
This private tour from Pisa takes you through the scenic Chianti region. You will travel through the Tuscan countryside, characterized by vineyards, olive groves, and cypress trees, with an expert driver. The itinerary includes a visit to San Gimignano, where you can explore the medieval village known for its towers and artisan shops. A traditional Tuscan lunch at a family-run organic farm is included, as well as a visit to Monteriggioni Castle along the historic pilgrim road. The tour concludes with a wine tasting at Poggio ai Laghi winery, featuring Chianti Classico and Super Tuscan wines, alongside extra virgin olive oil. This experience suits travelers looking for a private, immersive excursion in Tuscany. It is important to book in advance, as group sizes may vary.
After private pick-up directly under your cruise ship at Livorno Port or from your accommodation, you will travel through the beautiful Tuscan countryside on a private and exclusive tour to your first stop: San Gimignano. Explore the medieval charm of San Gimignano, the famous “Town of Fine Towers.” Enjoy approximately 1 hour of free time to stroll through its picturesque streets, admire the iconic medieval towers, and fully enjoy the atmosphere at your own pace. Taste the renowned Vernaccia di San Gimignano white wine and indulge in the award-winning gelato at Gelateria Dondoli, a two-time world champion, located in the main square. Take memorable photos, browse local artisan shops, and experience the authentic magic of one of Tuscany’s most iconic medieval towns.
Enjoy the authentic flavors of Tuscany at a charming organic farm set on a hilltop with beautiful panoramic views of San Gimignano. This stop offers a genuine farm-to-table experience in the heart of the Tuscan countryside. Savor a homemade 3-course Tuscan lunch made with fresh, organic ingredients, paired with 4–5 premium Tuscan wines including Chianti DOCG, Vernaccia, and Super Tuscan. The experience also includes five extra virgin olive oil tastings and three balsamic vinegar tastings, all served in a peaceful countryside setting for an unforgettable Tuscan food and wine experience.
After lunch, visit the medieval fortress of Monteriggioni, built by the Sienese between 1214 and 1219 as a defensive stronghold against Florence. This perfectly preserved hilltop castle is one of Tuscany’s most iconic landmarks. Enjoy free time to walk along the ancient walls, take photos, and soak in the unique medieval atmosphere surrounded by the Tuscan countryside.
End your Tuscan experience with a visit to Poggio ai Laghi, a well-known Chianti Classico winery, where you will enjoy a guided tasting of 6–7 wines, including Chianti Classico and Super Tuscan, led by an expert sommelier. After the tasting, we will return you to the Livorno Cruise Terminal or to your preferred location, concluding your full-day private Tuscan tour.