Italy by Car: The Best Road Trip Routes Through Tuscany and Amalfi

Italy is a country made for driving each region is brimming with romantic hilltop towns, vineyard-covered landscapes, and dramatic coastal routes. If you’re looking for the perfect blend of countryside charm and seaside glamour, few combinations are more rewarding than a road trip through Tuscany and the Amalfi Coast. From sipping Chianti in medieval towns to navigating cliffside roads with the Mediterranean glimmering below, this road trip delivers beauty, culture, and adventure.

Why Choose Tuscany and Amalfi for a Road Trip?

An Italy road trip through Tuscany and Amalfi gives travelers a taste of the country’s most iconic scenery. Tuscany offers rolling hills, Renaissance cities, and sun-soaked vineyards, while the Amalfi Coast dazzles with its cliff-hugging roads, vibrant seaside towns, and turquoise waters. The two regions complement each other, making for a diverse and unforgettable driving itinerary.

Key Benefits of this Road Trip:

• Flexibility to explore lesser-known towns
• Opportunity to stay in boutique villas or agriturismos
• Authentic Italian cuisine in every region
• Scenic routes perfect for photographers and travel lovers

Start in Florence – The Renaissance Heart of Tuscany

Kick off your journey in Florence, Tuscany’s cultural capital. Rent your car here, but spend at least a day exploring the city’s art, architecture, and local cuisine. Visit the Uffizi Gallery, climb the Duomo, and stroll across the Ponte Vecchio.

Driving Tip: Avoid driving within Florence’s historic center due to ZTL (limited traffic zones). Pick up your car rental from a location outside the ZTL boundaries.

From Florence, head south through the heart of the Chianti region.

The Chianti Wine Route – Tuscany’s Flavorful Core

The drive from Florence to Siena via SR222 (Chiantigiana Road) is one of the most scenic routes in Tuscany. Wind through olive groves and vineyards, stopping in small towns like Greve in Chianti and Castellina.

Must-See Stops:

• Greve in Chianti: Wine tastings and artisanal shops
• Castellina: Medieval architecture and panoramic views
• Siena: Stunning cathedral and historic Piazza del Campo

For wine lovers, consider visiting a local vineyard for a guided tasting. Book ahead for private experiences.

Val d’Orcia – Picture-Perfect Tuscany

From Siena, head toward Val d’Orcia, a UNESCO-listed region famed for its postcard-perfect scenery. Drive through Pienza, Montalcino, and Montepulciano for some of Tuscany’s most picturesque landscapes and wines.

Top Attractions:

• Pienza: Renaissance town known for pecorino cheese
• Montalcino: Home of the prestigious Brunello wine
• Montepulciano: Hilltop town with underground wine cellars

This area is ideal for a 2-day stay at a countryside agriturismo, where you can enjoy slow travel and local cuisine.

Transition to Southern Italy – En Route to Amalfi

From Montepulciano, drive southeast toward Naples (around 4.5 hours). Plan a rest stop in Caserta to visit the Royal Palace, one of Italy’s most magnificent palaces, often compared to Versailles.

Once in Naples, you’re at the gateway to the Amalfi Coast. Spend a night here if you wish to explore Naples’ street food scene or visit Pompeii and Mount Vesuvius before continuing.

Don’t miss a visit to Pompeii Archaeological Park for a glimpse into ancient Roman life.

Amalfi Coast Drive – Cliffside Wonder

The Amalfi Coast is one of the world’s most famous driving routes. Begin in Sorrento, then follow the SS163 (Amalfi Drive) toward Positano, Amalfi, and Ravello. Each town offers something unique:

• Sorrento: Gateway town with great dining and lemon groves
• Positano: Iconic cliffside town with pebble beaches
• Amalfi: Rich in maritime history and beautiful cathedrals
• Ravello: Elevated views, gardens, and music festivals

Important Driving Tip: Roads are narrow and winding. Consider renting a smaller car, and drive early in the day to avoid congestion.

For more tips on stylish Italian stays, check out our guide to Europe’s best luxury villas.

Where to Stay Along the Way

Here’s a quick guide to great accommodation options along your route:

• Florence: Boutique hotels near Piazza della Repubblica
• Chianti/Val d’Orcia: Rustic agriturismos or countryside villas
• Naples: Central hotels near Spaccanapoli for a quick layover
• Amalfi Coast: Luxury villas with Mediterranean views or historic cliffside hotels

For coastal accommodations, consider booking early, especially from May to September, when availability is limited.

Tips for a Seamless Italy Road Trip

Planning is key to making the most of your Italy road trip Tuscany and Amalfi experience. Here are essential tips to keep in mind:

• Book your rental car early – Choose one with GPS or download offline maps.
• Understand ZTL zones – Many Italian towns restrict car traffic in central areas.
• Drive defensively – Italian drivers can be fast and assertive.
• Have cash on hand – For parking, toll roads, and small towns.
• Stay for at least 10–12 days – To fully enjoy the pace and beauty of each region.

For more travel planning help, check out the detailed post on European road trip packing essentials.

Conclusion

An Italy road trip through Tuscany and the Amalfi Coast is more than a vacation it’s a journey through culture, history, gastronomy, and natural beauty. You’ll savor local wines under the Tuscan sun, drive through ancient cities, and witness dramatic coastal views along the Amalfi. It’s the kind of adventure that lingers in your memory long after the trip ends.

So, buckle up and get ready for one of Europe’s most rewarding road trips Italy is best discovered behind the wheel.