Medieval Gems Of Tuscany: Siena, San Gimignano And Monteriggioni

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Hotel pickup Available
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 10 Hrs 30 Mins
  • Language:
    English
  • Departure Time :
    08:45 AM Times are subject to change due to local traffic conditions.
  • Return Details :
    • A 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 ent.. read more
  • Cancellation Policy :
    This activity is non-refundable Tours booked using discount coupon codes will be non refundable.

Overview

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.

Know More about this tour


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.
You will have one hour of free time to explore Monteriggioni, Tuscany's hidden gem. This town is encompassed by its stunning, medieval walls. The town itself is so well preserved, you will feel as though you have travelled back in time to the Renaissance era... Explore the small cobblestone alleyways, take in the lovely views, and enjoy a cappuccino in the essence of historic Tuscany.
Next, you will head to a truly unique, medieval city in Tuscany - Siena! The drive will take about thirty minutes, and then your guide will lead you through the picturesque, ancient streets in the heart of the city until you reach Piazza del Campo. In the largest square of the city, you will meet a local and professional city guide for your included walking tour of Siena. For about an hour, the guide will share fascinating facts about this incredible city (which is listed as a UNESCO World Heritage Site), and you will visit some of the most famous points of interest. The end of the walking tour will lead you to the Siena Cathedral, where you can enter at your own expense to see the breathtaking decorations and unique architecture.
Your walking tour will begin in Piazza del Campo, a fascinating, oval-shaped piazza in the center of Siena. Not only is this a popular spot for locals to meet up with friends and relax, but it is also home to a historic palio horse race! Every year, the different neighborhoods of Siena join for the epic and exciting horse race. Your guide will share plenty of local stories as you walk throughout the Piazza and see some of the famous monuments. Your professional guide will share information in a way which brings the history of the city to life, in a vivid, storytelling manner.
Your walking tour ends in front of the iconic Duomo of Siena. This absolutely stunning piece of architecture is equally as beautiful inside as outside; if you would like to enter the cathedral, you will have some free time to do so (ticket is not included). If you prefer to explore the city in your free time after the walking tour, there will be some time for independent sightseeing.
Your journey through Tuscany will continue to San Gimignano, known as the "town of towers," because of its fascinating medieval towers still perfectly intact. The drive will take about an hour, and you will see the stunning "medieval skyscrapers" from a distance as your bus pulls into the historic town. Your guide will lead you past an incredible panoramic viewpoint of the Tuscan hills, then through the ancient city doors. You will have an hour to independently explore the town - walk the picturesque alleyways, visit the Duomo, or climb the tallest tower!
As you walk through the characteristic alleyways of San Gimignano, you will inevitably make your way to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and iconic medieval architecture! Grab a homemade gelato and enjoy the lovely views of this perfectly preserved city.
During your free time in San Gimignano, don't miss the opportunity to stop by one of the most famous Gelato Shops in Italy, the award winner "Gelateria Dondoli"! Let yourself be enchanted by the flavours and colours of their delicious home made ice creams and recharge the batteries for the rest of the day!
End your journey through Tuscany with unforgettable views of the Tuscan hills as the sunsets. The drive will take about an hour, and you will arrive in Florence in early evening.
After exploring these medieval Tuscan cities, you will undoubtedly be ready for some Tuscan wine! Meet back with your group, and head to a nearby wine estate in the countryside outside of San Gimignano. In about fifteen minutes, you will arrive at this characteristic wine estate, where you will be seated in a modern and beautiful tasting room built into the cellar. Enjoy the delicious wine produced at the estate: during the wine tasting, the wine producer will share the secrets of Chianti wine production with your group. At the end of the wine tasting, you will have the opportunity to purchase bottles as a high-quality souvenir of your incredible day in Tuscany!

Itinerary:


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.
You will have one hour of free time to explore Monteriggioni, Tuscany's hidden gem. This town is encompassed by its stunning, medieval walls. The town itself is so well preserved, you will feel as though you have travelled back in time to the Renaissance era... Explore the small cobblestone alleyways, take in the lovely views, and enjoy a cappuccino in the essence of historic Tuscany.
Next, you will head to a truly unique, medieval city in Tuscany - Siena! The drive will take about thirty minutes, and then your guide will lead you through the picturesque, ancient streets in the heart of the city until you reach Piazza del Campo. In the largest square of the city, you will meet a local and professional city guide for your included walking tour of Siena. For about an hour, the guide will share fascinating facts about this incredible city (which is listed as a UNESCO World Heritage Site), and you will visit some of the most famous points of interest. The end of the walking tour will lead you to the Siena Cathedral, where you can enter at your own expense to see the breathtaking decorations and unique architecture.
Your walking tour will begin in Piazza del Campo, a fascinating, oval-shaped piazza in the center of Siena. Not only is this a popular spot for locals to meet up with friends and relax, but it is also home to a historic palio horse race! Every year, the different neighborhoods of Siena join for the epic and exciting horse race. Your guide will share plenty of local stories as you walk throughout the Piazza and see some of the famous monuments. Your professional guide will share information in a way which brings the history of the city to life, in a vivid, storytelling manner.
Your walking tour ends in front of the iconic Duomo of Siena. This absolutely stunning piece of architecture is equally as beautiful inside as outside; if you would like to enter the cathedral, you will have some free time to do so (ticket is not included). If you prefer to explore the city in your free time after the walking tour, there will be some time for independent sightseeing.
Your journey through Tuscany will continue to San Gimignano, known as the "town of towers," because of its fascinating medieval towers still perfectly intact. The drive will take about an hour, and you will see the stunning "medieval skyscrapers" from a distance as your bus pulls into the historic town. Your guide will lead you past an incredible panoramic viewpoint of the Tuscan hills, then through the ancient city doors. You will have an hour to independently explore the town - walk the picturesque alleyways, visit the Duomo, or climb the tallest tower!
As you walk through the characteristic alleyways of San Gimignano, you will inevitably make your way to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and iconic medieval architecture! Grab a homemade gelato and enjoy the lovely views of this perfectly preserved city.
During your free time in San Gimignano, don't miss the opportunity to stop by one of the most famous Gelato Shops in Italy, the award winner "Gelateria Dondoli"! Let yourself be enchanted by the flavours and colours of their delicious home made ice creams and recharge the batteries for the rest of the day!
End your journey through Tuscany with unforgettable views of the Tuscan hills as the sunsets. The drive will take about an hour, and you will arrive in Florence in early evening.
After exploring these medieval Tuscan cities, you will undoubtedly be ready for some Tuscan wine! Meet back with your group, and head to a nearby wine estate in the countryside outside of San Gimignano. In about fifteen minutes, you will arrive at this characteristic wine estate, where you will be seated in a modern and beautiful tasting room built into the cellar. Enjoy the delicious wine produced at the estate: during the wine tasting, the wine producer will share the secrets of Chianti wine production with your group. At the end of the wine tasting, you will have the opportunity to purchase bottles as a high-quality souvenir of your incredible day in Tuscany!

Inclusions

  • Free time in San Gimignano and Monteriggioni Medieval towns
  • Siena tour with professional guide with Headsets (not included in the semi independent option)
  • Visit to a charming wine estate in the Chianti area with tasting of up to 2-3 Chianti wines
  • Expert multilingual Tour Leader
  • Sampling of wines, extra-virgin olive oil and regional products
  • Journey by fully-fitted GT Coach with Free Wifi on board

Exclusions

  • Gratuities
  • Hotel pickup and drop-off
  • Siena Cathedral tickets (approx. 7 pp)
  • Lunch

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 adults 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

A 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

May be operated by a multi-lingual guide

Please note that the given order of the visits may change

Please inform us of any food intolerance or allergy in advance

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

Traveler Reviews

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  • 24-Aug-2023

    Had a very nice day Our tour guide Roberta was excellent. Loved all places especially the wine tasting. Very good value for what we paid.

  • 23-Aug-2023

    Our guide, Jacobo, was smaking, very knowledgeable and made the experience something special. Siena was great, and we enjoyed the winetasting.

  • 22-Aug-2023

    Highly recommend this tour of 3 beautiful locations. Our guides were informative and knowledgeable. The wine tasting experience was superb.

  • 22-Aug-2023

    The gentleman checking people in was very rude to me, did not answer my questions seeming that I was a nuisance and told me to go back to the end of the line and he would answer my questions then. He knew I was upset and NEVER apologized. We left the group in Siena d/t the tour guide and bus driver making my mother feel uncomfortable d/t her disability. This was a terrible tour would not recommend.

  • 21-Aug-2023

    We enjoyed the trip. The bus driver (Massimo) and the guide in the bus (Gaia) were excellent. They gave us the history of each of the places being visited and also gave us the time information on when to get back to the bus and such very clearly. The English guide in Siena was not satisfactory and did not explain very well. The trip and the places were great.

  • 18-Aug-2023

    Tour was great, although it says a menu for dinner or lunch that never happened. Bus was dirty and old and overcrowded. Tour guide Was great Selina. Cities visited amazing. Wish to have a little more of time in Siena, not enough time for lunch and visiting the city

  • 16-Aug-2023

    Great itinerary with a nice wine tasting. Good time allocation between villages. Good value for the price.

  • 16-Aug-2023

    The trip was very well planned, perfect stops and comfortable AC bus during the crazy heat. Our guide Laura was very informative and made sure we were informed about each destination in detail. The wine tasting which was part of the tour was also very beautiful and wine tasting portions were good. All in all, me and my wife loved the experience and would recommend

  • 11-Aug-2023

    Federico our guide was fantastic ! Most knowledgeable and pleasant. The sites and historical impact were amazing

  • 10-Aug-2023

    This Medieval Beauty is a must Its hot its alive its fun its all you want it to be We visited one week before the races What a buzz we had a lemon soda overlooking the square on the track great feeling of expectation in the place flags and expectation But to stand for free in the square must be a telling experience in the heat We wish we were younger enough to do it But so glad to have seen it in all its glory Don't miss Sienna its shops its buzz its ancestory and its life Tuscany we love you

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