Siena, San Gimignano and Chianti Wines Day Tour from Florence

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Overview

Available languages

Portuguese
English
Italian
French
Spanish

10 hours 30 minutes

Mobile ticket

A full day tour, taking in the key beauties of Central Tuscany including a delicious Chianti wine tasting. You'll roll through the sweeping countryside to arrive at the jewel of Siena, with its unique Square and Gothic Town Hall. Then you'll take the road for San Gimignano, the Medieval New York, and Monteriggioni - a hilltop castle with breath taking views. But it's still not over! End your visit with a Chianti winery where you savor the best of Italian wines. This is a perfect day-out to relax and replenish your spirits.

Additional Info

Infants and small children can ride in a pram or stroller

Public transportation options are available nearby

Infants are required to sit on an adult’s lap

Specialized infant seats are available

Not recommended for travelers with poor cardiovascular health

Travelers should have at least a moderate level of physical fitness

May be operated by a multi-lingual guide

Please note that the given order of the visits may change

Kindly note that the Semi independent option does not include the professional guide in Siena

LOW SEASON (From November, 1st until March, 31st): English and Spanish languages are always guaranteed. In order to confirm the excursion in French, Italian or Portuguese a minimum of 4 pax is required

HIGH SEASON (From April 1st until October 31st): this tour is always available in English and Spanish. Other languages are confirmed as follows: FRENCH: Tuesday - Friday, min 2 pax PORTUGUESE: Wednesday - min 2 pax ITALIAN: Saturday, Sunday - min 2 pax

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

What To Expect

1

There is no time to waste when exploring the stunning Tuscany hills! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from the Santa Maria Novella train station. Hop on the comfortable coach bus, choose your seat, and relax before departing on your journey! The drive to Monteriggioni will take about one hour. During the journey, your guide will entertain you with plenty of interesting information about Tuscany and its sights on the way. Upon arrival, your expert guide will share some interesting information and fun stories about Monteriggioni! If you have any questions, your guide will be there to assist you.

45 minutes • Admission Not Applicable
2

Monteriggioni

After about 40 minutes by bus, arrive in Monteriggioni, a charming medieval fortress set atop a hill. Enjoy 45 minutes of free time to stroll through the village squares and soak up its timeless atmosphere. Guests may also choose to walk along the fortress walls (optional, extra cost).

1 hour • Admission Not Applicable

What‘s Included

Free time in San Gimignano and Monteriggioni Medieval towns

Expert multilingual Tour Leader

Visit to a charming Chianti wine estate with tastings of up to 2-3 Chianti wines and regional snacks

Siena tour with professional guide with Headsets (not included in the "+ Free Time" option)

Journey by fully-fitted GT Coach with Free Wifi on board

Gratuities

Hotel pickup and drop-off

Siena Cathedral tickets (approx. 7€ pp)

Lunch

Options

English With Guided Siena

All inclusive tour in English : Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Spanish With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Italian With Guided Siena

All inclusive tour in Italian: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Italian With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Spanish With Guided Siena

All inclusive tour in Spanish: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

French With Guided Siena

All inclusive tour in French: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Portuguese With Guided Siena

All inclusive tour -Portuguese: Including 1 hour guided tour in Siena, Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Portuguese With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

French With Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

English with Free Time

What is not included: Local Guide in Siena. What is included: Free time in Monteriggioni, Siena, San Gimignano and wine tasting in a Chianti winery

Reviews

4.59

2,501 reviews

Total reviews and rating from Viator & Tripadvisor

1843
429
140
43
46
  • Very enjoyable

    mar aver nicam2026,,Jan 20, 2026

    - Review from Tripadvisor

    5.00

    Very good service, Luca and Roberto were excellent, punctual and friendly. Packages are very well assembled and give you enough time to travel.

  • Tour of Tuscany

    OKIYA G,,Jan 20, 2026

    - Review from Tripadvisor

    5.00

    The whole tour was wonderful and we enjoyed not only the beautiful landscapes but also the organization and information that Roberto provided us of each site we visited, and at each stop always on time thanks to the driving of Luca,

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  • Wonderful tour of the domains of the then Republic of Siena

    lucas19772019,,Jan 20, 2026

    - Review from Tripadvisor

    5.00

    Excellent excursion! Beautiful places! All according to plan. Very good predisposition of Luca and Roberto throughout the day. Impeccable all the information in both English and Spanish that Roberto gave us.

  • It was a good tour bit of...

    Anindya R,,Jan 13, 2026

    - Review from Viator

    4.00

    It was a good tour bit of a big tour but a very good tour.. You can miss the optional lunch which wasn't good at all and there are far better places to eat in Sienna. Also do take the optional Sienna tour which was very good.

  • Excellent

    N1322YWlaurab,,Jan 9, 2026

    - Review from Tripadvisor

    5.00

    Despite the weather, the tour was excellent. The sun gave us moments and it was great. The wine tasting was delicious and the lunch excellent. John, the guide, responded to everything and was very friendly to all the passengers. He speaks 5 languages and was able to chat with the English, Spanish, French and Portuguese speaking tourists. A genius! 🇦🇷🩵

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  • We had a great time on...

    Kailee P,,Jan 8, 2026

    - Review from Viator

    5.00

    We had a great time on this tour! Very well organized and packed in a lot of sites for a fun day! The guides were very friendly and there were many add ons to really customize the experience.

  • Imperdible

    luisafndz18,,Jan 8, 2026

    - Review from Tripadvisor

    5.00

    For those who are in Florence for the first time you may think that a tour to other places in Tuscany is not so necessary or attractive, but I say: just go! For our first time in Florence and in Europe, this tour was a pleasant surprise outside the crowds and close to the local culture. We were in a couple, but I recommend in all quantities of people, had family, people alone, friends... It was an amazing and comfortable experience, super interesting! The three cities are beautiful and the free time was enough to explore all. The guide John was essential for everything to go well: organized, polite, caring, charismatic and fluent polyglot. I've done other tours where the guide talked so much that it was uncomfortable. John is not like that, actually was punctual and detailed in precise ways, leaving us comfortable both on the bus and for the free tours. Driver Cosimo drove carefully and was punctual at all stops. The experience of Ciao Florence was great from the first good day, I wish I could have done more tours, sorry we left for our last day of travel, because the tips given by John left us with a taste of want more

  • Great experience for Brazilians!

    717thalesr,,Jan 7, 2026

    - Review from Tripadvisor

    5.00

    The experience was great! The places visited are amazing and I, in particular, have a lot of affection for routes that run from the more conventional points. I never imagined seeing two medieval cities on the same day! Besides, the staff was wonderful. Our guide John was super special, conducted everything with impressive precision and in three languages! I was surprised with so many Brazilians on the same tour and in the care of the agency in providing a guide that spoke Portuguese so well.

  • Visit to Tuscan villages

    FarAway49439281799,,Jan 7, 2026

    - Review from Tripadvisor

    5.00

    It was an excellent experience the visit, especially the explanations and guidance of our guide John and driver Cosimo.

  • Disappointment

    Carmen G,,Jan 5, 2026

    - Review from Viator

    2.00

    Very expensive for what it offers, plus the tour you can pay for is very loose, short-lived and scarce information.

From €65.00

4.59
(2,501 reviews)
Check availability

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Operated by Ciao Florence Tours Srl