San Gimignano, a stunning medieval hilltop town in Tuscany, Italy, is often called the "Medieval Manhattan" due to its remarkable skyline of ancient towers. Encircled by 13th-century walls, the town is a UNESCO World Heritage site that offers a mesmerizing journey back in time. As you stroll along the cobbled streets of the historic center, you'll be enchanted by the preserved Romanesque and Gothic architecture, from charming piazzas to grand churches.

Aegina, one of the Saronic Islands of Greece, is a short ferry ride from Athens yet feels far removed from the capital’s energy. Known since antiquity as a thriving maritime and cultural center, the island still preserves echoes of its past in archaeological sites and traditional villages.

Kaohsiung sits on Taiwan’s southern coast and rises from one of the island’s busiest harbors into a city that rewards slow exploration and lively discovery. History and local belief surface at the Dragon and Tiger Pagodas beside Lotus Pond in Zuoying District. These twin pagodas that are connected to the shore by a zigzag bridge, invite visitors to walk through the dragon’s mouth and out the tiger’s, a practice locals associate with turning bad luck into good fortune.

San Antonio is a city where centuries-old missions, lively markets, and a strong sense of place come together in unexpected ways. At the heart of it all is the Alamo, the former Spanish mission that became a symbol of Texas independence after the pivotal 1836 battle. Beyond its landmarks, San Antonio thrives through its neighborhoods. The River Walk weaves through downtown, lined with restaurants, shops, and galleries.

Killington, Vermont is best known for its ski resort, the largest in the eastern United States, but the town offers more than just winter slopes. Nicknamed “The Beast of the East,” Killington Resort spans six mountain peaks and includes over 1,500 acres of terrain. It was one of the first ski areas in the country to adopt snowmaking technology in the 1960s, and it continues to operate one of the longest ski seasons in North America, sometimes stretching from October into May.