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.

Billings, Montana sits on the edge of the vast plains and at the base of ancient sandstone cliffs known as the Rimrocks. These formations frame the city and provide miles of scenic overlooks, hiking trails, and even fossil beds. From Swords Park, visitors can walk or bike along the paved trail that follows the rim’s edge, offering sweeping views of downtown, the Yellowstone River, and distant snowcapped peaks.

Fanning Island, also known as Tabuaeran, is one of the Line Islands in the Republic of Kiribati. Sitting just four degrees north of the equator, this remote atoll is a rare find for travelers seeking raw, untouched Pacific beauty. With no large hotels or chain resorts, visitors often arrive by cruise or private yacht and are welcomed with coconut-leaf garlands and traditional songs.

Saint-Malo, a captivating walled city on the coast of Brittany, France, invites visitors to step back in time while embracing the beauty of the rugged coastline. Known for its rich maritime history, this former pirate stronghold has retained its medieval charm, with narrow cobblestone streets, towering granite walls, and fortifications that echo tales of seafaring adventures.

In Cyprus, travelers are immersed in a culture that draws on Europe, the Middle East, and 9000 years of constant invasion. Crusader castles rub shoulders with ancient vineyards, frescoed monasteries overlook citrus orchards, and sandy, sun-soaked feet tread Roman mosaic floors.