Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

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  • Duration: 8 hours (approx.)
  • Location: Florence, Italy
  • Product code: 6367P30
From USD $434.78
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Adult (Age : 0 to 99)
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Itinerary
This is a typical itinerary for this product

Stop At: Florence, Florence, Tuscany

Prepare for a day of absolute bliss as you discover the best of Tuscany… A private driver will pick you up directly from your accommodation in the comfort of a luxury Mercedes vehicle. Simply relax and enjoy the beautiful rolling hills throughout your journey from Florence to Siena. You will arrive there in about an hour.

Duration: 1 hour

Stop At: Siena, Siena, Tuscany

Upon arrival, your driver will drop you off very close to the Siena Cathedral, a major perk of traveling privately! Siena breathes history, and it is the hotspot of medieval glory throughout the Tuscany region. With a rich past of architecture, art, and culture, the city of Siena itself is a UNESCO World Heritage Site! Enjoy two hours of independent exploration throughout the medieval-style buildings, artisanal shops, local restaurants, and picturesque alleyways.

Duration: 2 hours

Stop At: Piazza del Campo, 53100, Siena Italy

As you follow the picturesque streets of Siena, it is impossible to miss the most famous square in the city - Piazza del Campo. This (very) large, oval shaped piazza is a popular place for locals to gather with family, friends, and classmates. You will find plenty of Sienese locals resting on the wide slopes, which lead to Palazzo Comunale and Torre del Mangia. It is also home to an annual palio horse race, which is an epic competition between the different neighborhoods of Siena! After admiring the panoramic views, re-energize yourself with a cappuccino at one of the many cafes lining Piazza del Campo, experiencing Siena as the locals do.

Duration: 30 minutes

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

After spending some time leisurely exploring the city, it will be time to visit the beating heart of Siena - the Siena Cathedral. The breathtaking facade is decorated in pink, green, white, and black marble. Constructed in the 1200’s, this is a marvelous example of Romanesque-Gothic architecture. After entering, admire the uniquely carved marble floors, which depict biblical stories on 56 different scenes. As you look up, you will see masterpieces throughout the church from Renaissance masters including Donatello, Pisano, Pinturicchio, and Michelangelo. Stroll through the grandiose atmosphere inside, and before exiting, don't miss the hidden gem of the Cathedral - the vividly painted Piccolomini Library!

Duration: 15 minutes

Stop At: San Gimignano, San Gimignano, Tuscany

Then, hop back in your luxury, private vehicle, and you will be on your way to the nearby town of San Gimignano. As you get closer to the hilltop town, your driver will gladly point out its unmistakable medieval “skyscrapers.” Sometimes called a medieval Manhattan, there are still thirteen towers intact in this perfectly preserved hilltop town. Your driver will drop you off outside the ancient gate of the city. Here, you can find a famous panoramic viewpoint of the Tuscan countryside and its rolling, green hills filled with olive groves and vineyards. You will have an hour to explore the lovely, Renaissance town of San Gimignano as you please.

Duration: 1 hour

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

As you wander through the characteristic alleyways of San Gimignano, the streets will lead you to Piazza della Cisterna. This is the main square of the city, and where you can find the Cathedral, Duomo, and striking medieval architecture! Indulge in a local a gelato or coffee, and enjoy the lovely views of this ancient city.

Duration: 30 minutes

Stop At: Chianti Road, Italy

When you are finished exploring San Gimignano, your driver will be at your service! You will be on your way to the world-renowned Chianti region, with its truly magical landscapes. Admire the marvelous scenery, dotted with tiny villages and magnificent castles dominating the sunny, rolling hills. One of the perks of a private tour is the ability to make stops whenever you see something that catches your eye! Simply ask, and your driver will be more than happy to allow you to take some wonderful photos.
Make the most of your time in the famous Chianti wine region with a local wine tasting! You have the option to make your own reservations at a wine estate, we are happy to do the planning for you, or your driver can even help with recommendations! If our optional wine tasting is added to your itinerary, your driver will take you to a local wine estate in the heart of the Chianti hills.

Duration: 15 minutes

Stop At: Chianti Road, Italy

Enjoy a personalized experience as a local producer guides you through the vineyards (not included in the tour price). You can discover the Chianti production secrets and ancient traditions which make this red wine so fantastic! After, there is no better way to finish your day than with an unforgettable Chianti Classico wine tasting accompanied by fresh, local products. Cheers!

Duration: 15 minutes

Stop At: Florence, Florence, Tuscany

Grab some bottles of Chianti Classico wine as souvenirs, take some final few photos of the spellbinding scenery, and then, your private driver will be ready to take you directly back to your accommodation in Florence.

Duration: 1 hour


Inclusions

  • Hotel pickup and drop-off
  • Mercedes vehicle
  • Speaking driver
  • Free time in Siena, San Gimignano and Chianti wine region
  • Bottled water
  • Wi-Fi

Exclusions

  • Lunch
  • Local guides in San Gimignano and Monteriggioni
  • Wine tasting

Schedule Details

Departure Dates:

See Availability.

Departure Point:

Traveler pickup is offered
Your private driver will pick you up directly at your hotel or apartment's lobby

Departure time

09:00 AM

Duration

8 hours(approx.)

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Additional Information

Not wheelchair accessible

Please advise any specific dietary requirements at time of booking

A maximum of 8 people per booking

Stroller accessible

Service animals allowed

Near public transportation

Infants must sit on laps

Infant seats available

No heart problems or other serious medical conditions

Most travelers can participate

This is a private tour/activity. Only your group will participate

Confirmation will be received at time of booking

Posted By : leahrC5968KU
Our tour guide, Cristian, was exceptional. On time, kind, warm and extremely knowledgeable. We traveled from Florence through to San Gimignano, Siena and Chianti. Would recommend to anyone visiting the region!
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Posted On : 2024-05-21


Posted By : kanana86
My experience with Ciao Florence was incredibly frustrating and awful; I would give them 0 stars if I could. Firstly, in their confirmation email, they leave a space that reads "More information: Piazzale Montelungo Bus Terminal". After that space, there it reads "Meeting point is located 5-10 minute walking distance from the station". I'm not sure why they mention the Santa Maria Novella Station as a reference when it is more like 15 minutes away. The spacing in the email is confusing as it seems like more information is available at the bus terminal and that the meeting point is 5-10 minutes away from the station where someone in a fucsia jacket is. As the station has different levels, I am at the station trying to find Ciao Florence, walking around in circles. Google Maps tells me to go in the station, through where the trains are, then back, then out again, then rerouting asking me to go back in. So I went upstairs and it told me to go back downstairs, clearly, Google Maps does not work. I got a call from them and I told them what was happening and I should be there in 5-10 minutes as I was in the station, then the caller told me I'd never make it in 5-10 minutes. So which is it? Are you conveniently located 5-10 minutes near the station or not? By the time I arrived which was 15 minutes later, and it was only after asking police officers and other pedestrians for directions, they had already left, which fair enough they waited for me about 9 minutes, however, it took about 15 to get there. When I arrived I called Ciao Florence and they refused to rebook me without charging me and my partner the full fee again. I don't know who they think they are, but everyone in hospitality, even airlines offers to rebook for a fee or ensalty but 100% is absurd. You are dealing with people who do not know where they are, in a country that speaks a different language than one's own, accidents, mistakes, or technical errors can occur, etc. In a previous review, the person from Ciao Florence replying to other people goes as far as suggesting to another guest who gave them a 1-star review, that they "always suggest to go there the day before the tour or to use Google Maps so as to have all the needed information to arrive on time with no hiccups." I am sure people traveling to Florence on a short holiday think "Why don't we go to the departure point of this tour we are taking on another day, and test to see if the Google Maps works and make sure the directions Ciao Florence gives as a departure point makes sense". This shows how truly unempathetic they are which is proven if you call them and explain, and they can hear you upset on the phone crying telling you "then why are you late? other people made it on time, it is just you. nobody else has this issue". Shaming guests is unacceptable when you can see this has happened to many others before and people are upset. In this tough economy, travel isn't easy for everyone; I make minimum wage and saved up for my birthday trip, wasting €150 being shamed and treated poorly wasn't how I wanted to spend my birthday. Their bad customer service is a clear sign to choose a different tour company to avoid the hassle and rudeness. You also see how unempathic they are in the way they reply to reviews. The worst thing is if they didn't reference the "short walk" from the station I would have made it easily as my hotel was 700 meters from the departure point.
Rating : full ratings
Posted On : 2024-05-05


Posted By : Alysha_P
We had a great time with our driver Placido! He listened to what we wanted to do and see and made it all happen. He was kind, knowledgeable and took great care of us. He even threw in a few extra gems for us he thought we’d enjoy seeing. Boy was he spot on!!! Took us to the perfect vineyard. Can’t wait to book with Placido again on our next visit to Tuscany.
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Posted On : 2024-04-05


Posted By : Tara_B
We had the best day with our driver Placido! We booked a private tour for 2 adults and 2 kids (11&13), and everyone loved it. We went to Siena, San Gimignano, a few other stops and finished off at the Corbucci winery for a tasting meal that was unbelievable. Highly recommend this tour to anyone wanting a unique tour of Tuscany.
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Posted On : 2024-03-31


Posted By : rebeccavearly96
Such an amazing day out. We went first to Monteriggoni to start the morning in the quiet town, then to sienna where we chose to have the self guided tour as we are slower walkers (recent injury). Our host Constantine was amazing, accommodated our slow walking needs, funny, engaging and very informed. The company have links to a local restaurant to arrange a 3-course lunch in Sienna for a good price to allow you to enjoy the free time and not rush to find a spot. The wine tasting was amazing with 4 wines, more lunch and tasting of oils and balsamic. San gimignano was lovely and we arrived with time to explore and shop before enjoying a sunset drive back to Florence in February. We got back around 19:00. Highlight of our trip travelling around Tuscany Thank you! And also thanks to our driver Lecca for navigating the beautiful Tuscan hills effortlessly
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Posted On : 2024-02-13


Posted By : 445amaraf
Cristian was amazing! He was very helpful! Spoke English well and even waited outside a jewelry shop for my grandma for a while on our way back! We would definitely choose this tour again. Thank you for making our trip and experience that much more enjoyable.
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Posted On : 2023-11-20


Posted By : mamabear794
This tour was wonderful! Our tour guide Cristian was so knowledgeable and kind. He went above and beyond to make sure our day was everything we hoped it would be. He provided great recommendations at each of our stops and opportunities for pictures along the way. It was great to have the chance to see more of Italy during our time in Florence. Definitely a highlight of our time there!
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Posted On : 2023-11-18


Posted By : classy1jewelers
OK I BEEN TRAVELING ALL OVER THE WORLD AND TAKE SO MANY TOURS IN MY LIFE ,THIS ONE I HAVE TO SAY WAST HE BEST TOUR AND SPECIALLY THE TOUR GUIDE MS.GINEVRA SCHEGG AND THE DRIVER.EMANUEL IF I AM REMEMBERING.IT WAS BEYOND AND ABOVE MY EXPECTATION FOR THE SUPER PROFESSIONAL ONE OF A KIND TOUR I WOULD LIKE TO THANK YOU THIS COMPANY FOR HEAVING STAFF LIKE THIS.HOPE SEE YOU AGAIN IN NEAR FUTURE . REGARDS.
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Posted On : 2023-11-01


Posted By : 323macys
My husband and I went on a private Tuscany wine tour and it was absolutely incredible. Christian was our tour leader and he explained what the day was going to consist of, told us so much history about the area itself, was so easy for us to talk to and he got us to our locations very safe. He was very organized and had several ideas on different vineyards and we feel that he chose amazing ones. My husband and I feel that this was such an amazing experience and our favorite part of our trip, cannot recommend this tour and having Christian as our tour leader enough - thank you for an amazing day!
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Posted On : 2023-10-13


Posted By : 216collins
We had an amazing time in the Chianti wine region! Thus far our favorite day of our Italian vacation. We were able to visit 2 wineries and both towns. Though my wife was unable to drink wine (4 mo pregnant), both farmhouses we visited were accommodating, and the wine was top notch! I can’t say enough about our driver and guide, Christian. His knowledge of the region and historical stories kept even the long stretches of driving entertaining and informative. He organized amazing vineyard stops and a lunch which felt like it was from a postcard. Thank you Christian for taking our vacation to the next level!
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Posted On : 2023-10-13