Our Most Popular Self-Drive Itineraries
Every Italy Trails itinerary is fully customizable, but these are the routes our travelers love most. Each one can be adjusted in length, pace, and focus to match your interests.
Northern Italy Self-Drive Tour
From the fashion capital Milan to the canals of Venice, through the vineyards of Piedmont and the dramatic peaks of the Dolomites. This itinerary is perfect for travelers who want to combine world-class cities with breathtaking natural landscapes. Stop at Lake Como for an afternoon, explore Verona’s Roman arena, drive through the Prosecco hills, and arrive in Venice by sunset.
Explore the Northern Italy self-drive tour
Sicily Self-Drive Tour
The largest island in the Mediterranean is a world of its own. Drive along the coast from Palermo to Taormina, climb Mount Etna, wander through the Greek temples of Agrigento, and lose yourself in the baroque streets of Noto and Syracuse. Sicilian cuisine alone is worth the trip — and we’ll make sure you taste the best of it, from arancini at a street market to fresh seafood at a family-run trattoria overlooking the sea.
Explore the Sicily self-drive tour
Tuscany Self-Drive Tour
Rolling hills, cypress-lined roads, Renaissance masterpieces, and some of the finest wine on earth. A Tuscany self-drive tour takes you from Florence’s galleries to the medieval towers of San Gimignano, through the Chianti wine region, and into the Val d’Orcia — the landscape that has defined Italy’s image worldwide. This is la dolce vita at its purest.
Explore the Tuscany self-drive tour
Looking for something different? We also design self-drive itineraries through Puglia, the Amalfi Coast, Sardinia, Umbria, and multi-region routes across the entire country.
Contact us to design your custom itinerary
How It Works: 4 Steps to Your Italian Road Trip
Planning your self-drive tour with Italy Trails is simple. We do the heavy lifting so you don’t have to.
Step 1 — Tell Us About Your Trip
Fill out our inquiry form or schedule a video call with our team. Tell us your travel dates, interests, budget, and any must-see destinations. Traveling with kids? Celebrating an anniversary? Looking for off-the-beaten-path adventures? The more we know, the better we can tailor your experience.
Request your free consultation
Step 2 — We Design Your Itinerary
Our team of Italian travel experts creates a day-by-day itinerary tailored to your preferences. We select the best routes, book accommodations that match your style, and arrange experiences that go beyond the guidebook. You review the plan and we refine it together until it’s perfect.
Step 3 — Arrive and Start Driving
When you land in Italy, everything is ready. Your car is waiting, your smartphone is loaded with your complete itinerary and navigation, and your first hotel is expecting you. From this moment, you’re free to explore at your own pace.
Step 4 — Enjoy, and We’re Always Here
Throughout your trip, our team is just a message away. Want to change tomorrow’s plan? Need a restaurant recommendation? Something unexpected happened? We handle it in real time so your only job is to enjoy Italy.
What Our Travelers Say
We’ve helped hundreds of travelers explore Italy on their own terms. Here’s what some of them had to say: