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

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2 travelers
    What to Expect
    Depart Florence in the morning with pickup from your centrally located hotel, and then settle in the comfort of your private vehicle during the drive to Tuscany. 

    On arrival in Siena, spend some free time wandering the city's historical center. See the Piazza del Campo and the Italian Gothic cathedral at the Palazzo Pubblico. 

    Leaving Siena behind for San Gimignano, you'll notice the pretty town's 13 towers from a distance. Relax as you amble past the weathered stone buildings and discover the town's hidden gems—it's an ideal place to purchase a meal accompanied by a glass of wine (own expense). 

    Then set off for Chianti for more free time. If you choose, you can your a local winery and get a sense of traditional Tuscan life (own expense), and learn how wine is processed and produced.

    Afterward, you're dropped off at your hotel in Florence.
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    Important Information
    Departure Point
    Centrally located Florence hotels
    Departure Time
    9:00 AM
    Return Details
    Returns to original departure point
    • Hotel pickup and drop-off
    • Mercedes vehicle
    • Speaking driver
    • Free time in Siena
    • Free time in San Gimignano
    • Free time in the Chianti wine region
    • Bottled water
    • Wi-Fi
    • Lunch
    • Local guides in San Gimignano and Monteriggioni
    • Wine tasting
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    Additional Info
    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Please advise any specific dietary requirements at time of booking
    • A maximum of 8 people per booking
    • This is a private tour/activity. Only your group will participate
    Cancellation Policy
    For a full refund, cancel at least 24 hours in advance of the start date of the experience.
    Reviews (36)
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    All reviews our tour guide driver san gimignano day trip great guide gelato christian cristian monteriggioni tuscany instructions cathedral questions towns wine
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    1 - 5 of 28 reviews
    Reviewed 6 days ago via mobile

    Great time! Cristian was amazing! Here to celebrate our 25th Anniversary and Cristian did a fantastic job! Would recommend him for a private tour again!

    Thank 586LynnP
    Freedom41697695005, Guest Relations Manager at Ciao Florence Tours and Travels, responded to this reviewResponded 5 days ago

    Dear customer Thank you from the bottom of our heart and happy 25th anniversary from the whole staff! We wish you many more years of happiness and great travel together! Kind Regards Ciaoflorence Staff

    Reviewed 1 week ago via mobile

    We had two days of private tours with Christian. The first day, we went to Lucca, Tassigano & the leather factories. He was so knowledgeable about the area & very accommodating. The second day, we went to Siena & two Fattoria ( farm house) wineries...More

    1  Thank Corrie C
    Reviewed 2 weeks ago

    Our friend and tour guide, Christian, was great! He was very accommodating and informative. We visited Sienna, San Gimignano and had a wonderful experience at two wineries. We will definitely book another tour with Ciao Florence! Thank you!!More

    Date of experience: August 2019
    Thank weloveflorence21
    CiaoFlorence, Responsabile relazioni con la clientela at Ciao Florence Tours and Travels, responded to this reviewResponded 2 weeks ago

    Dear customer We can't thank you enough both for joining us and for your review :) The places you got so lucky to visit are definitely must- see places. Come visit us again, we are looking forward to showing you more and more of the...More

    Reviewed 3 weeks ago

    My wife and I had the most amazing group tour of Tuscany including Sienna, San Gimignano, Chianti tasting & lunch and a short trip to Pisa. Very professional and attentive was our tour guide Valentina and bus driver Rosanno. Valentina is well informed about the...More

    Date of experience: August 2019
    Thank Joe C
    CiaoFlorence, Responsabile relazioni con la clientela at Ciao Florence Tours and Travels, responded to this reviewResponded 3 weeks ago

    Dear Joe We are deeply grateful for your amazing comment! We are looking forward to welcoming you back on board soon :) Take care! Best Regards Ciaoflorence Staff

    Reviewed 26 July 2019 via mobile

    Had a great day trip to Pisa, San Gimignano and Siena. Everything on time and well organized. He is great, gives you advise about how to spend the best time on every place depending on your profile!

    Thank armandgjr
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    Questions & Answers
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    John Brian W
    14 May 2018|
    Response from Ann M |
    Fantastic tour with our guide Christian! He really looked after us and helped us have a wonderful day! A highly recommended tour!
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