From Florence: Siena, San Gimignano, Pisa & Lunch at Winery
Chamonix
Discover the Chianti vineyards and medieval architecture of Siena, San Gimignano, and Pisa on a full-day tour. Depart from Florence and explore Tuscany with an optional lunch and wine.
Day Tour of Siena, Chianti Winery Lunch, San Gimignano, and Pisa from Florence
This full-day guided tour from Florence suits travelers seeking to explore Tuscany’s highlights, including Siena, a Chianti winery, San Gimignano, and Pisa.
Highlights
- Hearty farmhouse lunch at a winery overlooking typical Tuscan countryside
- Admire the medieval architecture of Siena, including its Gothic-style Cathedral
- Explore the squares, churches, and towers of San Gimignano
- See the Leaning Tower of Pisa and other marble monuments in Pisa
Description
Depart from Florence’s Santa Maria Novella train station and meet your expert local guide. Travel by air-conditioned coach on a full-day journey through Tuscany.
Begin with a guided walking tour of medieval Siena. Wander charming streets with yellow-ochre buildings and terracotta rooftops, visit the world’s oldest bank, and explore Piazza del Campo, site of the historic Palio horse race. Tour the ornate Duomo filled with priceless artworks, followed by free time to shop or relax at a cafe.
Next, visit a family-owned organic winery in Chianti for wine tasting and a traditional Tuscan lunch featuring homemade pasta, cured meats like prosciutto and salami, local cheeses, fresh salads, and classic Tuscan biscotti, paired with regional wines including Chianti, Vernaccia, and Vin Santo. Note: The vineyard lunch and wine tasting is included only if you select the lunch option. Without lunch, you will have extended time to explore San Gimignano instead.
After lunch, enjoy free time in San Gimignano to explore the hilltop town’s medieval towers, artisan shops, and sample local gelato.
Then, drive through the Tuscan countryside to Pisa. Take a short guided tour of Pisa’s historic center, including close views of the Leaning Tower, Cathedral, and Baptistery.
The tour concludes with return to Florence around 8:30 PM.
Includes
- Expert guide
- Guided walking tour of Siena
- Entry ticket to Siena Cathedral
- Farmhouse lunch at Chianti winery (if lunch option selected)
- Wine tasting of four regional wines (if lunch option selected)
- Free time in Siena, San Gimignano, and Pisa
- Leaning Tower of Pisa entry ticket (only if option selected)
Excludes
- Hotel pickup and drop-off
Important Information
- If Siena Cathedral is closed for religious services, visit to Palazzo delle Papesse is provided instead
- Vegetarian option available; gluten-free or other dietary requirements cannot be accommodated
- If departing Florence by train after the tour or leaving from Pisa, luggage can be brought on tour; book train departures from Florence after 9:00 PM to allow return travel time
Cancellation Policy
Cancel up to 24 hours in advance for a full refund.
Booking Tips
Choose the lunch option to include the winery experience and meal. Bring comfortable walking shoes, sun protection, and a camera. The best time to visit Tuscany is spring through early autumn for mild weather.
