Nestled in the rolling hills of Tuscany, Montepulciano is a quintessential Italian hill town that offers visitors a perfect blend of Renaissance architecture, fine wine, and stunning vistas. Famous for its Vino Nobile di Montepulciano, this town is a paradise for wine lovers. Touring local vineyards, such as Cantina Contucci, and sampling the region’s prestigious red wines is an experience that transports you into the heart of Tuscany’s wine heritage.

Bamberg, located in northern Bavaria, stands out for its remarkably preserved medieval layout, which earned it a spot on the UNESCO World Heritage list. Built on seven hills and often compared to Rome for that reason, the city’s architecture reflects over a thousand years of uninterrupted development. Bamberg is well known for its beer, and not just in the usual Bavarian sense. The city has more breweries per capita than any other town in Germany, and it’s the birthplace of rauchbier.

Cheltenham is a Regency-era spa town in Gloucestershire known for its elegant streets, welcoming squares and an inviting pace of life that has drawn visitors since the 1700s. The town pulses with festivals through the year, giving travelers reason to return again and again. Cheltenham Literature Festival, the longest-running festival of its kind in the world, brings writers and readers together each autumn for talks, readings and book signings that span many genres.

Havana, Cuba's vibrant capital, is a city where the past and present coalesce to create an unforgettable travel experience. Walking through Old Havana (La Habana Vieja), a UNESCO World Heritage site, feels like stepping back in time. The cobblestone streets are lined with pastel-colored colonial buildings, baroque churches, and iconic plazas, such as Plaza de la Catedral and Plaza Vieja, each with its own unique charm and history.

Coimbra, set along the banks of the Mondego River in central Portugal, is a historic city known for its academic legacy and old-world charm. Once the medieval capital of Portugal, it is home to the University of Coimbra, one of the oldest in Europe and a UNESCO World Heritage Site.