If you want to experience the very best of Tuscany in a single day, this is one of the tours we recommend the most.
It combines Siena, the Chianti wine region, San Gimignano, and Pisa in a well-paced itinerary designed for travelers who prefer a more personal and authentic experience. Unlike large coach tours, this experience is limited to a maximum of 25 guests, making it far more relaxed, comfortable, and enjoyable throughout the day.
Siena
Your first stop is the beautiful medieval city of Siena, a UNESCO World Heritage Site famous for its historic streets, Piazza del Campo, and magnificent Gothic Cathedral. A local guide will introduce you to the city's most important landmarks and fascinating history.
Chianti Wine Estate
The tour continues through the stunning Chianti countryside, where you'll stop at a family-owned winery for a traditional Tuscan lunch and wine tasting.
Lunch includes:
- Tuscan appetizers with cured meats, cheeses, and pappa al pomodoro
- A pasta course (ragù or vegetarian)
- Dessert
- A tasting of 3 local wines
San Gimignano
Known as the "Town of Towers," San Gimignano is one of Tuscany's most iconic medieval hill towns. You'll have free time to explore its cobblestone streets, artisan shops, panoramic viewpoints, and remarkably well-preserved towers.
Pisa
The final stop is Pisa, home to the world-famous Leaning Tower. You'll visit the spectacular Square of Miracles, where the white marble Cathedral, Baptistery, and Leaning Tower create one of the most recognizable landmarks in Italy.
This is the ideal tour for first-time visitors to Tuscany because it includes four of the region's most iconic destinations in a single day without feeling rushed.
The small group format (maximum 25 participants) offers a much more comfortable experience than standard large-group tours, while the lunch and wine tasting at a real Chianti winery adds an authentic Tuscan touch that many day trips simply don't offer.
Indicative Details
- Duration: approximately 11.5 hours
- Departure: 7:45 AM
- Language: English
- Group size: maximum 25 people
- Price: from €159
- Departure point: Piazzale Montelungo Bus Terminal, Florence (5–10 minutes from Santa Maria Novella Station)
The order of the visits may vary depending on the day.
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