
Self-drive route · free to read, day by day
A forward-moving Italian road trip from Rome's lively piazzas through Etruscan hill towns, Tuscan cypress roads and Chianti wine country. It continues past Carrara marble quarries and the Cinque Terre cliffs to the Ligurian Riviera, Lake Como and Milan.
Curated by Lance · drove it, filmed it
updated Oct 2026
You sleep in Rome · San Quirico d'Orcia · Montepulciano · Florence · Vernazza — start in Rome, end in Milan.
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2 km · 20m driving · overnight in Rome



1⭐ Trevi Fountain
2Campo de' Fiori
3Trastevere177 km · 1h 51m driving · overnight in San Quirico d'Orcia


1⭐ Civita di Bagnoregio
2Bagno Vignoni28 km · 32m driving · overnight in Montepulciano



1⭐ Cappella della Madonna di Vitaleta
2Cipressi di San Quirico d'Orcia
3Cantina De' Ricci121 km · 1h 17m driving · overnight in Florence


2Castello di Brolio
3⭐ Piazzale Michelangelo182 km · 1h 55m driving · overnight in Vernazza



1Leaning Tower of Pisa
2Cave di Marmo Fantiscritti
3⭐ Vernazza221 km · 2h 19m driving · overnight in Milan


1⭐ Portofino
3Navigli142 km · 1h 29m driving · end of trip


1⭐ Bellagio
2Duomo di MilanoDifferent dates, another start city, a mix of regions. Delivered within 48 hours.
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