Day trip

Florence: Gimignano, Siena, Chianti Tour, Lunch & Tasting

Activity provider: CAF Tour & Travel

Florence: Gimignano, Siena, Chianti Tour, Lunch & Tasting

Activity provider: CAF Tour & Travel

From US$ 61.55 per person

Embark on a full-day tour through the heart of Tuscany from Florence. Visit the medieval cities of Siena, San Gimignano, and Monteriggioni, and stop at a Chianti winery for a lunch and wine tasting.

About this activity

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Duration 11 hours
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  • Take in the views of the beautiful Tuscan through the Chianti region
  • Admire the Cathedral and Piazza del Campo in the medieval city of Siena
  • Discover the charming and historic streets of San Gimignano
  • Visit a typical Chianti winery for a delicious lunch and wine tasting
  • Enjoy free time in Monteriggioni and explore its historic walls
Full description

Discover Tuscany on a guided day tour from Florence to the medieval cities of Siena, San Gimignano, and Monteriggioni. Enjoy views of rolling hills and vineyards, with a stop at a Chianti winery for a traditional Tuscan lunch and wine tasting.

First arrive in San Gimignano, a tiny medieval town that has remained intact through the centuries. Sitting upon a hilltop, it is famous for its numerous towers, frescoes, and other art treasures. Enjoy more free time to discover this fascinating city on your own. Next, visit the charming historical hamlet of Monteriggioni, a medieval village enclosed by its famous walls, which remained standing to this day. Afterward, you will cross the Chianti rolling hills and then arrive at a small and typical winery. There, taste 4 wines, and sample balsamic vinegar and other locally produced products. Your final stop is in Siena, where you will have free time to walk along the narrow medieval streets, admiring the splendid palaces, the Cathedral, Libreria Piccolomini, and the famous shell-shaped Piazza del Campo.

  • Transport by bus
  • Multilingual Tour escort on board
  • 3-course Tuscan lunch
  • Tasting of 3 different Chianti wines, balsamic vinegar, and vin santo
  • Museum entrance fees

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Meeting point

Meet at Piazzale Montelungo, at the end of the ramp that connects to the train station. An assistant will be waiting for you wearing blue clothing with the company logos.

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Important information

What to bring

  • Comfortable shoes

Know before you go

  • From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is about 30 minutes earlier 
Customer reviews

Overall rating

4.6 /5

based on 356 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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Our guide (Sandro) was absolutely amazing and helpful which was a plus to this fabulous tour. He provided a lot of local info of the places. He planned every steps of our journey thoroughly to ensure none in the group gets lost. The wine tasting and lunch (vegetarian) was well catered for. Highly recommend the 30yr balsamic vinegar. Tour itinerary went exactly as described with ample free time to visit the cities. Coach itself was comfortable and easy to spot.

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January 27, 2023

Great day with Sandro. He has an excellent sense of humour and made sure all needs are cared for and that we stuck to times. We thoroughly enjoyed the lunch and the visits to the medieval towns. We explored Siena on our own and with guidance of Sandro it was easy. Highly recommended!

January 19, 2023

Hello! The trip was wonderful! Our guide Sandro was attentive, cheerful and gave us a lot of information along the route. The chosen itinerary and the proposed objectives are very interesting, and the wine tasting was a unique experience. Leonardo, our coach driver very nice, attentive and very professional. Many thanks to the whole team!

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November 29, 2022

Product ID: 10680