Siena, San Gimignano, Monteriggioni And Chianti Wine Tasting Tour From Florence

Per Person
Book this tour with

Tour Information

Key Details

  • Mobile Voucher Accepted
  • Free Cancellation
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 10 Hrs 30 Mins
  • Language:
  • Departure Time :
    8:45 AM Times are subject to change due to local traffic conditions.
  • Departure Details :
    Piazzale Montelungo, Firenze FI, Italy
  • Return Details :
    Returns to original departure point
  • Cancellation Policy :
    For a full refund, cancel at least 24 hours in advance of the start date of the experience. Tours booked using discount coupon codes will be non refundable.


As you book this full-day tour including a delicious Tuscan lunch, you will get to explore the key beauties of Central Tuscany. Roll through the sweeping countryside to arrive at the jewel of Siena with its unique Square and Gothic Town Hall. Then take the road for San Gimignano, the Medieval New York, and Monteriggioni - a hilltop castle with breathtaking views. 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.


  • Comprehensive tour by bus/coach
  • Perfect introduction for first-time visitors
  • Informative, friendly and professional guide
  • Enjoy a day away from the hustle and bustle of the city

Know More about this tour


This is a typical itinerary for your exciting day-trip from Florence -

Stop At: Piazza del Campo, Siena, Tuscany

Explore one of the most beautiful squares in Italy. Its shell shape and the stunning Gothic architecture of Palazzo Pubblico are the highlights here. 

Duration: 20 minutes

Stop At: Siena Cathedral, Siena, Tuscany

One of the most beautiful Gothic-style churches in Italy, with its radiant green and white marble decorations

Duration: 15 minutes

Stop At: Centro Storico di Siena, Siena, Tuscany

Visit Siena, and follow your local guide to the suggestive Piazza del Campo, where the magnificent Palazzo Pubblico stands, with its Torre del Mangia. Visit Piazza del duomo and be impressed by the imposing Cathedral.

Duration: 2 hours

Pass By: Chianti Road, Tuscany

Take in breathtaking views of the Chianti countryside as you travel from one destination to the other. This whole region is the perfect place to get away from all the hustle and bustle. 

Stop At: Historic Centre of San Gimignano, San Gimignano, Tuscany

This place is famous for its white wine, the world-renowned Vernaccia, and its skyscrapers, which are also declared a World Heritage Site by UNESCO! The visit is free for independent sightseeing, strolling around the narrow streets and admiring the relaxing landscape.

Duration: 1 hour

Stop At: Monteriggioni, Monteriggioni, Tuscany

Witness the medieval hilltop gem, with its still intact walls. Here you can drink in history and relive the atmosphere of olden times.

Duration: 1 hour

Then, after all the exploring, end your visit with a Chianti winery where you savor the best of Italian wines!


Multilingual escort

Visit to a Chianti winery

Journey by fully-fitted GT Coach

Siena tour with a professional guide

Light lunch in a cozy restaurant in Siena

Free visit of San Gimignano and Monteriggioni

A sampling of wines, extra-virgin olive oil, and regional products



Hotel pickup and drop-off

Entry/Admission - Duomo di Siena

Additional Info

Not wheelchair accessible

May be operated by a multi-lingual guide

Confirmation will be received at the time of booking

Travelers should have a moderate physical fitness level

Dress code is required to enter places of worship and selected museums. No shorts or sleeveless tops allowed. Knees and shoulders MUST be covered for both men and women. You may risk refused entry if you fail to comply with these dress requirements.

From April, 1st 2019, this tour will leave at 8.30 am instead of 8.45 am. Please plan to arrive at the meeting point at least 15 minutes before the tour departure.

This tour/activity will have a maximum of 63 travelers.

Traveler Reviews

See all reviews
  • 10-Jan-2020

    San Gimignano was beautiful and the Chianti wine tour was awesome. This was a good way to see a lot of areas in one day.

  • 20-Nov-2019

    Great trip even though the weather is not good. We covered three city/towns alone the way and a very enjoyable wine tasting. We were thinking about a private tour for double the cost. We are very happy to join the group tour and made few friends alone the way.
    Tour guide and driver are great and same as the group member, we waited few minutes for one couple and event less the rest of the way.
    Highly recommended. Especially for the first time. If you really like the region, you can always spend more time later. For starter, it is a very good introduction.

  • 23-Oct-2019

    My family and I thoroughly enjoyed our tour. It is a full day tour with lots packed in - a great way of getting lots done on limited time. Our guide for the day was lovely, full of knowledge and interesting facts yet also gave you space throughout the day.
    I found I had plenty of time at each stop off except for siena but that’s because there was just too much to see and do, just means I’ll have to return!
    The wine tour was a nice change in pace, please don’t expect a full on vineyard tour but more of a taster - perfect for us who had children.

  • 11-Oct-2019

    Andrea was a wonderful guide, hardworking , smiley , polite and able to keep us on track - the things we need- well done !
    Maybe the wine even though enjoyable at lunch may not be necesssry as wine tasting that follows is very adequate .

  • 07-Oct-2019

    First, it was supposed to be a group of about 25. There were over 50! Marked down one star for that. The locations: San Gimignano is a lot of uphill walking. It was nice, but very difficult to find a bathroom outside of the restaurants. Worth it to purchase a gelator or coffee and use the restaurant facilities. THe guide was okay but could have been better. Same can be said of Monteriggioni. For Siena, the guide was okay, but we were then passed off to another guide. There was a bit of confusion. The Siena guide herself while knowledgeable, kept harping on the contention between the people of Florence and the people of Siena that occurred several hundred or more years ago. I felt like telling her to get over it! Regarding the wine tasting, with all the vineyards around, we would have liked more time visiting more than one small winery. If I would do it again, I would investigate taking a different tour with a guarantee of a smaller group.

  • 18-Sep-2019

    Booked for Engliish speaking tour but ended up with English/Italian. It was very offputting also when he was speaking English the Italian people kept talking so we couldn’t hear him at times. The Guide kept racing ahead and many of us were unable to keep up with him. It was nearly an eleven hour day and we had a 12 month old child who screamed non stop all day which was very annoying. Feel that these sort of tours should maybe limited to a certain age group. Enjoyed what we saw.

  • 21-Aug-2019

    This was a typical itinerary and we were looking forward to it. Note that the bus station meeting point was very tricky to find!. Please give a map beforehand in to show how to find the tour. Bus guides were generally good, however the local guide in Sienna was in a hurry and wasn't very helpful when asked how to reach St Catherine's shrine which we wanted to see.. she barely lasted 20 minutes... we managed better asking a local Italian postal worker. It would have been better to just give everyone a map of the Sienna and point out interest points and give us the entire time to use instead of meeting the local guide. It was a pretty large tour group too.

  • 09-Jul-2019

    We started the day early visiting San Gimignano before the crowds. Good lunch at Sienna. Very enjoyable tour guide Marco. Good way to visit no hassles.

  • 03-Jul-2019

    Good pacing, the guides could have given more information about the region and Italy. Maybe more time in Sienna

  • 03-Jul-2019

    Hard to find meeting place. Disorganized to get checked in. Great itinerary. Matteo was excellent leader!!!

See all reviews