Day Trips from Pisa to San Gimignano

This private tour blends Tuscany’s history, culture, gourmet flavors, and stunning scenery for an unforgettable experience that captures the essence of the region. • Explore Tuscany on a private, full-day tour through historic towns, rolling hills, and breathtaking landscapes. • Start in Volterra, the “City of Vampires” from Twilight, wandering ancient Etruscan streets and medieval architecture full of mystery. • Enjoy a three-course lunch at a charming family-run organic farm, featuring fresh local ingredients and a guided tasting of Chianti wines, extra virgin olive oil, and balsamic vinegar—a true Tuscan culinary experience. • Continue to San Gimignano, the "Medieval Manhattan" famous for its iconic towers. Stroll cobblestone streets, admire artisan shops, and don’t miss the world-renowned gelato.

Experience the best of Chianti from its historic hill towns and rolling landscape to its storied wineries in a single day with this private driving tour. Save hours with a dedicated driver, leaving you time to fit in visits to both San Gimignano and Monteriggioni. Break up your sightseeing with a wine-tasting lunch at a Tuscan farm and cap off your day with a Chianti winery tour and tasting.

This tour offers a unique opportunity to explore three iconic Tuscan cities—Florence, San Gimignano, and Siena—in just one day from Pisa. Experience Florence's Renaissance charm at Piazza del Duomo and Ponte Vecchio, the medieval allure of San Gimignano's Piazza del Duomo and Torre Grossa, and the Gothic splendor of Siena's Piazza del Campo and Cathedral. Enjoy free photography for 30 minutes to capture your memories. With convenient transportation between cities and expertly planned stops, this tour maximizes your time while providing a rich cultural experience. It's a perfect blend of history, architecture, and breathtaking scenery, ideal for travelers seeking to see Tuscany's highlights in a single day

Medieval towers but also the best ice cream of the world! If your dream is to discover all the hidden corners of a Tuscan city, this is your tour. I will pick you up with my professional van, and I will drive you through the hills of Tuscany until we will arrive at our destination. At every attraction, our driverguide will stop the van trying to offer you an exclusive and comfortable experience. Then, our driverguide will explain you everything he knows: it will be like watching the view from the eyes of a local. San Gimignano is a perfect example of Medieval village in the heart of Tuscany. You will be amazed by how this place can transport you in a very old age! One of the most important moment in a tour in Tuscany must be a good meal: let us organize you a special lunch tasting with some tuscan specialties, like finocchiona or pecorino cheese. Don't worry, we have always some surprises for you during our city tour!

Check out two villages that not all tourists visit, since they are off the beaten path in this trip to medieval Tuscany from Livorno, Pisa, or Florence. This private tour is tailored just for you and your group, so you can spend more time on what interests you, and skip what doesn’t. Explore the Roman Amphitheatre, Rossi Alabastri Volterra, and the historic center of San Gimignano.

Travel to the capital of the ancient Etruscan empire on a half-day tour from Pisa to Volterra. After journeying through the rolling green hills and valleys of the Tuscan countryside, explore Volterra’s many layers of history on a tour of highlights including the ancient Roman theater, Medici fortress and Bishop’s Palace. Learn about the area’s traditional alabaster industry on a factory tour, and admire a modern cultural gem with a visit to the open-air amphitheater created by famed Italian opera singer Andrea Bocelli.

Make traveling beyond Pisa city limits simple—and discover some of the historic and cultural highlights of the Tuscan countryside—on this full-day, small-group tour. Round-trip transit from Pisa makes getting into nature simple. Head first to San Gimignano, a UNESCO World Heritage Site town known for its medieval towers. Then, pair your visit with a Chianti winery stop, where you'll enjoy a tutored wine tasting, accompanied by a light lunch.

Visit the historic town of San Gimignano and discover a hidden gem— local wineries where the views are almost as good as the wine. Enjoy wandering through two wineries, take in views of the vineyards and the surrounding rolling countryside, and learn about how wine is made. Then taste some of the local wine with your hosts, and visit the cellars where wine is kept in wooden barrels to age.

Explore two charming Italian towns, Siena and San Gimignano—without having to rent a car or tackle public transport—on this full-day trip from Pisa. Travel through the picturesque Tuscan countryside to your first stop, San Gimignano, and enjoy free time to shop, eat, or explore. Continue to Siena—known for its well-preserved medieval architecture—and choose whether to wander historic streets, sample gelato (own expense), or visit one of its UNESCO World Heritage-listed monuments. End the day back in Pisa.