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.

Glastonbury, a town in Somerset, England, is steeped in mysticism and historical allure. Known for its rich Arthurian legends and spiritual significance, Glastonbury is a must-visit for those fascinated by mythology and history. The town’s centerpiece is the majestic Glastonbury Abbey, a grand ruin once one of the most powerful monasteries in England. Founded in the 7th century, the Abbey is famously linked to the legend of King Arthur and his supposed final resting place.

Riga, the vibrant capital of Latvia, offers a captivating blend of medieval charm and contemporary energy. Founded in 1201, Riga’s Old Town, a UNESCO World Heritage Site, is a treasure trove of stunning architecture and historical landmarks. Wander through its cobblestone streets to admire the intricately carved facades of buildings like the House of the Blackheads, a striking 14th-century guildhall that epitomizes Riga's rich merchant history.

Mindelo, on the northern coast of São Vicente Island, is Cape Verde’s cultural pulse. Its streets are lined with colorful colonial buildings, lively squares, and historic churches that echo the city’s maritime past.

Aspen, Colorado, is a world-renowned destination that marries alpine beauty with cultural sophistication. Nestled in the heart of the Rocky Mountains, Aspen's pristine slopes have drawn skiers and snowboarders from around the globe for decades. Home to four distinct ski areas, the city offers a range of terrains for all skill levels, from beginners to expert powder hounds.