No matter which route you choose, you could expect delicious food, wine, and superb views.

Whether coastal or country,Tuscanyis made for four wheels.

Starting in Pienza, travel south and then east to Monticchiello, a perfectly preserved 15th-century village.

Porto Ercole, Argentario Peninsula, Tuscany, Italy

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Enjoy lunch atLa Grotta, then head northwest to Bagni San Filippo to soak in the natural thermal baths.

Then, it’s on to San Quirico d’Orcia for more medieval Tuscany and great views.

On your way south to Montepulciano, stop in Montefollonico.

Vineyard landscape

A vineyard in Tuscany.Christopher Larson/Travel + Leisure

Tip: You might want to break up the drive into a few days.

Every town mentioned is perfect for an overnighter.

The Wine Route

Wine loverswho love a great drive, welcome to Brunello country.

Sant Antimo Abbey, monastery, Castelnuovo dell’Abate, near Montalcino, Val d’Orcia, Orcia Valley, Tuscany, Siena Province, Italy

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About five minutes down the hill isPoggio di Sottofor an excellent Brunello experience.

Or, check outPodere le Ripi, whose bonsai wines and farm-to-tableTuscan Garden Experienceare a must.

Art With a Side of Vino in Chianti

What’s better than a trip filled with art?

A general exterior view of at Antinori in Chianti Classico

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A trip filled with art, great food, and delicious wine.

Luckily, the Chianti countryside offers it all.

From Florence, take the winding road toAntinori nel Chianti Classicoin Bargino.

The historic center of the medieval town in Tuscany region, very famous culturally in the Renaissance period.

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Antinori has a rooftop restaurant Rinuccio 1180 overlooking the vineyards.

Walk, run, hike, bird-watch, or simply enjoy the dunes.

Further south lies Talamone, a picture-perfect medieval town on a wild promontory with a castle.

Roccalbegna in Tuscany

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it’s possible for you to explore the oasis via trail and guided tours.

Driving north or south on the E80, take the Orbetello Scalo exit.

On a rainy day, you’ll be caught up in Monte Argentario’s incredible nature.

Exterior of Abbey of Monte Oliveto

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You’ll want to walk around the town and enjoy the pebbly beaches.

Wild Tuscany

Southern Tuscany is wild.

Divided from the north by Monte Amiata, the rugged countryside has been almost untouched for centuries.

Expect original country charm, amazing food, solitude, and vast vistas.

Next, it’s time for Stribugliano and the great views from Castiglioncello Bandini.

The landscape of lush rolling hills is at once dramatic and breathtaking.

Finally, head back to Asciano on the SP60 road.

Stop when you’re ready to take in the Val d’Asso and watch the sunset.