Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa & Winery Lunch

Explore Tuscany from Florence, visiting Siena, San Gimignano and Pisa, with an optional winery lunch, wine tasting and Leaning Tower climb! Three Iconic Tuscan Destinations in One Unforgettable Day Discover the very best of Tuscany on a full-day adventure from Florence, combining medieval hilltop towns, rolling countryside, authentic Italian food and world-famous landmarks. Explore the historic streets of Siena, wander through the charming medieval town of San Gimignano, and stand before the iconic Leaning Tower of Pisa. Along the way, soak up the beautiful Tuscan landscape and enjoy the option of a traditional farmhouse lunch with local wine tastings at a family-run winery. With an expert English-speaking guide and comfortable transport, this is the perfect way to experience Tuscany beyond Florence. ✨ What to Expect • 🚌 Full-day guided excursion from Florence • 🏛️ Explore the medieval city of Siena • ⛪ Discover Siena Cathedral and the famous Piazza del Campo • 🍷 Visit the beautiful Chianti countryside and a traditional Tuscan winery • 🍝 Upgrade to enjoy a farmhouse lunch and four wine tastings • 🏰 Wander the medieval streets and towers of San Gimignano • 📸 Visit Pisa's famous Piazza dei Miracoli • 🗼 See the world-famous Leaning Tower of Pisa • 🎟️ Optional upgrade for tickets to climb the Leaning Tower • 🎤 English-speaking guide throughout the day 🗺️ Itinerary 1. Departure from Florence Meet your guide near Santa Maria Novella train station and board an air-conditioned coach for your journey into the Tuscan countryside. 2. Siena — Medieval Streets & Historic Squares Discover Siena's remarkable medieval architecture on a guided walking tour. Visit Piazza del Campo, the city's spectacular main square, and admire the exterior or interior of Siena Cathedral, depending on your selected tour option and access arrangements. Enjoy some free time to explore the charming streets and soak up the atmosphere. 3. Chianti Countryside — Tuscan Winery Experience Travel through the rolling hills of the Chianti region, known for its vineyards, olive groves and beautiful rural landscapes. With the relevant lunch option, visit a family-run wine estate and enjoy a traditional Tuscan farmhouse meal paired with local wines. Discover regional flavours and experience the hospitality of the Tuscan countryside. 4. San Gimignano — The Medieval Hilltop Town Explore San Gimignano, famous for its distinctive medieval towers, cobblestone streets and picturesque squares. Enjoy free time to browse local shops, discover historic landmarks and admire panoramic views across the surrounding countryside. 5. Pisa — The Leaning Tower & Piazza dei Miracoli Finish your sightseeing with a visit to Pisa's magnificent Cathedral Square, home to the iconic Leaning Tower, cathedral, baptistery and monumental cemetery. Capture memorable photos and, if you select the relevant ticket upgrade, climb the Leaning Tower for a unique perspective of the city. 6. Return to Florence Relax on the journey back to Florence after a full day discovering Tuscany's history, culture, food and scenery. The order of visits and time at each stop may vary. Winery lunch, wine tastings, cathedral entry and Leaning Tower tickets depend on the option selected. 📍 Meeting Point Piazza della Stazione, 27 50123 Florence, Italy Meet near Santa Maria Novella train station, by the taxi stand opposite the McDonald's, and look for the WALKABOUT TOURS sign. Please arrive by 7:45 AM for check-in. ⏱️ Duration Approximately 12 hours