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Florence Tours
Full-Day Tuscany Castles Tour with Wine Tasting from Florence
5

Full-Day Tuscany Castles Tour with Wine Tasting from Florence

By Tuscan Wine Tour by Italy and Wine
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
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Ages 16-90, max of 14 per group
Duration: 6–7 hours
Start time: Check availability
Mobile ticket
Live guide: English
More


  • Local taxes
  • 2-course lunch
  • Wine tasting
  • Local guide
  • Transport by air-conditioned minivan
  • Entry/Admission - Castello del Trebbio
  • Entry/Admission - Tenuta di Bossi
What's not included
  • Hotel pickup and drop-off


Start:
  • Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
    Piazza Cavalleggeri Florence in front of the Biblioteca Nazionale ( The National Library)
End:This activity ends back at the meeting point.

    • Not wheelchair accessible
    If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 7428P6

    • Confirmation will be received at time of booking
    • Minimum age is 18 years
    • A minimum of 2 people per booking is required
    • A maximum of 14 people per booking
    • The duration of transfers are approximate 45 min, the exact duration will depend on the time of day and traffic conditions
    • Vegetarian option is available, please advise at time of booking if required
    • No heart problems or other serious medical conditions
    • Most travellers can participate
    • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
    • This tour/activity will have a maximum of 14 travellers

    • All sales are final and incur 100% cancellation penalties.

    If you have questions about this tour or need help making your booking, we’d be happy to help. Just call the number below and reference the product code: 7428P6

    From
    £240.85
    per adult (price varies by group size)
    Select date and travellers
    Revenue impacts the experiences featured on this page, learn more.

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    Itinerary
    • Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
      Piazza Cavalleggeri Florence in front of the Biblioteca Nazionale ( The National Library)
    • 1
    • 2
    About the operator
    Don’t take it from us – here’s what people have to say about this operator:
    • Tuscan Wine Tour by Italy and Wine
      1,449
      Florence, Tuscany, Italy
      Joined in October 2008
    • E2107WDkatherinew
      0 contributions
      5.0 of 5 bubbles
      Amazing Vineyard Tour
      Matteo was so wonderful! All of the wineries were amazing and so was the food! It was everything I hoped I would see on a wine tour in Italy.
      Written 13 January 2025
    • pamelafaganh
      0 contributions
      5.0 of 5 bubbles
      Loved everything about it!
      Matteo was the perfect tour guide. Knowledgeable, friendly, enthusiastic, and very kind about our lack of wine experience. He managed to set up two wineries on the day after Christmas, which we had feared would be impossible. And the wineries were fantastic. The wine was great, the views fantastic, the people at the vineyards very welcoming, and the food was also great. Five sincere and grateful stars for Matteo and Italy and Wine. Thank you so much! It was a trip highlight for us.
      Written 28 December 2024
    • joanmJ4841RN
      0 contributions
      5.0 of 5 bubbles
      Wonderful Day
      We had a remarkable day touring the Tuscan country side an tasting Chianti wines and olive oil. The organic farm was wonderful. The food plentiful and excellent. Giovanni was so knowledgeable and went out of his way to make our experience special and unique. We would highly recommend this tour.
      Written 26 November 2024
    • Ashton G
      0 contributions
      5.0 of 5 bubbles
      Incredible wine tasting experience
      My fiancé and I went on the Chianti & Super Tuscan 3 wineries tour from Florence with Matteo and we had the most incredible time. We had booked a shared tour but it only ended up being the 2 of us which was very special. Matteo was absolutely wonderful and extremely knowledgeable. We learned a lot from him. All 3 wineries we visited we lovely but our highlight was Tenuta Montiani. We had the most incredible home cooked meal and the wine was amazing. Matteo made sure that the wineries we visited were able to accommodate my gluten and dairy allergies. I would absolutely recommend this company for your Tuscan wine tour. Thanks for an unforgettable experience!
      Written 22 October 2024
    • mysticpt
      0 contributions
      5.0 of 5 bubbles
      Fabulous tour with great guide
      What a great tour! It was raining, but it did not affect our day at all. Andrea was an AMAZING tour guide. There was only one other couple, but he always made sure we were engaged in all aspects of the tour. The wine samples were more generous than any samples I had seen at any winery in North America. As pescatarians they accommodated us at every stop. Lunch was delicious. We learned a lot about the wines in the Chianti Region, and enjoyed all the wines we tasted. I highly recommend this tour
      Written 14 October 2024
    • HeatherH686
      0 contributions
      5.0 of 5 bubbles
      Unique and Local Experience
      We had a wonderful time on this tour, with our host Raffaela. Truffle Hunter dog, Choco and his protege, Aries, were able to find us a truffle that we enjoyed during lunch. The walk in the woods was peaceful and beautiful and helps you work up an appetite. Lunch exceeded our expectations with multiple courses, delicious flavors, and wine. All products are produced by Francesca and her family, on-site. We loved this unique and local experience!
      Written 5 October 2024
    • Connector32911456490
      0 contributions
      5.0 of 5 bubbles
      Great times, education, and wine with Andrea
      Andrea was insightful, friendly, and made our day truly special. Great conversation, well delivered education, tons of laughs, and wonderful food and wine. Absolutely would do again!
      Written 3 October 2024
    • Raich-11
      0 contributions
      5.0 of 5 bubbles
      Fantastic Tour-loved it
      We did a private 4 day tour with Andrea and Matteo as our guides. They were simply amazing. So friendly, kind and knowledgeable about Tuscany and wine! I highly recommend this tour to you. They will take great care of you. We went all over Tuscany in our 4 days and they changed the tours each day to suit our preferences and needs with no hesitation. They absolutely made our trip to Tuscany so very special!! Thank you so much Matteo, Andrea, Rafaela and Vittorio! We loved it!
      Written 25 September 2024
    • Road57133385375
      0 contributions
      5.0 of 5 bubbles
      Chianti wine tour
      An amazing experience and exactly what we wanted. Good food, good wine, good conversation. Our tour guide Niccolo was very knowledgeable and friendly!
      Written 20 September 2024
    • BurkeS1
      0 contributions
      5.0 of 5 bubbles
      Highlights of our Trip!
      This tour was exceptional. Matteo, the tour guide, was fantastic and super knowledgeable. We very much enjoyed the 2 wineries selected for the tour. San Gimignano was beautiful and worth the stop. We were fortunate the be on the tour with only one other couple making the experience seem like a private tour. Highly recommend this tour. **The stop at Corbucci winery was one of the highlights of our entire European vacation!
      Written 16 September 2024
    • Brenda S
      0 contributions
      5.0 of 5 bubbles
      Excellent!
      Andrea Colato was exceptional! His expertise in Tuscany wines was truly impressive. Andrea was not only personable and engaging but also made us feel incredibly welcome. He showed genuine interest in learning about us and our culture, while passionately sharing his deep knowledge of the local wines. We visited two wineries and enjoyed numerous tastings, each enhanced by his thoughtful insights. We highly recommend him—100%! You will not be disappointed.
      Written 16 September 2024
    • mcguirekarin36
      0 contributions
      5.0 of 5 bubbles
      Awesome!!
      My friends and I had the absolute best day ever. We were able to see the beautiful Tuscan countryside, stopping at San Gimignano, visiting 2 wineries all the while learning and laughing. Our wonderful guide, Andrea, was simply the best. He shared his knowledge in a way that allowed us to learn, ask questions and enjoy lots of fun throughout the day. He went above and beyond!! I would highly recommend this tour especially if you are lucky enough to have Andrea as your guide. Mille Grazie!!
      Written 5 September 2024
    • Ashely1
      0 contributions
      5.0 of 5 bubbles
      Great experience
      Had an amazing time! Matteo was very friendly and helpful and we had an amazing experience. From the truffles to wine and cheese to history, he made it an unforgettable experience. Would definitely do it again and highly recommend Matteo.
      Written 23 August 2024
    • francisbE5123WV
      0 contributions
      5.0 of 5 bubbles
      Amazing wine tour visit with Andrea in Montalcino
      I cannot express enough my gratitude to Andrea for making this unique experience in Montalcino exceptional. Andrea was amazingly interesting, entertaining, caring to our needs and very knowledgeable. Being with my family for the first time in Italy, I could not have hoped for a better guide. We had fun, we discovered amazing vineyards, plus Andrea took the time to give us a training on wine tasting technique which made us appreciate it even more. His knowledge of Italian history is quite impressive. Our 2 vineyards visits were awesome with Catherina and Alicia as hosts. Thank you so much for an amazing memory.
      Written 11 August 2024
    • J6443VLreneem
      0 contributions
      5.0 of 5 bubbles
      Great tour
      We had a wonderful day with Matteo and Chiara. The lunch in particular was a wonderful experience. We had delicious food and wine, with incredible scenery and lovely company.
      Written 27 July 2024
    See all 1,449 reviews
    These reviews are the subjective opinions of Tripadvisor members and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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    Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.

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    5.0
    5.0 of 5 bubbles43 reviews
    Excellent
    43
    Very good
    0
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    0
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    0
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    0

    Stephen S
    5 contributions
    5.0 of 5 bubbles
    Aug 2022
    I cannot stress enough how fun and informative this tour was. My girlfriend and I booked this shared tour, and it ended up being just the two of us with our tour guide, Matteo. Each experience was so interesting as Matteo was able to explain how to properly taste each wine from a sommelier's point of view. On top of that, the hosts at both of the wineries we visited were so welcoming and taught us more about the history of the region and their respective wineries. For lunch, Matteo took us to a great local restaurant with beautiful views of the countryside and a delicious three course meal paired with wine. This was an absolutely phenomenal day and my girlfriend and I cannot recommend this tour (and Matteo) enough.
    Written 11 August 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    slwp
    Bastrop6 contributions
    5.0 of 5 bubbles
    Feb 2020 • Couples
    My husband and I did this all day private tour for our 24th wedding anniversary. Our guide Pierpaolo was very knowledgeable and taught us so much. He took us to two amazing places where we were able to tour the cellars and meet the owners. We then went to a local place for lunch where we were served local cuisine that was excellent. I would highly recommend this tour in Florence, Italy and highly recommend our tour guide Pierpaolo.
    Written 19 February 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    KMD
    1 contribution
    5.0 of 5 bubbles
    Oct 2021
    Wine tastings and vineyard tours don’t get any better than this. Matteo was absolutely fabulous! He is just as entertaining as he is informative, and that’s saying something. It was really fun to learn about Italian wine from both a sommelier and the owners of the vineyards. This is everything you could want in an Italian wine tour. The vineyards are gorgeous and unique. In addition to the various wines tasted, we also got to taste olive oil that had only been bottled the week before! We decided to book this wine tour pretty last minute, the night before, and we couldn’t be happier that we did.
    Written 31 October 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Abbimack
    Portsmouth, NH3 contributions
    5.0 of 5 bubbles
    We had Matteo as our driver/tour guide, and he was absolutely amazing! We went to two wineries and out for lunch in between! Matteo was so genuine, we felt immediately comfortable and at home with him! He was extremely knowledgeable of his country and of the wine culture, not only was he telling us about his country he also was interested in learning about ours and us personally. Our lunch was filled with story telling, and it felt as though we had made a life long friend! We highly recommend this tour and hope that you’re lucky enough to have Matteo as your guide!

    Thank you Matteo, for making this tour a special memory to our honeymoon! We will be back! :)
    Written 18 September 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Karen S
    Pine Beach, NJ138 contributions
    5.0 of 5 bubbles
    Hilary was exceptional! Bravo! She is a sommelier and a great historian about Florence history. We learned a whole bunch about wine and Florence on our 7-8 hours with Hilary, all good. The castles we visited were amazing in the Chianti Rufina area of Toscana. Especially the story about Lorenzo the Magnificent at Castello del Trebbio. Hilary took us on a tour of the many cellars which were huge and deep. Upstairs we had an intimate wine tasting in a huge typical Tuscan dining room. The wines were very nice. We had lunch at Agriturismo Tenuta deli Cavalieri. This is also a horse camp. It was quiet , peaceful and delicious.
    After lunch we headed to the highlight of our tour, Marchesi Gondi Tenuta Bossi . We were greeted by Marquis Bernardo Gondi and a little later by his sister Donatello. We toured the cellars as Bernardo educated us about his family history and their mission. He was very proud and passionate about his family’s history. We then were led to the interesting wine tasting room which had many antlers and stuffed animal heads around the room. We sampled 5 different wines, one white, three red and a vin santo. The wines were all very very good.
    Hilary was a fantastic guide in such a wonderful area! We enjoyed her company. We learned a great deal about the wines and for that we say, Grazie Mille!
    Written 29 September 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Erika B
    1 contribution
    5.0 of 5 bubbles
    Apr 2023 • Couples
    Five stars! Highly recommend. We had a lovely day on the Castle and Chianti Tour. Our tour guide, Julia, was fantastic- she was knowledgeable, friendly and made the entire experience so fun. We enjoyed two tastings at two beautiful vineyards, along with a delicious lunch in a small Italian village. By far our favorite experience we had while exploring Italy.
    Written 6 October 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Mr A
    1 contribution
    5.0 of 5 bubbles
    Aug 2024 • Family
    We started this day with Andrea as our tour guide and he quickly turned into our friend! With some of the most beautiful landscapes I’ve seen and some extraordinary food, I’ve had to write a review to tell everyone how incredibly worth it this tour was! Andrea’s knowledge, authenticity and gentleness made it even more magical than it already was! We highly recommend him as not only a tour guide but also as a good friend!
    Written 11 August 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Bob C
    Wilton, Connecticut, United States14 contributions
    5.0 of 5 bubbles
    Our guide was informative, personable and a great driver. The wineries were great although our second stop was in Montepulciano by far one of the best I’ve ever been to. The scenery was incredible and never felt rushed.
    Written 22 October 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    John
    6 contributions
    5.0 of 5 bubbles
    Amazing host who was very knowledgeable and we learnt a lot more about wine! The wineries were spectacular and the visit was comprehensive as we were shown right through the production process and got to taste all the wines.
    Would highly recommended as a wonderful day trip and experience.
    Written 23 June 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

    Liz_C
    1 contribution
    5.0 of 5 bubbles
    Oct 2022 • Couples
    This is a must-do when in Florence! The small group tour is so intimate and gives a much more personalized and customized experience than the larger tour operators, and you also have access to exclusive (and delicious) wineries. Our guide Pierpaolo was FANTASTIC, so knowledgeable, friendly and made the entire day so fun. This was the highlight of our ten days in Italy!!
    Written 3 November 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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    *Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.

    Full-Day Tuscany Castles Tour with Wine Tasting from Florence provided by Tuscan Wine Tour by Italy and Wine

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