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Italy South-to-North
A 10-day all-driving Italy run, starting in the deep south and easing north with just one big, worthy attraction each day.
10days
29stops
998km
DAY01
Depart → Otranto
50 km · 55m driving · Overnight in Otranto
- 09:00Depart· start
- 10:00Lecce Historic Center
- 29 km · 32m
- 13:00Grotta della PoesiaMust-see
- 21 km · 23m
- 16:30Otranto· overnight
Accommodation
Otranto old town or waterfront
DAY02
Depart → Sassi di Matera
222 km · 4h 1m driving · Overnight in Sassi di Matera
- 09:00Depart· start
- 10:00Santa Maria di LeucaMust-see
- 53 km · 57m
- 13:30Gallipoli
- 169 km · 3h 4m
- 17:00Sassi di Matera· overnight
Accommodation
Matera Sassi edge or upper town
DAY03
Belvedere Murgia Timone → Amalfi
230 km · 4h 11m driving · Overnight in Amalfi
- 09:15Belvedere Murgia Timone· startMust-see
- 112 km · 2h 2m
- 13:30Certosa di Padula
- 118 km · 2h 9m
- 17:30Amalfi· overnight
Accommodation
Amalfi or Atrani
DAY04
Ravello → Positano
16 km · 20m driving · Overnight in Positano
- 09:30Ravello· startMust-see
- 8.1 km · 10m
- 13:00Fiordo di Furore
- 7.9 km · 10m
- 16:30Positano· overnight
Accommodation
Positano or Praiano
DAY05
Capri → Marina Grande
3.4 km · 20m driving · Overnight in Marina Grande
- 10:30Capri· startMust-see
- 2.4 km · 10m
- 14:30Giardini di Augusto
- 1 km · 10m
- 17:00Marina Grande· overnight
Accommodation
Sorrento or Massa Lubrense
Food
- simple Roman lunch · grab a simple Roman lunch nearby and leave the car alone
DAY06
Depart → Val d'Orcia
186 km · 3h 23m driving · long drive · Overnight in Val d'Orcia
- 09:00Depart· start
- 12:30Civita di Bagnoregio
- 186 km · 3h 23m
- 16:30Val d'Orcia· overnight
Accommodation
Pienza or Val d'Orcia countryside
DAY07
Pienza → San Gimignano
103 km · 1h 52m driving · Overnight in San Gimignano
- 09:30Pienza· startMust-see
- 12 km · 13m
- 12:30Montepulciano
- 91 km · 1h 39m
- 16:30San Gimignano· overnight
Accommodation
San Gimignano or nearby countryside
DAY08
Depart → La Spezia
173 km · 3h 12m driving · Overnight in La Spezia
- 09:00Depart· start
- 10:30Castello di MonteriggioniMust-see
- 167 km · 3h 2m
- 14:30Portovenere
- 6.8 km · 10m
- 17:30La Spezia· overnight
Accommodation
La Spezia waterfront or station-area edge
DAY09
Manarola → Monterosso al Mare
9.9 km · 20m driving · Overnight in Monterosso al Mare
- 10:00Manarola· startMust-see
- 6 km · 10m
- 13:00Vernazza
- 3.9 km · 10m
- 17:00Monterosso al Mare· overnight
Accommodation
La Spezia or Monterosso al Mare
DAY10
Depart → Varenna
5 km · 10m driving
- 09:00Depart· start
- 13:30BellagioMust-see
- 5 km · 10m
- 16:30Varenna
Accommodation
Lake Como mid-lake area, such as Bellagio or Varenna
Heads Up
- Day 6: 7h 5m driving — plan rest stops
- book Amalfi/Capri lodging early if traveling in warm months
- keep a small overnight bag handy for towns with stairs
- don't rely on driving inside Cinque Terre villages
- For the Amalfi Coast and Lake Como, the "best activity" is often just giving yourself time to sit with the view