Soufriere sits on the southwest coast of St. Lucia, framed by steep hills and the twin Pitons that rise sharply from the sea. Once the island’s original capital, the town carries deep historical roots tied to colonial rivalries and the development of plantation culture.

Caye Caulker lies off the coast of Belize, a small island that was once a quiet fishing village and today still feels wonderfully uncrowded compared to many Caribbean destinations. Its name likely comes from an English twist on “Hicaco,” the old Spanish name meaning coco plum, a nod to the island’s early days and bilingual roots.

Veracruz, Mexico, is a vibrant port city rich in history and culture. Founded in 1519 by Hernán Cortés, it is Mexico’s oldest city, and its historic center, with its colorful colonial buildings and bustling Zócalo, reflects its deep historical roots. Visitors can explore the impressive San Juan de Ulúa Fortress, a massive colonial-era fort that once served as a prison and a key military base.

Bridgeport, Connecticut, offers visitors a fascinating mix of historical significance, cultural diversity, and coastal charm. As the largest city in the state, Bridgeport is known for its rich industrial past and vibrant waterfront. One of the must-visit spots is Seaside Park, a stunning 325-acre public park designed by Frederick Law Olmsted, the same visionary behind New York’s Central Park.

Perugia, the capital of Italy’s Umbria region, is a city built across hills and centuries. Originally settled by the Etruscans more than 2,500 years ago, it still holds remnants of their civilization, including one of the largest surviving Etruscan arches in Italy named Arco Etrusco, which greets visitors at the city’s entrance. Walking through the narrow streets of the historic center reveals layers of Roman, medieval, and Renaissance architecture, all woven together within ancient stone walls.