Colonia del Sacramento is where time lingers. Founded in 1680 by the Portuguese and later contested by the Spanish, the town’s past is etched into its cobblestone streets and weathered facades. The Barrio Histórico, a UNESCO World Heritage Site, is compact enough to walk in an afternoon yet layered with centuries of stories. Visitors can explore remnants of the original city walls and climb the iconic lighthouse for sweeping views of the Río de la Plata.

A true gem on the Caribbean coast, the port city of Cartagena (Cartagena de Indias) welcomes visitors with its charming old town, colonial buildings, and exceptional beaches. A popular cruise ship stop, many seafarers find themselves honorary Cartagenans, as they stroll shady, cobblestone lanes and gaze upon impressive churches.

Ancona, perched on the Adriatic coast of Italy, is a vibrant port city with a rich historical tapestry and stunning seaside vistas. As the capital of the Marche region, Ancona boasts a captivating blend of ancient and modern charm. The city’s historical heart is evident in landmarks like the Roman Arch of Trajan, which stands as a testament to Ancona’s significance during Roman times.

The Calf of Man, a small island off the southwest coast of the Isle of Man, offers a rare glimpse into a quieter side of the Irish Sea. Covering just over 260 acres, this uninhabited island is known primarily for its rich birdlife and dramatic coastal cliffs. Visitors often arrive by boat from nearby Port Erin, embarking on guided tours that reveal the island’s importance as a bird sanctuary.

Walla Walla, Washington, is a hidden gem in the Pacific Northwest, renowned for its stunning vineyards and rich history. This charming city is nestled in the heart of the Walla Walla Valley, an area celebrated for its world-class wine production. The region’s wineries, offer exquisite tastings and picturesque settings, making Walla Walla a must-visit for wine enthusiasts.