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.

Guanacaste is a province on the western coast of Costa Rica in Central America. A biodiverse paradise, this region is popular for its tropical rainforests, beaches, and a variety of adventurous activities, including ziplining and snorkeling.

Sagres sits at the southwestern edge of continental Europe in Portugal’s Algarve region, where the Atlantic’s wide horizon meets rugged cliffs and open skies. For centuries this point was linked to maritime adventure and visitors can still feel that sense of discovery in the air. Here, people like Prince Henry the Navigator gathered cartographers, shipbuilders and astronomers in the 1400s to push beyond maps of the known world and shape the early Age of Discovery from Sagres’ dramatic headlands.

Just 30 kilometers from Asunción, Areguá welcomes visitors with cobbled streets, colonial facades, and a creative energy that has earned it the title of Paraguay’s “City of Arts.” Known for its thriving artist community and traditional crafts, Areguá is perched on the edge of Lake Ypacaraí and framed by rolling hills and red clay cliffs. Whether you're arriving for the annual strawberry fair or simply passing through on a weekend escape, Areguá invites slow walks, open studios, and conversation.

Annapolis may be best known as the state capital, but its real charm lies in its deep maritime history, walkable streets, and Chesapeake Bay lifestyle. Founded in 1649, Annapolis served as the temporary capital of the United States in 1783 and is still home to the oldest state house in continuous legislative use. A visit to the Maryland State House, where George Washington famously resigned his military commission, offers a direct link to the early days of American democracy.