Best of Tuscany Experience: Pisa, Siena, San Gimignano & Wine

Begin your unforgettable journey by meeting the local staff at Florence Gate Caffetteria inside Villa Costanza Coach Station, easily accessible from Santa Maria Novella train station via tram T1 Leonardo to the final stop, Villa Costanza, in about 20 minutes. Your first destination is Pisa, where you'll have free time to explore the UNESCO-listed Piazza dei Miracoli and marvel at the world-famous Leaning Tower, along with the stunning Cathedral and Baptistery—perfect spots for photos and souvenir shopping. Next, travel through the picturesque Chianti region to a traditional winery, where you’ll enjoy a hearty Tuscan lunch paired with a guided wine tasting of local varietals, offering an authentic experience of Tuscany’s rich wine culture. Continue to Siena and spend some leisurely time wandering its medieval streets and admiring the beautiful Piazza del Campo, renowned for its shell shape and as the venue for the legendary Palio horse race. The final stop is San Gimignano, a hilltop town known for its striking skyline of medieval towers, where you can explore charming alleys, artisan boutiques, and scenic viewpoints—plus, be sure to sample the town’s award-winning gelato. After a full day of discovery, relax on your comfortable coach as you make your way back to Florence in the early evening.