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Bolzano, Italy
The gateway to the Dolomites, Bolzano blends Italian and Austrian culture beautifully. Explore the medieval Piazza Walther, visit the famous Ötzi the Iceman at the South Tyrol Museum of Archaeology, and sample local dishes like speck and schlutzkrapfen in the old town markets.
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Cortina d'Ampezzo, Italy
The queen of the Dolomites, Cortina offers stunning alpine scenery and world-class hiking trails. Take the cable car up to Ra Valles for panoramic views of the Tofane massif, and explore the famous Tre Cime di Lavaredo loop. After hiking, unwind in the charming Corso Italia with a local Aperol spritz.
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Florence, Italy
The cradle of the Renaissance, Florence is unmissable for art and architecture lovers. Book ahead for the Uffizi Gallery and climb the Duomo's dome for sweeping city views. The Oltrarno neighbourhood is perfect for authentic trattorias, artisan workshops, and a quieter pace away from the crowds.
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Siena, Italy
Siena's medieval cityscape is one of the best preserved in all of Italy. The spectacular shell-shaped Piazza del Campo is the heart of the city and a perfect spot for people-watching over a Chianti Classico. Day-trip easily into the Val d'Orcia countryside for rolling hills, cypress trees, and hilltop villages like Montalcino.
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San Gimignano, Italy
Known as the Manhattan of Tuscany for its iconic medieval towers, San Gimignano is a compact and charming hilltop gem. Stroll the UNESCO-listed historic centre, taste the famous local Vernaccia white wine, and don't miss the award-winning gelato at Gelateria Dondoli on Piazza della Cisterna.