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Chianti and Machiavelli’s Villas tour

An amazing wine tour where you will discover Machiavelli’s Villa and a family run winery.

Chianti and Machiavelli’s Villas tour

Chianti and Machiavelli’s Villas tour Tour Program

Wine tour description

The day tour of Machiavelli’s Villa will start in Florence at 9:30 am, where you will meet our expert wine tour guide for escorting you in the Tuscany countryside.

During the 40-minute drive you will not be bored because you will hear stories and explanations of Tuscany and Tuscan wines, while you admire the wonderful Tuscan landscape.

First winery

The first stop will be in a small family run winery where you will meet the owner; you will start listening about their family, history, to continue to visit the cellars, the vineyard and to finish tasting their delicious wines, 2 reds wines and one white wine, or 3 reds wines if the white is sold out.

Second winery 

After this lovely winery, it is time to go to the second winery, a magnificent XV century Villa, built by Machiavelli’s family known as the “Queen of the Chianti villas” and now a National monument. 

The Villa is famous also for the garden, considered one of the most beautiful garden of Italy. First Prize winner of the Best Italian Gardens Awards.

Read more about this tour

At the Villa we will meet the General Manager or his assistant and you will be guided through the cellars, the vineyards, the historical garden where you will be amazed by the ingenious arrangement of rare plants and flowers, dwarf fruits trees, aromatic herbs, 4 season plants, fountains, and the unmissable view over the Tuscany countryside, covered with olives trees, vineyards and cypress trees.

The actual owner even restored the XVI century original irrigation system one of the best preserved in Tuscany. It was designed with stone basins positioned to favor the flow of water from the highest point to the lowest. 

Not to mention the equally famous rare Mandrake plant, used for aphrodisiac and fecondative properties.


Finally after this beauty immersion it is time to feast on: a delicious home cooked lunch prepared for us at the Villa paired with their high quality wines.

You will taste a white wine made with 90% of Chardonnay, a Chianti Classico and a Chianti Classico Riserva. 

In the Summer we will have lunch outside al fresco, in the courtyard, while in the Fall and in the Winter, lunch will be in the historical kitchen of the Villa.

After Lunch

If we have some time left, you can enjoy some more time for impressive pictures.

We will return to Florence around 4:30 pm.

Minimum 2 pax: 600€

For each additional person: 100€

Max. 8 people

Book now

Chianti, Florence, Tuscany

Min 4 – Max 8, mixed

from Monday to Saturday all year long

300 € P.P.

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Included in the Chianti and Machiavelli’s Villas tour

  • An expert sommelier or a wine maker as your tour guide of Tuscany
  • wine tasting in two great Medici’s Villas wineries
  • extra virgin olive oil tasting
  • one cellar tours
  • map of Tuscany wine regions
  • a booklet about Tuscany and its wines
  • home cooked lunch at the Villa/winery
  • all local taxes


Our Client's Words

You can read here what some of our clients had to say about our tours. Imagine what we could do for you!

Based on 130 reviews
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Natasha SmithNatasha Smith
14:37 06 Feb 24
AMAZING! My husband and I, along with two of our friends recently visited Italy and fell in love with the country! During our stay in Florence we booked a trip with Angela to explore Tuscany. The wineries she hand selected for our group were phenomenal - all were small production wineries that took the time to teach us about their wine production process, the correct way to smell/taste wine, and much more. I highly recommend booking with Angie if you plan to explore Tuscany during your trip to Italy. It was definitely one of the highlights of our vacation! Thank you Angie!!!
Sabrina ColescottSabrina Colescott
16:22 28 Nov 23
This was the highlight of our trip to Italy! We went in the off-season (end of November) and it was still beautiful and perfect. Our highly qualified guide, Filippo, was the best! So knowledgeable of the wines, wineries, and history of the region due to being a local to a nearby village in this Chianti region (also gave plenty of other suggestions in Florence). We already rethink our wine shopping now that we have the knowledge of what to look for to have a wonderful and headache free wine (all the wineries were organic so less sulfites, yay!). Each of the wineries offers cheese with bread and unbelievably fresh olive oil (November is the time for fresh press harvest) and the 2nd winery (Lombricaia di Montalbino) was where we had a delicious lunch with the most bubbly and passionate guide for the winery, Chiara. It was an authentic tuscan meal with a beautiful view of the countryside in a very charming restaurant that felt like we were having a family dinner. The day flew by and it was the best part of our trip due to it feeling so intimate and relaxed. Highly recommend this, well worth the price!
Sarah KellySarah Kelly
22:49 26 Nov 23
We had a beautiful experience with Tuscan Wine Tours! Angela was very organized and communicative confirming all details ahead of time. Our guide Filippo was just fantastic; very friendly and knowledgeable sharing all kinds of information about the region, the agriculture, food, the wineries and of course...wine! The wineries and countryside were really gorgeous, and the it's obvious how deeply ingrained the love of their craft is. Highly highly recommend Filippo and this company...it's a must if in Florence to get out into the countryside and see how the agriculture, the architecture and the people come together to produce such an exquisite wine. Bellissimo!
Ektaa SanghviEktaa Sanghvi
22:36 26 Nov 23
Excellent wine tour - Fillippo was a gracious and warm tour guide that's extremely knowledgeable! The passion of all of the winemakers we met was incredible.
Glen LukasikGlen Lukasik
09:31 02 Nov 23
What an amazing tour with Claudia! Passionate, knowledgeable, and so much fun learning about Chianti, DOCG, DOC, IGT, and super Tuscany wines. We did a private tour on Sunday. Claudia was right on time at the meeting point, and really went above and beyond by sharing recipes with us, helping us get transportation for all the wines we purchased, and helping get us a taxi the next day. Highly recommend!
Josh KargJosh Karg
12:50 22 Sep 23
We took a wine tour with Andrea and had a blast! Not only were the wineries we visited all unique but Andrea spent time to explain how taste wine and what to look for in color, taste, etc. All three wineries served Chianti but each one had unique other offerings. They explained the process of winemaking and showed us cellars and the property. The perfect day trip from Florence. Such a fun group and the best tour guide!
Jenny SarebornJenny Sareborn
12:48 10 Aug 23
We had a fantastic day with Francesca as our tour guide - the day flew by!She is so knowledgeable and we learnt so much.The wineries we went to were all great and we also had a lovely lunch at one of them.This was a highlight of our trip, and we would definitely recommend it to anyone.Tack Francesca 😊
Leslie LaffertyLeslie Lafferty
21:20 25 Jun 23
This tour was everything we could have hoped for and more. The whole experience was a nice pace, a very relaxing day with great people. Filippo was an amazing guide- extremely knowledgeable and super fun to spend the day with. The wineries we went to were absolutely beautiful, the wine was incredible, and we had vegan accommodations for lunch, which was so appreciated! Our lunch was also fantastic- we ate and drank great yesterday! We very highly recommend this tour if you enjoy wine and want a more relaxed vibe of a day with great wine and great company.
15:01 22 Apr 23
This tour was the highlight of our trip. Filippo was fantastic with his knowledge of the area, wines and suggestions. The three wineries were wonderful boutique and all different. We received private tastings and a tour of all the cellars. The lunch provided was an authentic taste of Italy at a wonderful young winery. We would highly recommend this for anyone and if we are ever back would use this tour program again!! Thank you for such a memorable experience!


Our Client's Words

You can read here what some of our clients had to say about our tours. Imagine what we could do for you!

My wife and I took Angie’s Castle & Wine tour in late May. We had a fun, small group with Barbara as our guide. Barbara was very genuine and truly expressed an interest in wanting all of us to enjoy our day, as well as our time in Tuscany Would I recommend the tour? Yes, without a doubt. If you are a red wine drinker, these are smaller producers that you are most likely not able to purchase in the U.S. They make excellent wines, so treat yourself and send some home Our wines arrived in four weeks. Grazie Mille Angie and Barbara for a terrific day!

Mark Spencer

Mark Spencer


We had an excellent wine and castle tour day. Federico was an exceptional guide and we had a wonderful time touring and tasting wine and olive oil. We would like to also mention the fantastic lunch we had it was memorable. We would highly recommend this tour.

Mark Spencer

Perry Long


An amazing day touring the Tuscany wine region! I would especially like to thank Francesca for making my 50th birthday a memory I will treasure forever! Her knowledge of wines, the countryside, olive oil, etc. was extraordinary! The wineries and the owners (Stephania and Marco) were excellent hosts and provided us with samples of the most amazing wines and olive oils. I would highly recommend your company to anyone visiting the Tuscany region! Again, thanks!!!

Mark Spencer

Alexander Doe


I went on a wine tasting tour with Angie a few years ago and because of the great experience I booked again for May 2013. Angie’s tour was already fully booked so we were in Olivia’s group, another awesome day! The whole region is beautiful and there are plenty of tour operators but for me Angie’s personal service and small groups make her the go-to company for your Tuscan wine tasting tour. A bonus with the smaller groups is that Angie takes you to small and medium sized wineries, not the giant mass production places, so you really get face to face time with the owner/winemakers.

Mark Spencer

Jamie Hunt


Meeting Point

Tuscany Tour Time

Piazza dei Cavalleggeri, Firenze
Phone: +39 333 3185705

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