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Milan, Italy
Start your journey in Italy's fashion capital. Visit the iconic Duomo di Milano and the Navigli canal district for evening aperitivo. Don't miss a slice of cotoletta alla milanese at a traditional trattoria.
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Venice, Italy
Park your car on the mainland and explore the floating city on foot and by vaporetto. Wander through the Dorsoduro neighbourhood and visit St. Mark's Basilica early morning to avoid crowds. Try cicchetti (Venetian tapas) at a local bacaro along the Grand Canal.
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Florence, Italy
The cradle of the Renaissance is packed with world-class art — book the Uffizi Gallery in advance. Stroll across the Ponte Vecchio and climb Piazzale Michelangelo for a stunning sunset panorama. Indulge in a bistecca alla fiorentina at a classic Oltrarno restaurant.
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Siena, Italy
Siena's medieval centre is a UNESCO World Heritage Site centred around the stunning Piazza del Campo. Explore the striped marble Duomo and the narrow contrade (neighbourhood) alleyways. Sample pici pasta and ricciarelli almond cookies at local osterias.
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Rome, Italy
The Eternal City rewards slow exploration — the Colosseum, Vatican Museums, and Trastevere neighbourhood are unmissable. Book Vatican tickets well in advance and visit the Pantheon at opening time. Eat cacio e pepe in a family-run trattoria in Testaccio, Rome's foodie heartland.
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Naples, Italy
Chaotic, vibrant Naples is the birthplace of pizza — head to Pizzeria da Michele for the definitive margherita experience. Explore the ancient ruins of Pompeii just 30 minutes away by car. The Spaccanapoli street cuts through the historic centre and is perfect for street food and people-watching.
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Palermo, Italy
Sicily's capital blends Arab-Norman architecture with a bustling street food culture — try arancini and sfincione at the Ballarò market. Visit the stunning Cappella Palatina and the nearby Valley of the Temples in Agrigento for a day trip. The city's chaotic energy and incredible cuisine make it a perfect road trip finale.