Medieval Gems of Tuscany: Siena, San Gimignano and Monteriggioni

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  • Duration: 10 hours 30 minutes (approx.)
  • Location: Firenze, Italy
  • Product code: 6367P15
From USD $72.01
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Adult (Age : 13 to 99)
Child (Age : 4 to 12)
Infant (Age : 0 to 3)
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Stop At: Florence, Florence, Tuscany

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.

Duration: 1 hour

Stop At: Monteriggioni, Monteriggioni, Tuscany

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.

Duration: 1 hour

Stop At: Siena, Siena, 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.

Duration: 3 hours

Stop At: Piazza del Campo, 53100, Siena Italy

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.

Duration: 15 minutes

Stop At: Duomo di Siena, Piazza del Duomo 8, 53100, Siena Italy

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.

Duration: 15 minutes

Stop At: San Gimignano, San Gimignano, Tuscany

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!

Duration: 1 hour

Stop At: Piazza della Cisterna, Piazza Della Cisterna, San Gimignano Italy

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.

Duration: 30 minutes

Stop At: Gelateria Dondoli, Piazza Della Cisterna, 4, 53037 San Gimignano SI, Italy

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!

Duration: 5 minutes

Stop At: Florence, Florence, Tuscany

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.

Duration: 1 hour

Stop At: Chianti Road, Italy

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!

Duration: 2 hours

Sample Menu

• Cheese, bruschette and cold cuts
• Pasta with bolognese sauce or tomato sauce
• Typical Tuscan biscuits


Inclusions

  • Journey by fully-fitted GT Coach with Free Wifi on board
  • Expert multilingual Tour Leader
  • 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
  • Sampling of wines, extra-virgin olive oil and regional products
  • Free time in San Gimignano and Monteriggioni Medieval towns

Exclusions

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

Schedule Details

Departure Dates:

See Availability.

Departure Point:

Piazzale Montelungo, Firenze FI, Italy

Departure time

08:45 AM

Duration

10 hours 30 minutes(approx.)

Return details

Returns to original departure point

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Additional Information

Not wheelchair accessible

Stroller accessible

Near public transportation

Infants must sit on laps

Infant seats available

No heart problems or other serious medical conditions

Travelers should have a moderate physical fitness level

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

This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund

This tour/activity will have a maximum of 63 travelers

Confirmation will be received at time of booking

Posted By : Steve_G
Visited beautiful towns, and had a lot of fun at the wine tasting. The bus was comfortable and although it's a long day, it's a very pleasant trip and great way to see Tuscany.
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Posted On : 2024-05-17


Posted By : Kallyn_R
We took the full day tour of Monteriggioni, Siena and San Gimignano with Jacob, Margarita and Mario and it was phenomenal! It’s a long day but totally worth it. We were a large group of over 70 people and while I did feel a little silly following our guide in Siena wearing headphones I found the tour to be very interesting and helpful information for understanding the city better. I’m so glad we didn’t skip Siena! Seeing a medieval city was so different and even further steeped in history. I wished we had more time in each of the cities but given how much we had to cover the timeline made sense. There is a decent amount of walking and some hills especially in Siena. I would personally skip the organized lunch and find your own food as there are lots of options and super cute ones on the hilly streets. San Gimignano was a surprising gem and I really enjoyed the view (paid unfortunately, 5€ each) from the top of the wall in Monteriggioni. Really great tour, would recommend!
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Posted On : 2024-05-17


Posted By : L5706JBhelenf
I can’t thank Roberto, Tiziana, and Raul enough for their wonderful tour of some of Tuscany’s finest highlights. We really appreciated the special care taken to ensure a smooth and secure passage to each destination. In particular, we enjoyed Roberto’s extensive historical and cultural knowledge which provided depth and clarity at each point on the tour. Our personal highlight was climbing the tower of San Gimignano. We would recommend this team to anyone who wants to relax and enjoy Tuscany!
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Posted On : 2024-05-17


Posted By : Diane L
This was such a wonderful tour and such a great value for the price. Raul, Roberto and Tiziana were fantastic. Siena was beautiful and the wine tasting stop was spectacular!
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Posted On : 2024-05-16


Posted By : rosya956
The Guide Robert was very good in providing information about places we visited,he was very helpful,wish him All the Best🙏🙏🙏
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Posted On : 2024-05-16


Posted By : Adventure63824983207
Such a great time! Learned much about Tuscany, took a gazillion photos and enjoyed some wonderful food! Stop at winery was even better than I expected!
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Posted On : 2024-05-16


Posted By : andrewc931
Roberto and crew were wonderful and provided a great day full of adventure and fun!! Having the semi independent option was great for us, as it gave us plenty of time at all the locations to explore and enjoy ourselves without being locked into any particular activity. They kept the tour on schedule and punctual which is appreciated. Very good value for the cost. Would recommend.
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Posted On : 2024-05-16


Posted By : pejmany2024
Roberto was awesome organizer. He gave lots of information and management skills was spectacular. We got more than expected of this tour.
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Posted On : 2024-05-16


Posted By : chriscJ8731BB
Amazing visit to some Tuscan gems, lead by our wonderful host Roberto. Beautiful towns, delicious wine, breathtaking views. Highly recommended!
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Posted On : 2024-05-16


Posted By : Itzel_D
This is a tour to take if you dont want to drive in Tuscany and if you have short time. I would recommene it because you get to visit three beautiful tuscany cities in one trip. All cities are charming but considering amount of people and commuting , time allocated for each city is limited. This should be expected. Regarding Siena and the options we had, I didnt took the lunch in Sienna and I was very happy with my decision because I chose the restaurant with the view of the city which I wanted to have, the main square. Also it was a good meal with wine. I did chose the tour guide in Siena and I would skip it next time. It could have been more engaging, perhaps we were too many. Plus considering time in Siena, I could have used the time differently.
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Posted On : 2024-05-15