"Pearl of the Adriatic," Dubrovnik sits in southern Dalmatia along the Adriatic Sea and is known for its unique Old Town, enclosed with massive stone walls from the 16th century and packed full of delicious seafood restaurants and charming boutiques.

A UNESCO World Heritage site since 1988 because of its historical importance as a center of the sugar trade in the 18th and 19th centuries, Trinidad is also one of the most well-preserved cities in the Caribbean.

Known since the colonial era as Cartagena de Indias, Cartagena is made up of a charming walled Old Town, founded in the 16th century, with squares, parks, cobblestone streets and colorful colonial buildings. The tropical climate also gives way to spending days at the beach but the best are only accessible by boat.