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Italy Southbound-to-Alps
I’m reading this as a south-to-north Italy road trip, with one honest caveat: Castello Utveggio is in Palermo, Sicily, so including it makes Day 1 a big southern launch before the mainland climb north.
10days
31stops
3083km
DAY01
Depart → Matera
978 km · 14h 8m driving · long drive · Overnight in Matera
- 07:30Depart· start
- 247 km · 3h 34m
- 08:00Castello Utveggio
- 374 km · 4h 5m
- 14:30Villa San Giovanni Ferry Terminal
- 357 km · 6h 29m
- 17:30Matera· overnight
Accommodation
Matera Sassi edge
DAY02
Belvedere Luigi Guerricchio → Positano
216 km · 4h 5m driving · long drive · Overnight in Positano
- 09:15Belvedere Luigi Guerricchio· start
- 4.9 km · 15m
- 14:30Amalfi
- 211 km · 3h 50m
- 17:00Positano· overnight
Accommodation
Amalfi or Minori
DAY03
Depart → Castel Sant'Angelo
333 km · 4h 13m driving · long drive · Overnight in Castel Sant'Angelo
- 09:00Depart· start
- 10:00Ravello
- 272 km · 3h 15m
- 15:00Colosseo
- 61 km · 58m
- 17:30Castel Sant'Angelo· overnight
Accommodation
Prati or Vatican-side Rome
DAY04
Spanish Steps → Venice
755 km · 10h 57m driving · long drive · Overnight in Venice
- 09:15Spanish Steps· start
- 378 km · 6h 52m
- 12:30Bologna
- 377 km · 4h 5m
- 17:30Venice· overnight
Accommodation
Venice Santa Croce or Cannaregio
DAY05
Depart → Sirmione
169 km · 3h 13m driving · Overnight in Sirmione
- 09:00Depart· start
- 09:15Piazza San Marco
- 0.6 km · 10m
- 11:30Rialto Bridge
- 168 km · 3h 3m
- 17:00Sirmione· overnight
Accommodation
Sirmione or Desenzano del Garda
DAY06
Depart → Varenna
12 km · 20m driving · Overnight in Varenna
- 09:00Depart· start
- 11:30Villa Balbiano
- 7.5 km · 10m
- 14:30Bellagio
- 5 km · 10m
- 17:00Varenna· overnight
Accommodation
Varenna lakefront or upper village
DAY07
Depart → Lago di Resia
171 km · 3h 7m driving · Overnight in Lago di Resia
- 09:00Depart· start
- 09:15Castello di Vezio
- 122 km · 2h 13m
- 14:30Bormio
- 49 km · 54m
- 17:30Lago di Resia· overnight
Accommodation
Curon Venosta or Resia
DAY08
Depart → Ortisei
200 km · 3h 18m driving · Overnight in Ortisei
- 09:00Depart· start
- 10:30Merano
- 61 km · 1h 7m
- 13:30Bolzano
- 138 km · 2h 11m
- 17:00Ortisei· overnight
Accommodation
Ortisei / Val Gardena
DAY09
Depart → Lago di Carezza
74 km · 1h 52m driving · Overnight in Lago di Carezza
- 09:00Depart· start
- 18 km · 28m
- 09:45Passo Sella
- 9.4 km · 15m
- 12:30Canazei
- 46 km · 1h 9m
- 16:30Lago di Carezza· overnight
Accommodation
Bolzano or Nova Levante
DAY10
Depart → Cortina d'Ampezzo
175 km · 3h 9m driving
- 09:00Depart· start
- 62 km · 1h 5m
- 09:45Santa Maddalena
- 54 km · 59m
- 13:00Brunico
- 58 km · 1h 5m
- 17:00Cortina d'Ampezzo
Accommodation
Cortina d'Ampezzo center
Heads Up
- Day 1: 7h 39m driving — plan rest stops
- Day 2: 5h 43m driving — plan rest stops
- Day 3: 6h 37m driving — plan rest stops
- Day 4: 6h 36m driving — plan rest stops
- book Rome timed entries ahead
- confirm Castello Utveggio and Villa Balbiano access before travel
- avoid driving inside Rome/Venice cores
- check alpine pass conditions before the Resia–Dolomites section