Portland, England, offers a charming blend of coastal beauty, historical intrigue, and unique geological features. Nestled on the Jurassic Coast in Dorset, this picturesque island town is renowned for its stunning cliffs and quarries.

Trinidad, Cuba, is a mesmerizing time capsule that transports visitors to another era with its cobblestone streets, pastel-colored colonial buildings, and horse-drawn carts. Founded in 1514 by Spanish conquistador Diego Velázquez de Cuéllar, this city, located in central Cuba, is one of the best-preserved colonial towns in the Caribbean. Trinidad's rich history and enchanting architecture make it an essential destination for anyone seeking an authentic Cuban experience.

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.

Kingstown, the vibrant capital of St. Vincent and the Grenadines, is a captivating blend of Caribbean charm and historical intrigue. Located on the southwestern coast of the island of St. Vincent, this bustling port city offers a gateway to explore both its colonial past and vibrant present. Start your exploration at the Fort Charlotte which overlooks Kingstown Harbor.

Listed on the National Register of Historic Places, Lahaina, Maui is the former capital of the Hawaiian Kingdom and was once the site of a whaling village. This popular tourist destination is now a cultural center perfect for fine dining, visiting Hawaiian art galleries, whale watching, and immersing yourself in this region's rich history.