Italian road trips to take this summer

Words by Georgie Young

07 June 2022

Road through a hill full of trees overlooking Lake Garda and mountain

The sun is hot, the road is open, and the scenery is impeccable. What are you waiting for?

The wind whispered through cypress trees, and the valley was still for a moment. Then, a vehicle growled into view, roof down to allow the thick, lemon-scented sun to pour over its passengers.

Ah, Italy. A land where the espresso is strong, the scenery is impressive, and the dolce is very much vita. It’s never struggled to keep its status as one of Europe’s top holiday destinations – and as such, ticks all the boxes for an unforgettable summer road trip.

Ready to hit the tarmac? Below, Quintessentially Italy has picked the country’s best road trips – from alpine lakes and lemon groves to coastal towns and castle-filled vineyards.

The Amalfi Coast

Bridge standing between two large hills over the Amalfi Coast sea
2 chairs and low squares table underneath double archway overlooking coast and mountains
Amalfi bridge | Hotel Caruso

Sorrento – Positano – Ravello – Salerno

50km/30 miles; 1–2-hours

Not one for the fainthearted, The Amalfi Coast drive (SS163) is 50km of twists, turns and tumbles between cliff and coast. The pace can be maddeningly slow at peak times; however, this does allow you to savour views of olive and lemon groves, sun-bleached houses, and that beautiful, sparkling sea. Make sure to pitstop in Positano – the Amalfi Coast’s front-cover splash – where a tumble of pastel houses and luxury hotels cling to the cliffs. To stay, check into hilly Ravello’s Caruso Hotel. It’s a former 11th-century palace complete with original frescos; it is the only place in Italy with a panoramic pool above the clouds.

The Chiantigiana Road

Infinity pool between the hills overlooking sunset, clouds and mountains at Castiaglion di Bosco hotel
Birdseye view of Tuscan countryside hills with long winding path with rows of little trees guiding the path either side with orange and red cloudy sky at sunset
Castiglio di Bosco | Tuscan countryside

Florence – Siena

60km/37 miles; 1.5 hours

The Tuscan countryside is famed for its castles and vineyards, and this winding road (also known as the less poetic SR222) is ideal for exploring both. The route picks through Chianti Classico’s thousands of acres of vineyards and is thus as pleasing to the palate as it is to the eye. Although the vineyards are best visited during September’s harvest, most are open throughout summer for tastings and tours; book ahead and book a driver to make the most of them. Once you’ve had your fill, spend the night at Castiglio di Bosco – a vast, secluded working wine estate beautifully transformed into a country-style luxury hotel.

Lake Como Circuit

View of winding Lake Como between mountains covered in clouds and view of town
Outside luxury Grand Hotel Tremazzo pool and orange sunbeds and pool house on the Lake overlooking mountains,
Lake Como | Grand Hotel Tremezzo

Como – Tremezzina – Bellagio

163km/101 miles; 4 hours

A winning combination of alpine views, secluded towns and luxurious towns, it’s no wonder Italy’s most famous lake is a favourite amongst luxury travellers and celebrities. To drive it, follow the lake’s Y-shape in a clockwise direction from Como. Then, veer off the main road onto Via Regina to weave your way past more secluded turquoise shores, clifftop hotels, and tourist-free towns. It only takes a few hours to circumnavigate everything. Still, you can easily make a few days of it by planning stays at the Grand Hotel Tremezzo (Wes Anderson-style good looks and an outstanding spa) and the Mandarin Oriental (an ex-19th century villa with two private boats).

The Italian Riviera

Balcony of two green abstract design garden chairs with cushions  with a view of lake and trees.
Colourful village houses built up on cliff edge of mountain next to the sea.
Belmond Splendido | Cinque Terre

Genova – Cinque Terre – La Spezia

321km/199 miles; 9 hours

Beloved by poets and writers, this 300km of Italian coastline spoils its visitors with pastel-coloured houses, gin-clear waters and fresh pesto pasta (a Ligurian speciality). Begin your trip amongst Genova’s tall walls – making sure to join the locals in line at Antica Friggitoria Carega for fried seafood – before driving to tourist favourite, Cinque Terre. Here, it’s best to park up and wander from village to village along the Via dell’ Amour, arriving early to avoid the crowds. Hotels are few and far between – and often lacking in quality – but fortunately, the world-leading Belmond Splendido is 90 minutes up the road in the swish town of Portofino.

Vineyards in Veneto

Highway roads up mountain with cobbled stone barriers surrounded by trees overlooking the sea Highway roads up mountain with cobbled stone barriers surrounded by trees overlooking the sea
Strada Forra Lago Garda

Verona – Valpolicella – Lake Garda

48–144km/30–90 miles/48–144km; 1–3 hours

Visitors to Veneto often stick to Venice and Verona, but a cruise through its surrounding vineyards, mountains, and thermal baths is well worth a day trip. Make for the Valpolicella wine route to sample bottles produced by boutique producers – or pick up a bottle for later, if you’re behind the wheel – and a dip in the thermal baths. For a more extended trip, head up to Lake Garda via the Strada della Forra – a gorge drive of James Bond fame – with a stop for a seafood lunch at Michelin-starred Vecchia Malcesine. Another highlight is the UNESCO-listed Palladian Villas – a series of stunning former 17th-century aristocratic mansions.

From Pisa to Rome

IMG 6695

Pisa – Siena – Rome

500km/310 miles; 3 hours drive or four days by bike

Both cities bookending this hefty road trip need little introduction. However, the route between them is reasonably traversable on two wheels instead of four, which is precisely what a team of 50 cyclists took on in aid of Quintessentially Foundation’s new initiative, The Firefly Project. Should you wish to follow in their wheel tracks, the route is no mean feat, swinging through stretches of the world-famous Strade Bianche and some of the hillier sections of the Umbrian countryside.

For more information about the charity bike ride, please contact Quintessentially Foundation. For additional information about Italy, please contact Quintessentially Italy or Quintessentially Travel.

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