Medieval Gems of Tuscany: Siena, San Gimignano and Monteriggioni

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Duration:10 hours 30 minutes (approx.)
Location: Florence, Tuscany

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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.

WHAT'S INCLUDED

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.
2.
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.
3.
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.
4.
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.
5.
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.
6.
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!
7.
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.
8.
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!
9.
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.
10.
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!

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
• 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

CANCELLATION POLICY

Posted By : ElenorT_A
Our tour guide, Dave, was very flexible, informative, patient, and friendly. We had a fabulous time. Wine tasting was very entertaining. Highly recommend. As usual, we wished we had more time!
Rating : full ratings
Posted On : 2024-07-02 17:17:57

Posted By : KG22yhoZS
A worthwhile introductory trip covering a lot of ground and some of the Tuscan region highlights in just one day with the visit to San Gimignano alone being worth the price of admission (stunning setting and absolutely breath taking views!). A well organised comfortable and enjoyable trip.
Rating : full ratings
Posted On : 2024-07-02 12:13:16

Posted By : Darren_C
The tour was on time, very good driver and tour guides with excellent knowledge… I would recommend to anyone , the tour visited some beautiful place's
Rating : full ratings
Posted On : 2024-07-01 15:47:45

Posted By : Ian_W
Roberto was an exceptional guide, teaching us so much history about all the towns. And Luigi made sure the drive was pleasant. Thoroughly recommend for anyone wanting to explore Tuscany.
Rating : full ratings
Posted On : 2024-06-30 15:20:46

Posted By : Sunny_O
The shopping and the wine tasting experience was awesome. The tranquility of the atmosphere was quite relaxing.
Rating : full ratings
Posted On : 2024-06-29 03:24:49

Posted By : SHARLAN_M
Excellent tour! The tour guides were friendly and very well organized, it is worth the time and money.
Rating : full ratings
Posted On : 2024-06-29 03:14:41

Posted By : Nirel_M
Its hard to choose a trip from all the choices on tripadvisor for the tuscany sienna, san gimniano options...., but do this one- it exceeded my expectations, very well organized, not too long on the bus between sites, and the winery at the end was sooo fun!
Rating : full ratings
Posted On : 2024-06-25 17:59:40

Posted By : Marybeth_P
Great tour, it would have been nice to stay a little bit longer in each place. Felt a little rushed.
Rating : full ratings
Posted On : 2024-06-24 18:13:51

Posted By : Adrian_N
The tour was exceptionally well-organized and meticulously planned. It was filled with useful information, making the experience both enjoyable and educational. Special thanks to Sara, Anastasia, and Luca, who were always smiling and made the tour memorable.
Rating : full ratings
Posted On : 2024-06-24 05:12:46

Posted By : Camper49378066593
Très bonne journée. Constantin , Miguel et Elisabeth sont top, très gentils et à l'écoute, très relax, le temps dans chaque village est suffisant
Rating : full ratings
Posted On : 2024-06-23 11:26:18