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Tuscany Wine tasting & winery tours

Our most recommended Tuscany Wine tasting & winery tours

From Florence: Day Trip Pisa, Siena & San Gimignano w/Lunch

1. From Florence: Day Trip Pisa, Siena & San Gimignano w/Lunch

Experience the wonders of Tuscany on one memorable day. Leave Florence for a 12-hour excursion and see the beautiful landscapes, architecture, and artworks of the region. Treat yourself to some local cuisine, and opt for a guided tour in your preferred language to learn even more about the historic area. Begin with the visit at Piazza del Campo, where the Palio di Siena horse race is run, and Piazza del Duomo, where you will see the exterior of the magnificent cathedral. After some free time in Siena you'll have lunch in a typical Tuscan winery. Then go ahead to the vineyard, where you can enjoy some local wine and visit San Gimignano, a UNESCO-listed medieval town. Continue to Pisa and to visit its stunning Piazza dei Miracoli. Admire the Baptistery, the cathedral, and, of course, the famous leaning tower.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

2. Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Join a wine-tasting experience and enjoy a typical Tuscan lunch in the setting of a medieval Castle in Montalcino. Walk in the vineyard with an expert sommelier and take in the views as you learn about traditional wine-making. Taste 3 different local wines before sitting down for a 3-course lunch. Meet your sommelier and stroll together in the vineyard during which you hear the history of the castle and its family. Admire the beautiful Tuscan landscape and learn more about traditional high-quality wine production methods and techniques. Enjoy your exclusive guided wine tasting of 3 local wines with some Tuscan snacks. During the wine tasting, you will taste three of the most important and world-famous Tuscan wines, such as Sangiovese IGT or Brunello di Montalcino. The professional sommelier will provide in-depth explanations about what you taste and the uniqueness of these Italian wines. After, sit down to eat a typical Tuscan 3-course lunch. The lunch menu is composed of a selection of cold cuts & cheeses, hand-made pasta with sauces, and dessert with coffee. A vegetarian option is available, please advise at the time of booking if desired.

Florence: Chianti Wineries Tour with Food and Wine Tasting

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

After meeting your guide and boarding the coach, drive to the Chianti region. On the way to the first winery, your guide will share interesting facts and curiosities about landmarks along the route. Arrive at the first “cantina” of the day, where you will be welcomed by the winemakers. After listening to a brief introduction about the winery’s history and the types of wine made there, join a guided tour of the facilities and nearby vineyards. Learn all about the winemaking process, the materials used to make the barrels, and what it takes to be classified as a “Chianti Classico”. Then, begin your first tasting session of 4 different wines. You will hear an explanation of each of the wines that you sample, as well as some tips on how to savor the wine and understand its qualities. The wines will be accompanied by local snacks produced in the region, such as cheese, bread, olive oil, and salumi. Board the bus and continue to the second winery. On the way, make a stop at a scenic lookout to observe a stunning panorama of the Chianti Hills. At the second winery, learn about their production methods, what is unique about their vines, and how weather can affect the grapes. Explore the facilities during a short guided tour, and walk through the vineyards. Then, sample another round of up to 3 wines, as the local charismatic wine producer tells you about the peculiarities of each. After some free time, head back to Florence.

Bolgheri: Winery Tour with Wine Tasting

4. Bolgheri: Winery Tour with Wine Tasting

Meet your friendly guide directly at the Terre del Marchesato winery, just a short drive from Bolgheri. This family-run winery is bursting with authentic Italian charm and provides the perfect location to learn about the wine-making process. The tour begins with a brief introduction to the history of Bolgheri and the Fuselli family itself, immersed in the beautiful setting of the lush vineyards to let you experience the colors of one of the most prosperous wine regions in Italy. Head inside for your tour of the winery next, and see first-hand the journey of grape to glass. At the end of an insightful tour, sit down for a spectacular tasting session of the winery’s best wines. The tasting sessions are accompanied by freshly made bruschetta and homemade Evo olive oil. You can choose between 3 different types of wine tastings: - CLASSIC, with 3 Bolgheri DOC wines: Papeo (white wine), Emilion Primo (red wine), and Marchesale (red wine). - SENSORIAL, with an Aroma Master Kit and these wines: Papeo (Vermentino, white wine), Tarabuso (Cabernet S., red wine), and Aldone (Merlot, red wine). - PREMIUM, with prestigious “mono-varietal” red wines: Tarabuso (Cabernet S.), Franchesato (Cabernet F.), Aldone (Merlot), and Maurizio Fuselli (Petit Verdot).

Florence: Pisa, Siena, San Gimignano, and Chianti Experience

5. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

Start in the morning with a tour of Pisa. Have time to admire the cathedral, the baptistery, the monumental cemetery, and the famous Leaning Tower. Then move on to a typical winery in the Chianti Hills on the slopes of San Gimignano. Enjoy a Tuscan lunch accompanied by a local wine tasting. Following lunch discover one of the most beautiful medieval villages of San Gimignano, or the "Medieval Manhattan, where you can explore the maze of cobbled streets, small squares, and many local craft stores. Continue on with a panoramic view of the Chianti countryside before arriving in Siena, where if desired, your professional guide will take you to see the most important squares, from Piazza del Campo to the cathedral, passing through the most beautiful contrade that characterizes this city. At the end of the guided tour, choose to have some free time to enjoy a cup of coffee or a panforte (a typical local cake), and to go shopping. Your return to Florence will have a gorgeous sunset in the backdrop, making for a perfect ending to an unforgettable day spent in Tuscany.

From Florence: Tuscany Wine & Food Tour with Guide

6. From Florence: Tuscany Wine & Food Tour with Guide

Journey through the wine-producing region of Tuscany on a guided day trip from Florence. Visit three organic wineries and enjoy lunch with a tasting of local wines, balsamic vinegar, and olive oil. Take a walk in the medieval town of Greve in Chianti. Start your day trip driving through the Tuscan countryside. Reach the first winery to learn about the winemaking process. Visit the farm, the cellar and learn all of the secrets to making wine. Next, move on to another selected hilltop wine estate, where a wine expert is waiting for you to share facts and anecdotes about the process. Sit down for a light lunch accompanied by the winery's own wines and products.  After lunch, head to Greve in Chianti, for a quick stop in the most representative village of the Chianti Classico countryside. Take some free time to admire the main square before continuing to the final stop, a historical family-owned villa and winery. Admire the views of Florence and one of the most beautiful Italian gardens in the area. Taste the winery’s local products, made with the deepest respect for the cultivation traditions of the region. Compare the products and the philosophies of these three different local winemakers.

From Florence: Chianti Half-Day Afternoon Tour

7. From Florence: Chianti Half-Day Afternoon Tour

Discover the Tuscan wine region of Chianti on a scenic guided tour by van from Florence. Visit a local wine estate, tasting its wines and local produce. Immerse yourself in the surrounding picturesque landscape, with a visit to a medieval village in the region. Visit a charming Chianti wine estate, enjoy a guided tour of its wine cellars, and gain an insight into the various stages of wine production.  You know the typical cypress avenue printed on every postcard in any gift store, right? Well yes, you will get to walk on one of these avenues and take memorable photos of authentic Tuscany. Visit a winery that not only offers a tasting that even true connoisseurs will enjoy with great pleasure, paired with samples of sliced cold meats, bruschetta, and salami, but you will also get to enjoy the wonderful surrounding landscape, immersed in an enchanting and welcoming atmosphere.  Visit a real Medieval village in Chianti hills, enjoy some free time to stroll out, and breathe in the local atmosphere. You'll also have the opportunity to buy wine, olive oil, balsamic vinegar, cheese, and herbs to take home.

Montepulciano: Winery Tour and Tasting

8. Montepulciano: Winery Tour and Tasting

Head into the heart of Montepulciano to a historic underground cellar dating back to the 16th century. Learn about the cellar and admire its impressive vaults and tunnels which create a charming setting for the experience. Next, enjoy a tasting of premium wines with an expert sommelier. Sample some of the cellar's most prestigious wines, and learn about the different flavors. The tasting session includes four of the most well-known wines of the region, including Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG. The wine is also accompanied by some delicious snacks, so you can taste the very best that Tuscany has to offer.

From Rome: Tuscany Day Trip with Lunch and Wine Tasting

9. From Rome: Tuscany Day Trip with Lunch and Wine Tasting

Leave Rome's hustle and bustle behind and head to Tuscany for the day.Enjoy a guided town of Montepulciano and eat a delicious 3-course lunch with an Italian wine-tasting experience you won't forget. A comfortable, air-conditioned coach will pick you up in Rome. As you drive towards rolling hills, your expert tour guide will explain Tuscany’s rich culture and answer any questions you might have about the day ahead.  First, enjoy a walking tour of the hill town of Montepulciano. Take in an ancient but still-functioning wine cellar and ruins that pre-date Rome. Next, visit San Biagio, a 16th-century Renaissance church with a travertine facade welcoming in the sunlight and exquisite decorations inside. Just a short drive away awaits a delicious Tuscan lunch. Enjoy a 3-course meal with wine pairings in the wine cellar of an authentic vineyard farmhouse, including the famous Brunello di Montalcino and varieties from the vineyard itself.  Buy your souvenir Tuscan wine here, or wait for the final stop: Pienza. Your tour leader will offer insights, but your time is yours: shopping for pecorino cheese, balsamic vinegar, wines, and other local specialties, finding the right photo opportunity, or simply wandering the streets like a local. Next, return to Rome in air-conditioned comfort — fulfilled, relaxed, and ready for the next day.

From Florence: Small Group Wine Tasting Tour to Tuscany

10. From Florence: Small Group Wine Tasting Tour to Tuscany

Depart Florence and journey to the historic Chianti Classico wine region by air-conditioned minibus while your English-speaking driver explains the stunning landscape where the most famous wines from Italy are produced. Visit two wine estates, with wine and food pairings. Sample 3 of the first wine estate's wines, along with some of the fresh olive oil they produce. Learn more about the unique techniques used to produce wine and get a better appreciation of the local viniculture on a tour of the wine cellars. Continue towards the second wine estate to take a tour of the cellars and compare and contrast their techniques with the first winery. Taste different wines and olive oils produced on the farm, paired with local specialties from Tuscany, such as cheese, salami, cold cuts, and bruschetta.

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What people are saying about Tuscany

Overall rating

4.6 / 5

based on 7,197 reviews

The whole trip was a dream, the guides where very accommodating and even when I was late due to transport issues, they were kind enough to wait for me. I loved the whole itinerary and the information provided was very insightful and useful, I loved it all from start to finish.

Beautiful tour with amazing tour guides, Motaz and Patricia who guided us throughout. Honestly, the tour lasts 12 hours. The only stop I would have avoided was Siena, because it's beautiful but it doesn't attract me like the others.

Our guide, Ilaria, was very good at stimulating everyone's interest: by telling us various anecdotes and showing us small details of the buildings and streets that we would never have been able to grasp on our own.

Great trip. Amazing places. Alessandro was great and explain everything. and the wines were superb

It was a relaxed day trip. I am glad to have booked it.