefully preserved for public enjoyment, offering a quiet blend of coastal landscapes, historic landmarks, and outdoor activities. With only a limited number of commercial developments allowed, the island maintains a peaceful, uncrowded atmosphere that’s hard to find on most Southeastern beaches.

Limón, located on Costa Rica’s Caribbean coast, is a city shaped by Afro-Caribbean heritage, maritime trade, and lush tropical surroundings. Founded in the late 19th century as a port for exporting bananas and coffee, Limón developed a distinct cultural identity influenced by Jamaican, West African, and Central American traditions.