From Florence: Tuscany Day Trip with Lunch at Chianti winery

San Frediano, Florence



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.

Experience a full-day guided tour from Florence exploring Siena, Chianti vineyards, San Gimignano, and Pisa with optional lunch and wine tasting.

Depart from Florence's Santa Maria Novella train station and board an air-conditioned coach for a day discovering Tuscany's highlights with a local expert guide.

Discover Siena

Enjoy a guided walking tour through medieval Siena, seeing yellow-ochre buildings, terracotta rooftops, and green shutters. Visit the world’s oldest bank, explore Piazza del Campo, and admire the Gothic-style Siena Cathedral full of priceless artworks. After the tour, take free time to shop, relax at a café, or explore independently.

Tuscan Lunch at a Chianti Vineyard

Visit a family-owned organic winery in Chianti for a relaxed wine tasting featuring Chianti, Vernaccia, and Vin Santo. Enjoy a traditional farmhouse lunch of homemade pasta, artisanal cured meats like prosciutto and salami, local cheeses, fresh garden salad, and classic Tuscan biscotti while overlooking the countryside.

Note: The lunch and vineyard experience is included only with the lunch option. Without lunch, you will have extra time in San Gimignano.

San Gimignano

Spend free time in San Gimignano exploring its medieval towers, artisan shops, squares, and tasting award-winning gelato at your own pace.

Scenic Drive and Explore Pisa

Enjoy a scenic drive through Tuscany before arriving in Pisa. Take a short guided tour of the historic center and see the Leaning Tower, Cathedral, and Baptistery up close. Entry to the Leaning Tower is included only if selected.

Return to Florence

Return to Florence around 8:30 PM after a day of sightseeing, tasting, and exploring Tuscany's cultural and culinary richness.

Includes

  • Expert guide
  • Guided walking tour of Siena
  • Entry ticket to Siena Cathedral
  • Farmhouse lunch at a Chianti winery estate (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, the tour visits Palazzo delle Papesse instead.
  • Vegetarian meals are available; gluten-free or other dietary alternatives cannot be accommodated.
  • If traveling by train from Florence after the tour or departing from Pisa, you may bring luggage on the tour. Book rail travel from Florence after 9:00 PM to allow for any delays.

Easy Cancellation

Cancel up to 24 hours in advance for a full refund.

For the best experience, book in advance and bring comfortable walking shoes, a camera, and weather-appropriate clothing.

Frequently Asked Questions

The day trip covers Siena, Chianti vineyards, San Gimignano, and Pisa.
The tour departs from Florence's Santa Maria Novella train station.
Lunch with wine tasting at a Chianti winery is optional and can be added to the tour.
The tour lasts a full day, typically around 10–12 hours, depending on the itinerary.
Yes, the guided walking tour includes a visit to the Gothic-style Siena Cathedral.
Yes, it's recommended to book the lunch and wine tasting in advance to secure your spot.
Yes, air-conditioned coach transportation is included throughout the tour.
A local expert guide accompanies the tour to provide insights and history.
There is free time in Pisa to explore landmarks such as the Leaning Tower on your own.
Check the official tour website for current hours and availability details.

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