Windsor sits along a bend in the River Thames, its identity shaped by nearly a thousand years of royal presence. Windsor Castle, the world’s oldest continuously inhabited royal residence, dominates the town and anchors its historical significance, but the surrounding streets and parks reveal a place that has long supported court life, trade, and everyday routines alongside ceremony.

Trier, Germany’s oldest city, is a living museum nestled in the Moselle Valley, where Roman ruins rise beside medieval churches and bustling market squares. Founded by the Romans in 16 BCE, Trier was once known as “Roma Secunda,” the second Rome, and still boasts the largest collection of Roman architecture north of the Alps. The Trier Cathedral (Dom St. Peter), which is a UNESCO World Heritage Site, is the oldest church in Germany and houses a relic said to be the Holy Robe of Christ.

Barichara is a small town in Colombia’s Santander department, known for its carefully preserved colonial character and strong sense of place. Founded in the early 18th century, it is built almost entirely from local stone, giving its streets, churches, and homes a cohesive, grounded feel.

San Juan, Puerto Rico’s capital, is a city where cobblestone streets lead to centuries-old forts and pastel-colored buildings overlook the Atlantic. The district of Old San Juan is a UNESCO World Heritage Site, known for its Spanish colonial architecture and thick stone walls that once defended the city from pirates and naval attacks. The city hosts regular events such as La Campechada, which celebrates Puerto Rican art and literature with live performances and open-air exhibits.

Algiers, Algeria’s capital, is a city where centuries of history unfold along the shores of the Mediterranean. Known as “El Bahdja,” or “The Joyful,” Algiers blends striking buildings, seaside breezes, and layered stories. One of its most iconic landmarks is the Casbah, a UNESCO World Heritage site with maze-like alleyways, Ottoman-era palaces, and hidden terraces overlooking the bay. The Grand Post Office, with its striking facade and intricate neo-Moorish details, anchors the city’s downtown.