Tuscany
Wine Tasting & Winery Tours

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Our most recommended Tuscany Wine Tasting & Winery Tours

From Florence: Small Group Wine Tasting Tour to Tuscany

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

Depart Florence and journey to the historic Chianti Classico wine region by air-conditioned minivan 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.

Montepulciano: Historical Cellars Guided Tour & Wine Tasting

2. Montepulciano: Historical Cellars Guided Tour & Wine Tasting

Start at Piazza Grande and discover the history of Montepulciano and the deep roots that for centuries have shaped the local people and the Vino Nobile. A guide will lead you inside 2 underground cellars, through tunnels dug into the spectacular brick vaults.  Here, you'll find the gigantic oak barrels, inside which the famous Vino Nobile di Montepulciano DOCG and the Rosso di Montepulciano DOC “rest”. At the conclusion of your visit, enjoy a tasting of the wines, with an explanation of their basic characteristics.

From Florence: Chianti Hills Wineries Tour with Tasting

3. From Florence: Chianti Hills Wineries Tour with Tasting

Immerse yourself in Italy's renowned winemaking culture on this guided tour by van from Florence. Leave the city behind as you head out into the Tuscan countryside, marveling at the landscape around you. Visit two local wineries and enjoy wine tastings in both of them, learning about the wine-making process from locals. Arrive in the charming town of Radda in Chianti and visit one of the town’s traditional wineries. Enjoy a tasting session of 3 regional wines, then have the opportunity to purchase them. Spend some free time exploring the narrow streets of the town. Continue towards a traditional farm and winery. Learn about the winemaking process from grape to glass. Then enjoy another tasting session of 3 Chianti wines as well as local products. Finally, sit back and relax on the return journey to Florence.

Montalcino: Castle and Vineyards Tour with Tasting

4. Montalcino: Castle and Vineyards Tour with Tasting

Visit a famous estate in the Brunello region and learn how wine is produced. Discover 600 years of history in the castle with its courtyards surrounded by Brunello vineyards. Enjoy a 1-hour tour of the castle, cellars, and vineyards, ending with a tasting of Brunello in the historical courtyard. Starting at the main entrance, stroll through the entire walls of the castle and reach the Baldassare Peruzzi bridge, which was built in the early 16th century, and the Chapel of the Virgin of the Veil, which still contains a fragment of the veil of Virgin Mary. Along the way, visit noble vineyards and ancient medieval cellars. Finish your tour with a tasting of 3 selected wines paired with delicious local snacks.

From Florence: Tuscany Wine & Food Tour with Guide

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

Journey through the wine-producing region of Tuscany on a day trip from Florence. Admire the Tuscan countryside and learn about the region from your driver. Visit three wineries and enjoy lunch. Start your day trip driving to the south of Florence, through the Tuscan countryside. Reach the first winery to learn about the winemaking process. Visit the farm, and satisfy all of your curiosity. Next, move on to another selected hilltop wine estate, where a wine expert is waiting for you to share the facts and anecdotes behind this product. Take a guided tour of the farm and learn all of the secrets to making wine. Sit down for lunch accompanied by the winery's own wines and Vin Santo (dessert wine). Nothing is rushed, so take the time to relax and enjoy. After lunch, head to Greve in Chianti, the most representative village of the Chianti Classico countryside. Take some free time to admire the attractive main square. Continue to the third winery, and taste their products, before you head back to Florence.

Tuscany Taster Tour: Day Trip from Rome with Lunch & Wine

6. Tuscany Taster Tour: Day Trip from Rome with Lunch & Wine

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 in 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.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

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

Take part in an exclusive wine tasting experience and enjoy a typical Tuscan lunch in the setting of an elegant medieval Castle in Montalcino. Walk in the vineyard with an expert sommelier and take in the stunning 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.

From Florence: Tuscany Wine Tasting Full-Day Trip

8. From Florence: Tuscany Wine Tasting Full-Day Trip

Join this fun day-trip made for 18 to 35-year-old travelers to the Chianti countryside by van, and discover why the area is famous for its scenery as well as its wine. Visit two local wineries and taste their flavorful wines, as well as local produce samples. Walk through the streets of San Gimignano at your own pace, discovering this charming town first-hand. Head straight to a wine tasting school, your first stop, where you will taste 4 different type of wines, including the famous Chianti Classico D.O.C.G. and a Super Tuscan wine, a 30 year-old balsamic vinegar, and the delicious truffle extra virgin olive oil. Here, learn how to recognize the different flavors and develop your taste buds together with a wine passionate producer. Next, drive to your second stop, a local winery located in a stunning area well-known for the production of the D.O.C.G. Vernaccia white wine and facing the famous towers of San Gimignano. Let the winemakers guide you through the vineyards and the cellars and they will share the secrets of the wine and oil production as well as the best wine and food combinations. At this winery, take the opportunity to buy their local products and wine at a convenient cost to bring back home or to ship to friends and family. In the afternoon, enjoy visiting and spending time wandering through the narrow streets of San Gimignano at your own pace. Shop 'til you drop and enjoy gelato from the world-champion ice-cream making gelateria. Your departure from San Gimignano is at 3:45 PM with an estimated travel time of 1 hour and 10 minutes. You'll arrive back in Florence at about 5 PM.

Montepulciano: Winery Tour and Tasting with Appetizers

9. Montepulciano: Winery Tour and Tasting with Appetizers

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.

Bolgheri: Winery Tour with Wine Tasting

10. 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. Start with a brief introduction to the history of Bolgheri and the Fuselli family themselves. Begin the tour with a stroll around the luscious vineyards and soak up the rich history and colors of the Bolgheri region. 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).

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What people are saying about Tuscany

Overall rating

4.6 / 5

based on 7,197 reviews

As a group of family and friends, we really appreciated the transfer included in the price. The winery is a medium size with amazing wine and olive oil production. Our guide (Francesca) made the tour very interesting and created perfect atmosphere for such an occasion.

We had a great time! The 3 wineries visited were all beautiful and included a tour with backstory on those who work there. The lunch was extremely generous. Definitely get your moneys worth on this tour.

Great value money-experience. Our guide Andrea was really amazing and made the tour interesting. I would definitely recommend it.

Our guide Sonia was wonderful! If we were to do anther excursion like this, we’d do only 2 towns, 3 seemed too rushed.

A must take experience to meet iconic wineries with the company of beautiful people.