Private Tuscany Tour: Discover Siena, San Gimignano, and Chianti Wine Region from Florence
4.9
285 Ratings
Siena
Embark on a private Tuscany tour from Florence and uncover the hidden gems of Siena, San Gimignano, and the Chianti wine region. Immerse yourself in art, culture, and medieval history while indulging in a wine tasting experience.
Duration: 8 hours
Cancellation: 1 day learn more
Highlights
  • Siena - Siena is known throughout Italy for the quality of its medieval architecture.
    Upon arrival, enjoy the best local monuments such as the famous Conch-shaped Piazza del Campo and the outstanding 13th-century Siena Cathedral.
    Many local shops fill the historic streets of Siena that will allow you to taste or taste local food or buy some gifts!

  • Castellina In Chianti - *Option to organize lunch at the Farm or Winery, where you can taste wines and organic local products. (to be payed on spot)
    (This option will reduce the time in the cities of Siena and San Gimignano and exclude Monteriggioni).

  • Chianti Road - We explore the country of Tuscany, we will drive through the chianti hills. Stop for picture!!!!

  • Historic Centre of San Gimignano - Here we are in the beautiful stronghold of San Gimignano. Freeze at the age 1300dc, San Gimignano a pearl of medieval architecture famous for its houses tower!
    This is our last spot of the day before returning to Florence

What's Included
  • Expert English-speaking driver
  • Extensive knowledge of Tuscany and main Italian destinations with anecdotes and curiosities
  • Complimentary bottled water
  • Onboard Wi-Fi available (request at booking)
  • Comfortable in-vehicle air conditioning
  • Convenient hotel pickup and drop-off in Florence
  • Travel in style with a private luxury minivan
What's Not Included
  • Lunch + wine tasting at farm house (to be paid on spot) around 40/60 euros per adult
  • mance
Additional Information

Private Party Experience

Immerse yourself in the artistic, cultural and medieval past of Italy on this individualized 8-hour tour. Savour the charms of Tuscany on a private day trip departing from Florence. Accompanied by an erudite English-speaking private driver, navigate through the famous Chianti wine region to explore the cities of Siena, the strongholds of Monteriggioni and San Gimignano. Witness globally renowned landmarks such as the Piazza del Campo in Siena, the venue for the annual Palio horse race, and the medieval hilltop towers of San Gimignano.

• Our drivers are intimately acquainted with Tuscany and its key destinations. They are always eager to share historical facts, peculiarities, and local customs of the sightseeing areas and are always ready to meet any needs.

  • Based on agreements made during the booking process, we can arrange for lunch in the vineyards or on farms. This is a highly suggested experience, particularly for wine aficionados.
  • A maximum of seven people per booking
Location
Siena
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(285 Ratings)
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Caitlyn_k
Jun 9, 2024
Book this tour! It was the best day of our trip! So personalized and special. Memories of a lifetime. - This was our favorite day of our two weeks in Italy. Marcello was our guide and he was beyond outstanding. He spoke perfect English, knew all the best spots and was so passionate about sharing his beautiful country with us. He made several special stops for us that enhanced our experience. He told us about the rich history of the area and provided fun facts throughout the tour. Additionally, he made sure we were comfortable and happy the whole time. The tour itself was fabulous. All of the stops were special and unique. We absolutely loved the wineries. Both were family owned and made us feel like we were old friends. I cannot say enough good things about this tour and Marcello! Our memories will be cherished for a lifetime.
Review provided by Viator
Sanjit_l
Jun 6, 2024
Great tour to explore this part of Tuscany - What a great way to explore this part of Tuscany. The expansive views of the rolling hills and cypress trees are to die for. This is a great tour with enough time in Siena and San Gimignano. However, lunch and wine tasting in Chianti was the show stealer. Our driver had great knowledge of the region and was super friendly and relaxed. Absolutely recommended.
Review provided by Viator
Jason_l
Jun 6, 2024
HIGHLY RECOMMEND THIS TOUR COMPANY!!! - Our guide Simone was wonderful! His Mercedes van was immaculate and very comfortable. The winery he took us to was just what we were looking for. We were a small group of 4 and dined at our own private table with a beautiful view of the vineyard. The food was great, and the wine superb! We even saw a wild boar roaming freely through the vineyard off in the distance. Simone was very knowledgeable and gave us plenty of time to explore the towns at our own pace. We never felt rushed. The entire tour went smoothly start to finish!
Review provided by Viator
Amanda_w
Jun 4, 2024
Loved - Such a pleasant day! Giacomo was very kind and gave great tips and info. Such beautiful views. Winery was a fab experience.
Review provided by Viator
Alisa_d
May 31, 2024
Very helpful private guide and excellent winery - “Mike” was very sweet and helped us to the easiest places to start our tours since my husband was on crutches. He also found us a SUPER winery. One of the highlights of our trip.
Review provided by Viator
Billie_h
May 28, 2024
Delightful - Claudio was a fantastic guide - most informative and congenial. We were all impressed with the countryside, especially SanGemangamo and the lunch and wine tasting. We also loved Claudio music selections!
Review provided by Viator
Tom_w
May 26, 2024
Fantastico! - Michael our driver and guide was one of the nicest, most knowledgeable and enjoyable tour guides we’ve ever had in my 40 years of traveling internationally!
Review provided by Viator
Nancy_b
May 25, 2024
Wonderful day trip in Tuscany - We had a great day with Mike. He was engaging and fun to chat with. This was a very unstructured tour, which is exactly what we wanted. We hand several hours to walk around the towns of Sienna and San Gimignano plus a wonderful lunch and wine tasting nearby.
Review provided by Viator
Jennifer
May 23, 2024
Great day! - Great time had by all! Maurizio, our driver, did a great job telling is about the countryside. The drive was amazing! The lunch was fabulous!
Review provided by Tripadvisor
Joannelm569ag
May 19, 2024
Tuscany day trip from Florence - This was such an amazing day trip of Tuscany! Many thanks to our driver Michele who was knowledgeable and gave us an opportunity to take memorable photos! Our lunch and wine tasting with Francesco at Corbucci winery was the highlight of our trip! We will definitely recommend this intimate experience to all of our friends and family.
Review provided by Tripadvisor
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up to 7 guests
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June 2024
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