Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour
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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

By Prestige Rent
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
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Lowest price guaranteeReserve now & pay laterFree cancellation

Ages 0-99
Duration: 9h
Start time: Check availability
Mobile ticket
Live guide: English
More


  • One winery visit with Wine and Olive Oil tasting
  • Professional English speaking driver
  • Transport by air-conditioned sedan or minivan
  • Worry-Free Shore Excursion Guarantee
  • Entry/Admission - Fattoria di Montecchio
  • Entry/Admission - Casa Emma
What's not included
  • Additional wine tastings, aside from the one included
  • Meals
  • Gratuities


Start:Traveller pickup offered.
    Pickup details
    • The driver will be waiting for you, holding a sign with the lead traveller name on it, on the pier where your ship is docked.
    Port pickup offered
    During checkout you will be able to select from the list of included ports.
    • Livorno Port
    End:This activity ends back at the meeting point.

      • Not wheelchair accessible
      • Pushchair accessible
      • Service animals allowed
      • Near public transportation
      • Infant seats available
      If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 5292LIVORNO2

      • Confirmation will be received at time of booking
      • Passengers with foldable wheelchair can be accommodated, only if specified at time of booking
      • Baby seats are mandatory for infants, please request at time of booking
      • Most travellers can participate
      • This is a private tour/activity. Only your group will participate

      • For a full refund, cancel at least 24 hours in advance of the start date of the experience.

      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: 5292LIVORNO2

      From
      AU$771.01
      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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      About the operator
      Don’t take it from us – here’s what people have to say about this operator:
      • Prestige Rent
        5,239
        Florence, Tuscany, Italy
        Joined in June 2011
      • DayTrip31835244062
        0 contributions
        5.0 of 5 bubbles
        An Unforgettable Tuscan Wine Tour – Fun, Informative, and Absolutely Perfect!
        If you’re looking for the ultimate wine-tasting experience in Tuscany, stop searching and book this tour now! This was hands-down the best outing of our trip to Italy, blending stunning scenery, exquisite wines, and an incredibly fun atmosphere into one unforgettable day. Our guide was phenomenal—not only deeply knowledgeable about Tuscan wines and winemaking traditions but also hilarious! They kept us entertained with great stories, witty humor, and fascinating insights, making the tour feel like an adventure with friends rather than just a typical excursion. Their passion for wine and the region was contagious, and we left feeling like experts (or at least like we’d had a really great time trying!). The wineries we visited were breathtakingly beautiful, with rolling vineyards and charming estates that felt straight out of a postcard. Each tasting was expertly curated, featuring outstanding Chiantis and local varietals, all perfectly paired with delicious cheeses, olive oils, and traditional Tuscan bites. The pacing was perfect—plenty of time to soak in the views, enjoy the wines, and chat with fellow travelers, without ever feeling rushed. If you love great wine, stunning landscapes, and a guide who will keep you laughing the whole way, this is the perfect tour. Book it—you won’t regret it! 🍷😂✨
        Written 16 February 2025
      • B446MGmatthewp
        0 contributions
        5.0 of 5 bubbles
        Leo is an 11 out of 10 guide
        Leo was an amazing guide. Very knowledgeable, welcoming and friendly. On my next visit to Italy, I would go on another adventure.
        Written 14 February 2025
      • 475heatherc
        0 contributions
        5.0 of 5 bubbles
        Culinary class trip
        Great tasting wines and Leo was an amazing driver. Knowledgeable, sweet, super host. Thank you very much Leo for the amazing day.
        Written 13 February 2025
      • FarAway20262019003
        0 contributions
        5.0 of 5 bubbles
        Amazing red wine
        This small group wine tasting tour in Tuscany was an absolutely amazing experience. The tour guide was friendly and informative, and we learned so much about the different types of wines from this region. The two vineyards we toured had stunning views, with delicious Chianti Classico red wines and food pairings to go along. We absolutely loved the different types of olive olives we tried, and especially the balsamic vinegars. Shipping wine or oils/vinegars home was extremely easy, we shipped home a case of wine to the USA. Absolutely recommend booking this tour, you won’t regret it! :)
        Written 13 February 2025
      • michellesI4414QW
        0 contributions
        5.0 of 5 bubbles
        Wonderful Wines and hosts…
        Matteo was wonderful! He was knowledgeable, friendly and happy! The Casa Emma Winery was beautiful and the wine excellent! We purchased quite a bit and had it shipped home to California! I do not remember the name of the second winery but it was exquisite. I loved the wine and the Extra Virgin Olive Oil and the delicious vinaigrette. I should have ordered from the second winery too! :( Thank you for a wonderful tour Matteo and thank you to the hosts at both wineries!
        Written 13 February 2025
      • Daryn1
        0 contributions
        5.0 of 5 bubbles
        BEST WINE TOUR IN FLORENCE! ⭐️⭐️⭐️⭐️⭐️
        This was an amazing wine tour! Tour guide Jason was absolutely the BEST!!! 👍👍 Very knowledgeable and we had a blast visiting two different wineries with breathtaking views. While in Florence don’t miss this tour!
        Written 10 February 2025
      • V1102RAmaxp
        0 contributions
        5.0 of 5 bubbles
        One man show!
        If you're looking for the ultimate wine tasting experience in Tuscany, stop your search here, prestige rent is the way to go. I took this tour with my family, not expecting much, but our guide, Jason, completely transformed the experience. He’s not just a guide—he’s a One man Show! comedian, singer, artist, teacher, and an incredible photographer who captured amazing shots for us, creating memories that will last a lifetime. Jason made sure everyone was having a fantastic time, and we did—meeting new friends and enjoying incredible Chianti wine. The wineries, montecci and Casa Ema, were absolutely stunning, and we were lucky to have a beautiful sunny day. A special thanks to our driver, Andrea, who ensured everything went smoothly on the road. This isn’t just a wine tour—it’s a multi-experience adventure wrapped into one! Thank you, Prestige Rent—we’ll definitely be back!
        Written 10 February 2025
      • 217carlyk
        0 contributions
        5.0 of 5 bubbles
        Fantastic way to spend your day !
        I love wine and this was such a magical day! Leo was a great guide, filled with humor, lots of knowledge, and amazing guitar skills (a lovely surprise). I traveled solo and was welcomed with warmth. I’d highly recommend!
        Written 7 February 2025
      • mirtac559
        0 contributions
        5.0 of 5 bubbles
        Phenomenal!!!!
        This trip was amazing. Leo was such a wonderful person and tour guide, he was so knowledgeable. The whole ride he gave us a history of different places. He serenaded us with song on one of the tours with guitar in hand. Loved loved loved him. The buses were so clean and comfortable also. Def will call on him again. Thank you. 😊
        Written 5 February 2025
      • gabbyl988
        0 contributions
        5.0 of 5 bubbles
        Amazing Experience!!!
        What a fun day! The guides were so thoughtful and informative, giving you a little insight before the wine tasting. We had a great time being our first time in Florence. Definitely would recommend!!!
        Written 31 January 2025
      • P8190UPekaterinak
        0 contributions
        5.0 of 5 bubbles
        Great tour!
        This tour was one of the highlights of our trip to Tuscany. Jonathan is an amazing guide, so many interesting stories. Plentiful wine, but we also loved the aged balsamic vinegar and olive oil tastings. The views, the history, the ecosystem-level thinking that goes into vineyard design, it was so worth getting a glimpse of another world. And the best charcuterie platters. And big thank you to Antonio for almost magically navigating the very narrow streets of Firenze. The bus was very comfortable.
        Written 23 January 2025
      • Jennifer S
        0 contributions
        5.0 of 5 bubbles
        Fun experience!
        This was a wonderful experience. I highly recommend it. Leo was amazing! He was very knowledgeable about history, wine making, and regional food.
        Written 22 January 2025
      • hannaheolds
        0 contributions
        5.0 of 5 bubbles
        Best wine tour in Tuscany
        Leo was a fantastic tour guide, numerous and knowledgeable and a great singer too! We visited two beautiful wineries in the Tuscan countryside, and tried 4 wines at each. Both also provided some delicious food to eat as well. The trip was smooth, and we learnt so much about the wine and olive oil industry. Highly recommend!
        Written 18 January 2025
      • W7635CGpeterr
        0 contributions
        5.0 of 5 bubbles
        Couldn’t get enough of this tour!
        The tour was very informative, funny and relaxing with our bus driver Leo from Prestige Rent. I couldn’t recommend this tour enough if you are in Florence. The winery’s were amazing and with beautiful views of the landscapes and of course the delicious wine and food that was provided. You definitely won’t be let down and will most likely buy a bunch of wine, olive oil and balsamic vinegar.
        Written 17 January 2025
      • anastasiiak997
        0 contributions
        5.0 of 5 bubbles
        Wonderful day in Tuscany
        We have a wonderful wine tour with Leo in the Tuscany region. He is a very nice and knowledgeable tour guide who introduced us to the best Tuscany can offer. Highly recommended!
        Written 17 January 2025
      See all 5,239 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 bubbles37 reviews
      Excellent
      37
      Very good
      0
      Average
      0
      Poor
      0
      Terrible
      0

      John Z
      2 contributions
      5.0 of 5 bubbles
      Sept 2024 • Couples
      The tour was AMAZING!! The scenery was truly awe inspiring! The chosen wineries were both superb in knowledge and family hospitality.

      What made the trip truly memorable and so much fun was the combination of the Tour Guide (Jason) and the tour bus driver (Tony). These two guys should always work together!! They were “over-the-top” genuinely entertaining, very knowledgeable, and could easily work as an incredibly funny duo in Hollywood.

      They were genuinely focused on creating a first class customer experience. Both are a credit to your company!!

      An AAA+ rating would not be good enough! Loved every minute of it!!!
      Written 13 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.

      Kasthuri S
      Singapore, Singapore8 contributions
      5.0 of 5 bubbles
      May 2023 • Solo
      This was such an amazing tour! Our guide Leo was the best tour guide I’ve ever had in any of my trips! The day tour is just so amazing and the wine tasting was well paced and it was a right sized group! I will use prestige tours again definitely and I highly highly highly recommend this !!!!!
      Written 2 May 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.

      Camila B
      1 contribution
      5.0 of 5 bubbles
      Sept 2024 • Friends
      Tony was ur driver and Suzy was our guide. Both were amazing Tony played great music and made the ride super fun. Suzy gave us great insights in the area and we learned a lot not just about Tuscany but also Florence.

      We had so much fun, the wine was great, the charcuteries were delicious and so was the olive oil.

      Would go back and take this tour again. Thanks for the memories Suzy and Tony!
      Written 24 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.

      Leticia T
      Paraiso, SP21 contributions
      5.0 of 5 bubbles
      Mar 2024 • Family
      Great wine tasting experience! All wineries welcomed us with a lot of information about the production, delicious cheeses and of course wines. Deftly it was a really pleasant experience.
      We visited 3 wineries from small to large sizes, and had a stop in Greve. Thanks to our excellent guide Leo, driver, guide and singer!
      Written 23 March 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.

      Halhoute L
      1 contribution
      5.0 of 5 bubbles
      Aug 2023 • Couples
      It was a very good day, Simona (our guide) was really kind and attentionned with everyone.
      She explained a lot of things about the story of Firenze and the toscana.

      The wine was just incredible, and the visit of they vignobles was really interesting!

      I recommend!

      P.S : Tony (our driver) has a perfect ride

      Thanks to them !
      Written 5 August 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.

      Mikayla C
      1 contribution
      5.0 of 5 bubbles
      Sept 2024 • Couples
      We could not recommend this tour more! Raf was the greatest tour guide and was so knowledgeable throughout the entire tour. The wineries we stopped at were amazing - the wine, the views, and the atmosphere were unmatched. Our driver, Nino, was wonderful and safely got us to each spot! We would definitely do this tour again!
      Written 11 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.

      Jay T
      3 contributions
      5.0 of 5 bubbles
      Oct 2024 • Couples
      Delightful visit to a premier organic winery with adequate sampling to make everybody happy. Would recommend to couples and groups alike. Everyone seemed to have a great time visiting these “small” family farms.
      Written 22 October 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.

      Robert B
      4 contributions
      5.0 of 5 bubbles
      Apr 2024 • Couples
      Jason and Matteo were the best! Jason gave us an amazing bus tour while on the way to the wineries and Matteo was a great driver. At the wineries the views were stunning and the people were the nicest hosts. The food and wine was absolutely amazing! Loved this day!!
      Written 15 April 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.

      Ken P
      Naperville, IL6 contributions
      5.0 of 5 bubbles
      Oct 2024 • Family
      Excellent tour! Loved the guide and driver. Very informative, good wine sites. The group was fun as well. The driver saved the evening by getting us back in horrid traffic.

      Both wind hosts were fantastic as were the wine choices.
      Written 16 October 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.

      abby w
      2 contributions
      5.0 of 5 bubbles
      May 2024 • Friends
      We had Simona as a guide-she was great! She is Fun lively, and informative! I loved her as my guide!! Our driver Carhine was a great driver and got us there safely and efficiently! The bus was clean, had chargers, and air co during g which was lovely! Highly recipe d this tour with friends we had a blast!
      Written 12 May 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.

      Showing results 1-10 of 36
      *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.

      Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour provided by Prestige Rent

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