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Classic Italy: Rome to the
Italy is best seen behind the wheel, where you can stop for an espresso whenever the mood strikes. I've designed this 7-day loop to keep things relaxed—no more than two or three big stops a day—so you actually have time to enjoy the "dolce far niente" (the sweetness of doing nothing).
7days
22stops
DAY01
Rome Fiumicino Airport (FCO) → Trastevere
Overnight in Trastevere
- 10:00Rome Fiumicino Airport (FCO)· start
- 13:00⭐ The Pantheon
- 16:00Trastevere· overnight
Accommodation
Trastevere
DAY02
Depart Rome → Siena
Overnight in Siena
- 09:00Depart Rome· start
- 12:30⭐ Val d'Orcia
- 16:00Siena· overnight
Accommodation
Siena historic center
DAY03
Depart Siena → Piazzale Michelangelo
Overnight in Piazzale Michelangelo
- 09:30Depart Siena· start
- 11:00⭐ Florence Duomo & Baptistery
- 18:00Piazzale Michelangelo· overnight
Accommodation
Oltrarno District
DAY04
Depart Florence → Portovenere
Overnight in Portovenere
- 09:00Depart Florence· start
- 10:30⭐ Piazza dei Miracoli
- 15:00Portovenere· overnight
Accommodation
Portovenere waterfront
DAY05
Depart Portovenere → Santa Margherita Ligure
Overnight in Santa Margherita Ligure
- 10:00Depart Portovenere· start
- 12:00⭐ Portofino
- 16:00Santa Margherita Ligure· overnight
Accommodation
Santa Margherita Ligure
DAY06
Depart the Coast → Menaggio
Overnight in Menaggio
- 09:00Depart the Coast· start
- 13:00⭐ Bellagio
- 16:00Menaggio· overnight
Accommodation
Menaggio
DAY07
Depart Lake Como → Milan Malpensa Airport (MXP)
- 09:00Depart Lake Como· start
- 11:00⭐ Duomo di Milano
- 14:00Galleria Vittorio Emanuele II
- 17:00Milan Malpensa Airport (MXP)
Booking timeline
Book these before you go- Day 6Ferry · Bellagio
Heads Up
- Day 6: 5h 40m driving — plan rest stops
- Get an International Driving Permit before you leave.
- Most importantly, download an offline map; Italian hill towns have notoriously spotty GPS signals!