CultureFood & wine

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch

4.5(5226 reviews)Florence, Italy
11hDurationEnglish, SpanishOffered inMobile ticketTicketNot includedPickupModerateLevel

About this experience

This day trip from Florence allows travelers to explore Tuscany. It begins in San Gimignano, a UNESCO hilltop town where you will have approximately 2 hours to visit its towers, lanes, and artisan shops. The tour may include a stop at Monteriggioni, a well-preserved walled village, depending on the season, providing time to explore its interior. Following that, you will travel through the Chianti hills to a winery for a tasting of three wines and a three-course farm-to-table lunch that includes cantucci. In the afternoon, a guided walking tour of Siena will take you to Piazza del Campo and the Palazzo Pubblico, with an option to visit the Cathedral's interior. The day concludes with free time in Siena before returning to Florence. Please note that the order of the visits may change. From November to March, Monteriggioni is not included in the itinerary, and the return to Florence is approximately 30 minutes earlier.

Itinerary

1

San Gimignano

Discover the UNESCO-listed “town of towers,” a perfectly preserved medieval hilltop gem with panoramic views, artisan boutiques, and photogenic alleys. Enjoy ample free time for your own exploring, from award-winning gelato to snapshots of the skyline—ideal on a day trip from Florence.

2

Piazza Della Cisterna

Piazza della Cisterna is a charming medieval square situated in the heart of San Gimignano. Surrounded by well-preserved medieval towers and historic buildings, the square takes its name from the ancient cistern located at its center. The triangular-shaped square is paved with medieval stones and exudes a timeless atmosphere. With its well-preserved medieval architecture and unique charm, Piazza della Cisterna stands as a captivating focal point within the UNESCO World Heritage site of San Gimignano.

3

Mura di San Gimignano

These well-preserved walls, dating back to the 13th century, served both defensive and symbolic purposes. The "Mura" offer a scenic stroll along their length, providing panoramic views of the charming town, its iconic towers, and the picturesque Tuscan countryside.

4

Monteriggioni

Step inside a storybook fortress village encircled by intact walls and ramparts, beloved by filmmakers and history fans alike. Enjoy free time to browse tiny craft shops, stroll the piazza, and soak up authentic medieval Tuscany. (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier

5

Siena

Join a guided walking tour (if option selected) through contrade banners, artisan storefronts, and grand palazzi that reveal Siena’s golden age. Afterward, enjoy free time to sip an espresso, browse boutiques, or continue exploring this Gothic masterpiece at your own pace.

6

Piazza del Campo

Piazza del Campo is the main square of Siena, famous for its distinctive shell shape and elegant brick pavement. Surrounded by historic buildings, it is home to the Palazzo Pubblico and the Torre del Mangia. It is also the setting for the famous Palio di Siena, a historic horse race between the city’s districts.

7

Duomo di Siena

Cathedral Entrance and inside guided visit only if option selected - officially known as the Cathedral of Santa Maria Assunta, is a stunning medieval cathedral in Siena. Renowned for its distinctive Gothic architecture, the cathedral showcases a magnificent facade adorned with intricate sculptures. Inside, visitors can marvel at remarkable works of art, including frescoes, mosaics, and statues by renowned artists like Donatello and Michelangelo. The cathedral's breathtaking interior also features a striking marble pavement and a magnificent Piccolomini Library.

8

Biblioteca Piccolomini

Only if cathedral entrance option is selected - The Piccolomini Library, housed within the Duomo di Siena, is a Renaissance gem adorned with vibrant frescoes by Pinturicchio. Commissioned by Pope Pius III, these artworks depict scenes from his life, creating a cultural and artistic treasure within the Siena Cathedral.

What's included / not included

Siena Cathedral and Libreria Piccolomini entrance with guided visit (if option selected)Comfortable G.T. Coach transport from Florence in a modern, air-conditioned busImmersive journey led by a Licensed Multilingual Tour Leader (English & Spanish)If option selected: from November to March the visit in Siena can be bilingual (English and Spanish)If option selected: April to October, visit in Siena is monolingual. Language selected while bookingDedicated Caf Tour & Travel Staff Assistance at the meeting pointChianti Winery experience: Guided Cellar visit plus 3-course Tuscan lunch & 3 Chianti Wines TastingGuided tour in Siena with Earphones provided (if option selected)
From November to March, the itinerary does not include the stop at MonteriggioniHotel pick up and drop off

Additional information

Accessibility and comfort

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Travelers should have at least a moderate level of physical fitness
  • Clients with motor disabilities or wheelchair users are encouraged to notify the tour organizer in advance and seek medical advice to ensure suitability of services. Our tours and transportation are not suitable for people with motor disabilities or wheelchair users, so to prioritize the safety and well-being of all involved, the driver and tour manager retain the right to decline participation if they believe it may compromise safety. This decision rests solely with them, and no compensation will be provided in such cases. By accepting these terms, clients agree to respect decisions made by staff regarding participation.

Good to know

  • A dress code is required to enter places of worships and selected museums. No shorts or sleeveless tops are allowed. Knees and shoulders MUST be covered for both men and women. This dress code is strictly enforced and you will risk refused entry if you fail to comply with requirements.
  • For small groups, up to 8 pax, the Tour escort service could be replaced with an English speaking driver-guide service, while maintaining unchanged the entire program of the excursion.
  • Comfortable walking shoes are recommended.
  • From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier
  • It is mandatory to arrive at the meeting point at the mentioned check in time. In case of delay or no show it will not be possible to join the tour, nor to have a refund or reschedule the tour.
  • Please be advised that it is required to bring your original ID with you during the tour.
  • Once the audio guides are handed over before the guided tour, they become the full responsibility of the customer. In case of loss, a fee of €80 will be charged.
  • Vegetarian and gluten-intolerant options are available at the wineries; however, cross-contamination cannot be fully excluded.

Traveller reviews

4.55226 reviews

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