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Romantic Roadtrip from Milan to Rome via Lake Como and Tuscany

  1. Day 1: Milan
    Estimated Distance from Rome: 596.3 km (6 h 14 min)

    Experience Milan's mix of contemporary and historical architecture. Visit the Gothic Cathedral and Leonardo da Vinci's The Last Supper painting.

  2. Day 2: Lake Como
    Estimated Distance from Milan: 67.1 km (1 h 16 min)

    Take a panoramic boat ride, indulge in local food and wine and experience a remarkable sunset at shore of the lake.

  3. Day 3: Siena
    Estimated Distance from Lake Como to Siena: 355.7 km (3 h 37 min)

    Stroll through Siena's medieval alleyways, admire the Gothic cathedral and town halls, and try the world-renowned Chianti wine.

  4. Day 4: Montepulciano and Montalcino
    Estimated Distance from Siena to Montepulciano: 57.8 km (1 h)

    Visit two small hill towns known for their red wine production and gorgeous architecture, with a stop at the 16th-century fortress in Montepulciano.

  5. Day 5: Pienza and Val d'Orcia
    Estimated Distance from Montepulciano to Pienza: 22.3 km (42 min)

    Explore Pienza's UNESCO-listed center, elegant cathedral, and serene countryside views. Continue to the beautiful Val d'Orcia, famous for its vineyards, olive oil and truffle production.

  6. Day 6: Florence
    Estimated Distance from Pienza to Florence: 111 km (1 h 38 min)

    Visit the cradle of the Renaissance, admire Michelangelo's David sculpture, Giotto's Bell Tower, Florence Cathedral and Ponte Vecchio Bridge.

  7. Day 7: Rome
    Estimated Distance from Florence to Rome: 277.5 km (2 h 46 min)

    Complete your honeymoon in Rome with an unforgettable visit to St. Peter's Basilica, the Colosseum, Roman Forum, and Vatican City.

Time and Cost Estimates

  • Milan Cathedral (30 min, Free)
  • The Last Supper (20 min, €10)
  • Panoramic Boat Ride (2-3 hrs, €10-15)
  • Wine Tasting in Montepulciano and Montalcino (2 hrs, €10-20)
  • Florence Cathedral (30 min, Free)
  • Uffizi Gallery (2-3 hrs,€16-20)
  • Total Estimated Costs: €66-85 per person

Useful Tips

If you have more time, add a visit to the leaning tower of Pisa and the nearby beach. Alternatively, skip a destination on your route to spend more time in others.

When are you going?
Add your start date and we'll check in at two weeks out, one week out, and the day before — bookings, packing, and a day-one brief. Reply to any of them if plans change.
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