Are you looking to explore Northern Italy in a unique way? This 10-day self-guided Italy itinerary combines iconic sites with authentic Italian villages and unmissable local encounters that bring the experience alive. Enjoy the first part of the itinerary by train, from fashionable Milan to the picturesque coastal villages of Cinque Terre to the iconic sites of Florence. Then go deeper into the Tuscan countryside by car, visiting charming towns like Siena, staying at boutique farmhouses, and tasting the regional specialties of the area including local olive oil and Chianti wines. You'll finish your self-guided tour of Italy by exploring Rome's ancient marvels - the perfect way to cap it all off!
Book our 10-day self-guided Italy trip with Custom Dates year round! See all inclusions, itinerary details and complete pricing in the drop downs below.
9 nights in boutique accommodations
1st or 2nd class train travel between Milan, Cinque Terre, and Florence, a Cinque Terre train pass, detailed driving routes, car rental guidance, and public transit tips throughout.
Entry to Florence Duomo and Accademia, Siena Duomo admission, Chianti wine and olive oil tastings, plus a picnic lunch and farmhouse dinner.
Daily breakfasts + 1 lunch + 1 dinner Restaurant recommendations along the way
Visit our local community partner to learn about Slow Food, with a donation included, plus a detailed self-guided itinerary, driving tips, local recommendations, and dedicated Traverse support.
Optional add-ons include a guided Cinque Terre hike, Florence city tour, Uffizi Gallery tickets, day trip to Lucca or Pisa, Rome walking tour, and extra nights in Rome.
International airfare
Additional in-country transportation (only as indicated)
Tips to your local guides and drivers
Required travel insurance
