Day trip

From Florence: Pisa, Siena, San Gimignano, Chianti Wine Tasting Full-Day Trip with Lunch

From Florence: Pisa, Siena, San Gimignano, Chianti Wine Tasting Full-Day Trip with Lunch

From $89.12 per person

Discover the beauty of Tuscany and visit its medieval cities and towns on a guided excursion from Florence. Enjoy local food and wine at lunch.

About this activity

Free cancellation
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Duration options: 12 - 13 hours
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Live tour guide
English, Spanish, Italian, Portuguese, French
  • Explore Pisa and see its world-famous Leaning Tower
  • See the site of the traditional Palio horse race in Siena
  • Discover the well-preserved medieval town of San Gimignano
  • Visit a splendid Chianti wine estate
  • Take part in an exclusive wine tasting
Full description
Departing from Florence, drive to Pisa. See its stunning Piazza dei Miracoli and admire the Baptistery, the Cathedral, and, of course, the famous Leaning Tower. Continue to an elegant rural hamlet of ancient origins in the Chianti countryside. Once you hop off the bus, you will be lead around the splendid estate until you reach its ancient medieval chapel; here you will be introduced to the estate's fascinating history and background. Head for the villa's panoramic terrace, where you will enjoy your first delicious wine tasting of Chianti Classico while sitting on large wine barrels. The route will then continue to the restaurant: your typical Tuscan lunch will be accompanied by two excellent products of the estate itself, a "Riserva" and an IGP wine. Take your time after lunch to wander about and relax in the villa's luscious gardens. After lunch, the tour continues with a visit to San Gimignano, the medieval town that was declared a UNESCO World Heritage Site. Then you’ll follow the scenic roads of the Chianti region to Siena, the city of the Palio. Meet your local guide for a tour of the city, and see its important monuments and piazzas. Visit Piazza del Campo, where the Palio di Siena horse race is held, and Piazza del Duomo, where you will see the exterior of the magnificent Cathedral. After some free time in Siena, you’ll head back to Florence.
  • Live tour guide
  • Transport from meeting point and for activity duration: Bus / coach
  • Drop-off: Bus / coach
  • Lunch
  • Wine tasting
    Not suitable for
    • Wheelchair users

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      Meeting point

      Meet the local partner's staff, wearing green shirts, at Villa Costanza, Florence Coach Station. You can reach the meeting point via the T1 Leonardo tramway to Villa Costanza (get off at the Villa Costanza stop, which is the end of the line). The ride takes 20 minutes from the city center and you can choose the nearest stop.

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      • The activity may be operated by a multilingual guide
      Customer reviews

      Overall rating

      4.4 /5

      based on 1532 reviews

      Review summary

      • Guide
      • Transportation
      • Value for money
      • Safety

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      Lorenzo is an amazing guide! Arriving early before the crowd in Pisa is a good idea. San Gimigniano is a very nice surprise. We enjoyed walking in narrow alleys & finding our way back to the group. It reminds me so much of Twilight. The wine tasting is my favorite part. The food & wine, excellent! Don’t skip the walk in Siena with your guide especially if it’s Lorenzo, he knows his history!

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      August 12, 2021

      Die Tour war klasse. In Pisa waren wir gleich am Anfang und hatten kaum andere Touristen um uns. Dann ging es ins wunderschöne San Gimignano, eine mittelalterliche Stadt, die einen besonderen Charme hat. Dann zum Mittagessen mit Weinprobe (alles sehr lecker). Zum Abschluss nach Siena,aus meiner Sicht die schönste Stadt, die wir besichtigt haben.

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      July 5, 2021

      Very good ! Our driver, Francesco, was very attentive and explained all the details, not only of the destination, but of various isolated points along the way. As he is a resident of the region, he has a unique knowledge of the area. The tour itself is very good, with adequate time for each stop. And unlike other tours, there was plenty of free time to explore the cities. In Pisa the tower is a must visit, in San Gimignano it is worth buying the city pass in the tower, which is cheap and you can go through all the other points. Lunch and wine tasting is interesting but not essential. It is worth more for the look of Chianti than for the wines themselves. Finally, Siena is beautiful - perhaps the only city worth a day trip just for her. Our guide here, Lavinia, was very helpful and explained many of the details and peculiarities of the city that we would never know by visiting alone. Anyway, there is nothing to complain about!

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      March 11, 2020

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      Product ID: 44592

      VA ID: 395896