A 10days-long road trip through Tuscany is a fantastic way to explore the region's picturesque landscapes, charming towns, and delicious cuisine. The trip can be tailor made accordingly to the season (summer is quite hot), the number of days you can stay and the number of hotels you are available to change. Experiences/Extras can be added to enrich the journey with special memories. Here is a first suggested itinerary to start, changing the hotel everyday!
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Upon arrival, pick up your rental car and head to the charming town of Lucca (40 minutes drive). Explore the historic center, including the Cathedral of St. Martin and the beautiful city walls. Rent a bike to enjoy a leisurely ride along the fortified walls.
Start your day in Pisa (30 minutes drive). Visit the iconic Leaning Tower, Piazza dei Miracoli, the Baptistery, and the Cathedral. Drive to San Gimignano (2 hours) with an optional stop in Volterra. In San Gimignano, explore the medieval towers, Collegiate Church, and Piazza della Cisterna.
Drive to Siena (45 minutes), stopping in Monteriggioni for a glass of wine. Explore Siena's historic city center, including Piazza del Campo and the Cathedral. Visit the Siena Civic Museum and take a leisurely stroll through the medieval streets.
Embark on a scenic drive through the Tuscan hills of Val d’Orcia, known for its breathtaking landscapes and medieval villages. Avoid main roads and visit Montalcino (50 minutes drive), San Quirico d’Orcia (20 minutes drive), Bagno Vignoni (15 minutes drive), and Pienza (25 minutes drive). Relax in the hot spring baths in Bagni di San Filippo before reachingthe off-the-beaten-path villages in the Southern part of the region: Sorano, Sovana, and Pitigliano. If you enjoy hiking, take advantage of the scenic trails. Consider a visit to the Tarot Garden in Capalbio (1 hour drive).
Drive to hilltop Orvieto (1 hour) and explore its beautiful cathedral and underground city. Continue to Montepulciano (1 hour drive), renowned for its wine and Renaissance architecture. Visit the Piazza Grande and the Cathedral before heading to a vineyard for a tasting of local Nobile wine.
Drive towards Florence, taking the panoramic route through the Chianti valley, passing through tiny villages like Gaiole, Radda, Castellina, and Greve. Stop at a winery for a tasting or consider taking a cooking class. Explore Florence's iconic landmarks, including the Florence Cathedral, Giotto's Bell Tower, Uffizi Gallery, Piazza della Signoria, and Ponte Vecchio. Indulge in some shopping for leather bags, shoes, and gloves. Conclude your stay with a farewell dinner in one of Florence's delightful trattorias.
Depart for the airport for your return flight.
Hi Barbara - On behalf of my wife and I, I want to thank you for planning an incredible honeymoon for us. We had the absolute time of our lives and could not have done it without you. Here are just a few pictures that we took to commemorate the trip but every part of the trip from start to finish was an absolute dream. We are already thinking about planning our next trip so we will certainly stay in touch! If you are ever in New York please feel free to reach out for recommendations we would be happy to help.
Hi Barbara! We are sitting down having lunch before our tour of Pompei and wanted to tell you how much we are enjoying our trip so far.The hotel in Rome was perfectly located and such a lovely spot! Our first dinner in Rome was at Restaurant MonteCarlo was really good and we loved our tour with Edwardo. Julia and Clara’s fav spot was the trevi fountain. We lucked out at the Pantheon and got a really good tour guide (and skipped the lines). We managed to get to the basillica without much of a wait (about 30 min - maybe less).I am so happy that you recommended Herculeum. So impressive! We are having pizza every meal and loving it!
Hello Barbara! Now that we have settled in at home, I wanted to once again thank you for your help in planning an amazing trip to Italy. We had the absolute best time and only wish we could have stayed longer. Everyone we met along the way could not have been nicer. We felt like we were among lifelong friends! We did get to travel to to meet my ancestors’ family and visit the home where my great-grandfather lived-it was amazing! We actually met a woman from our hometown who moved back to Italy 25 years ago! She graduated from high school with my husband’s brother!! What a coincidence! Anyhow, thank you again for all of your help in planning an amazing trip! It could not have been more perfect. Here are a few pictures from our reunion with my Italian family