From grand castles to resplendent cathedrals, Tallinn’s Old Town neighborhood, a UNESCO World Heritage Site, is the perfect place to begin exploring. Enter through Viru Väravad, or Viru Gate, the former fortress whose remaining two towers beckon you into the heart of the city.

Nestled in the heart of South Africa’s Cape Winelands, Franschhoek is a charming village renowned for its exquisite vineyards and rich history. Founded by French Huguenots in the late 17th century, the village’s French heritage is palpable in its architecture, cuisine, and local culture.

Izamal, located in the heart of Yucatán, stands out as a city where centuries of history are layered in plain sight. Known as the “City of Three Cultures,” it combines ancient Maya ruins, Spanish colonial architecture, and modern-day Yucatecan life. One of the most striking features of Izamal is its golden-yellow buildings, painted this distinctive color in honor of Pope John Paul II’s visit in 1993.

Mysore, often called the “Cultural Capital of Karnataka,” is a city where centuries-old royal heritage meets living tradition. Located at the foothills of the Chamundi Hills, it is best known for its palaces, wide boulevards, and colorful festivals. Once the seat of the Wadiyar dynasty, Mysore still carries an unmistakable royal influence that can be seen in its architecture, markets, and cultural celebrations.

Plovdiv, one of the oldest continuously inhabited cities in Europe, carries over 8,000 years of history layered into its streets. The Roman Theater, still in use today, was discovered by accident in the 1970s and now hosts operas and concerts overlooking the Rhodope Mountains. Nearby, visitors can walk the remains of a Roman stadium buried beneath the main pedestrian street, where modern shops and cafés stand above ancient foundations.