A 4-Day Tuscany Wine tour

Come and relax in Tuscany visiting the four most famous wine regions of Tuscany: Chianti, Brunello, San Gimignano, Nobile di Montepulciano.

Discover the Riches of Tuscany’s Vineyards with Our Comprehensive 4 days Wine Tasting Tours

Embark on a four-day journey through the heart of Tuscany, where the world of wine opens up with an array of exquisite tastings, breathtaking scenery, and cultural treasures. From the rolling hills of Chianti to the historic cellars of Montepulciano, our curated wine tour from Florence is designed to delight enthusiasts and novices alike, offering a deep dive into the traditions and innovations of Italian winemaking.

Chianti and Super Tuscan Wine Exploration

Begin your adventure with a Florence wine tour that takes you into the vibrant heart of Chianti, renowned for its robust red wines like Chianti, Chianti Classico, and the revolutionary Super Tuscans. Surrounded by stunning Tuscan landscapes and nestled in the warmth of historic medieval villages, you’ll savor the rich flavors of the region’s finest wines, paired with traditional local cuisine and the purest extra virgin olive oil. This immersive experience, guided by our professional local sommeliers, promises not only a wine tasting in Tuscany but a journey into the soul of Italian viticulture.

Brunello Wineries: A Day of Sophisticated Reds

Our wine tour in Tuscany continues with a dedicated day to Brunello di Montalcino, a wine that epitomizes the unique terroir and winemaking heritage of its region. As part of your Italian wine tour, you’ll visit esteemed Brunello wineries, where the dedication to quality and tradition yields some of Italy’s most celebrated red wines. This leg of the tour offers a contrast to the Chianti experience, highlighting the diversity and depth of Tuscan wines.

Montepulciano Wine Tour: The Nobility of Nobile

The third day of your Tuscan wine tour from Florence is devoted to the esteemed Nobile di Montepulciano. Venturing south, you’ll explore the enchanting town of Montepulciano, whose vineyards produce this distinguished red wine. The day is an ode to the elegance and history that envelops Tuscan winemaking, providing a unique perspective on the region’s vinous landscape.

San Gimignano Wine Tour: A Toast to White Wines

Concluding our wine tour in Tuscany, we journey to San Gimignano, Tuscany’s most picturesque village, known for its white wines that capture the essence of the region’s varied terroir. This San Gimignano wine tour is a fitting finale to our wine adventure, allowing you to toast to the memories and flavors that have defined your Tuscan sojourn. Under the guidance of our local sommeliers, you’ll bask in the beauty of San Gimignano, making this last day a celebration of the diversity and joy of Tuscan wines.

A Journey Beyond the Vine: Your Ultimate Tuscan Wine Tour

Our 4 days Tuscany wine tour from Florence is more than a series of tastings; it’s a voyage into the heart of Italian wine culture, offering unparalleled experiences in some of the world’s most renowned wine regions. From the reds of Chianti and Brunello to the whites of San Gimignano, each day unravels a new chapter in the storied wine heritage of Tuscany. Join us for this wine tour from Florence, and let the landscapes, flavors, and traditions of Tuscany fill your cup to the brim.

Begin this unforgettable wine tour in Florence and Tuscany, complete with wine tasting tours in Tuscany, Brunello wineries exploration, and an intimate Florence wine tour experience, contact us today. Your journey through the heart of Italian winemaking awaits.

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Minimum 2 people

4 days

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Included in this Wine Tour

  • English speaking wine and food expert tour guide
  • 4 days of wine touring in Tuscany
  • Wine tastings
  • Map of Tuscany wine regions
  • A brochure about Tuscany and its wine regions
  • Air conditioning mini van
  • Lunch
  • 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 171 reviews
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Shea SpadeShea Spade
15:18 17 May 24
Absolutely worthwhile wine tour of 3 great Chianti wineries! Carlo was a wonderful tour guide with a lot of knowledge!
Caroline RyderCaroline Ryder
14:52 16 May 24
Angela MarianiAngela Mariani
14:39 16 May 24
Filippo was a fantastic guide! My husband and I thoroughly enjoyed his wine tour. He was incredibly knowledgable of the wine, the region, and the history of Italy. He made the tour incredibly personal - even showing us where his 99 year old grandmother lives! This is a must do while visiting Tuscany. We will be back to visit Filippo whenever we come back to Italy!
Jonathan O'ConnorJonathan O'Connor
14:37 16 May 24
We toured the Chianti region with Filippo and had an amazing time! He was great at explaining the history of the wine, the region, and the history of the area. It is easy to see how much he cares about wine and the area. If you are going to Tuscany this is a must!
Peter DonhauserPeter Donhauser
07:43 15 May 24
Absolutely amazing experience. Words can’t truly describe how magical the day was. Carlo our guide was both knowledgeable and personable and made the event feel special. Wineries were spectacular and the Tuscan countryside is breathtaking. A must do when visiting Florence
William EckWilliam Eck
11:14 14 May 24
This was one of the best experiences we had during our two week trip to Europe! We did the 3 Winery Tour; our guide, Carlo, was amazing! He was a great driver and so, so informative. Each of the wineries we went to were incredibly authentic family-run operations that were each unique in their own ways. This is well worth the price and an incredible way to spend a day in Tuscany.
Jeff ZJeff Z
18:29 13 May 24
We spent the day with Francesca from Wine Tours with Angie. Francesca was fabulous! The 3 vineyards that we visited were well thought out and a joy to visit. Francesca was able to answer all of our questions very thoroughly and made this an extremely memorable day for myself, my wife, my son, and my daughter in law. This was truly a day that I will never forget. Thank you Francesca and Wine Tours with Angie!
Gregory MurdockGregory Murdock
14:57 13 May 24
Tasting our way through Italy with Carlo! 🇮🇹
15:54 09 May 24
An amazing trip, wine tasting, food, company. Filippe is a great guide! Thank you
Jessa IversonJessa Iverson
08:55 06 May 24
We went on the 3 winery Chianti tour with Filippo last Saturday and it was a fantastic time. Filippo was so friendly and knowledgeable about wine and the Tuscany region. The wineries were great as well. Highly recommend.
Gary DalleyGary Dalley
15:37 04 May 24
Perfect day. so well organized and well informed guide. Our group became friends for the day and shared a new appreciation for chianti wine and culture. Would do it all over again tomorrow if we could!
Marcelo TeixeiraMarcelo Teixeira
14:43 29 Apr 24
Katy StewartKaty Stewart
16:33 25 Apr 24
We went on the Chianti tour yesterday with Francesca and it was wonderful. Not only was Francesca just a generally knowledgeable and kind person, but she is also a sommelier! I loved all of the teaching she shared. We went to 3 small boutique wineries and met the owners at each one with a lovely full tasting. We also had an amazing lunch at our second stop. The sweeping Tuscan views were incredible. Would absolutely recommend anyone take this tour if coming through Florence. Top Notch ❤️❤️
Kim GregoryKim Gregory
15:40 24 Apr 24
Lisa SabinaLisa Sabina
15:25 20 Apr 24
Kerri BinghamKerri Bingham
16:26 19 Apr 24
Fantastic tour guide, delicious wineries, very entertaining and a lot of fun! Thank you to Filipe for a wonderful day!!
Brittany HinegardnerBrittany Hinegardner
16:26 19 Apr 24
Our guide, Filippo, was absolutely wonderful! Very knowledgeable and kind. We also had a great time with our group. Would 100% do another tour with this company or recommend to a friend
Dave FowkesDave Fowkes
19:11 18 Apr 24
Fabulous tour!!! Three great wineries that are all just a bit different to offer some variety. Lunch was great. Wines are awesome. Francesca was a 10-star tour guide. If you like brunello, this is absolutely the tour for you!!!!
Jane FrithJane Frith
15:43 18 Apr 24
Except tour! Informative and fun!
Peter FrithPeter Frith
15:41 18 Apr 24
Really good.
Tamara CullerTamara Culler
15:37 18 Apr 24
Kristen FarabaughKristen Farabaugh
15:36 18 Apr 24
Denis StrazdingDenis Strazding
15:36 17 Apr 24
Fantastic tour guides and fantastic places! Very professional and very educated. We enjoyed our tours very much! Special big thank you Francesca and Filippo for taking such good care of us!
Carlos RiveraCarlos Rivera
14:53 16 Apr 24
The winery tour was great… the selection was complete as we were able to experience unique styles from the 3 different houses we visited. Francheska was awesome demonstrating full knowledge of wine.
14:31 16 Apr 24
Francesca was great! She has a lot of knowledge about wine. Every winery is unique and we learn a lot.This is a great wine tour!
Brady MigelBrady Migel
12:49 16 Apr 24
This was such a great tour! We viewed 3 different wineries and had 3-4 wines at each location along with a selection of snacks and food.The guide was great and answered all our questions along with giving us a rundown of information about wine, Italy's regulations and history on wine, etc. Very fun and good.
S LiS Li
14:11 15 Apr 24
Amazing visit to 3 unique wineries to learn about the process and philosophy of their family visit.
Elaine LeiblyElaine Leibly
12:09 15 Apr 24
The wine tour might have been the highlight of our trip to Italy. Filippo, our guide, was very knowledgeable and explained a lot about the history of winemaking in Chianti and what to look for when tasting and purchasing wine. All three wineries were beautiful and very different. I highly, highly recommend.
Jeancy RossyJeancy Rossy
16:05 13 Apr 24
Sarah McCurdySarah McCurdy
15:43 13 Apr 24
The experience was well organized & easy to book & manage! We loved our time with Felippo and exploring the wineries!
Caroline HobsonCaroline Hobson
14:47 13 Apr 24
We had the best time! Francesca was the perfect guide for our super fun group, and we had delicious wine. Everything we tried was wonderful and all the staff at the wineries were great as well. Overall we had a wonderful experience and we would definitely recommend to others!
Brett VandenackBrett Vandenack
13:43 13 Apr 24
We had a GREAT experience. Francesca was incredibly knowledgeable and so helpful with questions. The 3 wineries on the Chianti tour were fantastic. Despite similar types of wine each felt like a unique experience. The wineries were small and family run. Highly recommend!
Amy MosleyAmy Mosley
15:01 11 Apr 24
I loved it! Every vineyard we went to was great in different ways!
Justine ColomaJustine Coloma
15:14 03 Apr 24
Filipo was a great guide.
David GummelDavid Gummel
16:32 23 Mar 24
Alexander KikutisAlexander Kikutis
16:04 14 Mar 24
Had an amazing time with Filippo! Very knowledgeable and informative about Tuscany and Chianti. Would highly recommend!!
Grace LynchGrace Lynch
16:03 14 Mar 24
The whole day was incredible, and Filippo was amazing! The region was beautiful and the wines were delicious. We would do it again!
Amazing host, and amazing wines. The best price by far for the best experience.
Alesia StruewingAlesia Struewing
15:20 08 Mar 24
We absolutely LOVED our tour. Filippo brought energy and passion from the start. He provided history and personal anecdotes that made our trip an experience we won’t ever forget. The wines were great but sitting down and eating with locals at one of the boutique wineries was definitely a highlight for us as we made our journey through Italy. There’s nothing better than hearing first handed experience and Filippo did just that. Would recommend this to anyone even semi-interested in wine and history. Also - Filippo is a great driver 😁
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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