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Tuscany Neighborhood tours

Our most recommended Tuscany Neighborhood tours

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

1. 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 Day Trip with Lunch at Chianti winery

2. From Florence: Tuscany Day Trip with Lunch at Chianti winery

Begin your journey of Tuscany at Florence’s central train station, where you will be greeted by your guide who will take care of you throughout the day.  Head straight to Siena, Italy’s most picturesque medieval city, whereupon arrival your guide will take you on a walking tour. Look up to admire the lovely terracotta roofs adorning the buildings and marvel at the magnificent Gothic and Romanesque architecture of the main cathedral.   Next, head to the hilltop town of San Gimignano, a UNESCO world heritage site, famous for the tower houses built in the Middle Ages. Enjoy free time here to see its splendid squares, palaces, churches, and magnificent towers. The last stop on your Tuscan excursion is a visit to Pisa and its iconic leaning tower. Take a stroll through the Piazza dei Miracoli and see other marvelous monuments, before driving back to Florence. Best of all, choose from either a small-group or private guided experience to make your trip special. Choose the lunch option to enjoy a homemade lunch paired with an informal wine tasting at a traditional wine estate in the Chianti wine region. Savor 4 regional wines at lunch and learn about their unique production techniques. Feast on an organic, farmhouse meal while you overlook the rolling vineyards under the Tuscan sun.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

3. Montepulciano: Wine Tasting & Lunch in a Typical Winery

Enjoy an exclusive 1.5-hour wine tasting experience and typical Tuscan lunch in an elegant, ancient wine cellar in Montepulciano. Together with an expert sommelier, discover the cellar vaults and tunnels dating back to the 14th century Discoer the various steps in wine production. Then, take part in an exclusive wine tasting experience combined with a variety of delicious snacks. Sample four local wines including the world-renowned Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, as well as some local Tuscan products. Afterward, enjoy a full typical Tuscan lunch comprised of cold cuts, cheeses, and a seasonal pasta dish.

From Florence: Small Group Wine Tasting Tour to Tuscany

4. 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.

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

5. 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.

Montecatini Terme: Wine Farm Experience with Meal

6. Montecatini Terme: Wine Farm Experience with Meal

Once arrived in a farm you will have a wine tasting with explanation of the wine making process, then you taste typical products and you will have a light lunch or light dinner. An unforgettable taste and smell experience with an incredible wine tasting in an authentic Tuscan location. A farm rooted in the territory since 1963, wich with hard work and passion, has become an international reality.

Tuscany: Truffle Hunting and Meal at a Winery

7. Tuscany: Truffle Hunting and Meal at a Winery

After being picked up from the meeting point in Florence, travel into the Tuscan countryside where you will get to experience truffle hunting. Upon arrival at the historic property, you will be welcomed by your host and meet your truffle hunting guide. You guide will explain to you how to hunt for truffles then introduce you to the dogs who will be key fixtures in your truffle hunt.  Then begin your truffle hunt in the oak forest with your guide and master truffle dogs. As you walk through the forest you can see the dogs in action as they sniff out the location of the truffles in the woods which you will collect. These truffles will be the main ingredient of your meal at the winery. When you return from the hunt enjoy a cooking class where you will learn to prepare Tuscan dishes using the truffles gathered on the hunt. Once your meal has been prepared enjoy the fruits of your labor as you sit down to eat the Tuscan dishes paired with local wines.   

Florence: 5.5-Hour Italian Food Market & Cooking Experience

8. Florence: 5.5-Hour Italian Food Market & Cooking Experience

Enjoy this lovely and relaxed day with local famous chefs, and learn the art of the 2 things Italians do best — cooking and shopping. The day begins with a trip to the local market to gather the ingredients for the Tuscan feast you will learn to prepare. With your chefs as your guides you will meet the butchers, the bakers, and the farmers selling vegetables from their gardens. Under their expert guidance you will taste the local food and wines, and learn how to distinguish the highest quality ingredients. After this very enjoyable experience you will make you way to the charming home-style professional kitchen where you will learn to create an amazing Tuscan meal. You will learn how to prepare fresh Tuscan-style bruschetta, fresh home-made pasta, and a seasonal main course, all accompanied with a selection of Chianti wines. Be sure to pay attention to your guides as after you have finished cooking you can enjoy eating the meal you have just created.

Chianti Wine & Food Safari

9. Chianti Wine & Food Safari

With your expert guide, enjoy a comprehensive introduction to the region and its wines while touring two of the region's best wine estates. Sample the winery’s signature wines and receive tips about the art of wine tasting and pairing wine with food. First, stop at a beautiful winery belonging to one of the most prestigious Italian aristocratic families. Here, taste three wines paired with cheese and two olive oils.  Enjoy a fascinating guided tour of the historic wine cellars and to the olive mill through underground tunnels that pass under the villa.  Buckle up and get ready for some off-roading through ancient woodland and rolling hills, outlined with cypress trees and dotted with rustic farms and churches, to make your way to a typical Tuscan restaurant with stunning views.  To visit the final wine estate, go deeper into the Chianti hills and enjoy more incredible countryside on your way to a Chianti Classico vineyard.  As a contrast to the established winery of the morning, enjoy these smaller, award-winning wines that will taste of a combination of ancient tradition and innovation.  The unique beauty of this area will add to the unforgettable memories you will have created so far.

From Florence: Cooking Class & Lunch at Tuscan Farmhouse

10. From Florence: Cooking Class & Lunch at Tuscan Farmhouse

First discover Florence's historical food market where the locals do their daily shopping. Blend in with the locals, and meet the bakers, the butchers, and the farmers selling vegetables from their fields. Their stalls are full of items such as fresh fruit, vegetables, cheeses, cured meats, balsamic vinegar, sun dried tomatoes, olives and many other Italian food specialties. Shop for the ingredients to use for the cooking class and learn to choose the best seasonal products. Then it's time to start your cooking lesson at a farmhouse in Tuscany. This isn't just a demonstration, you will actually take part in creating a full traditional Tuscan meal with the chef's help. You will learn to make real Italian fresh pasta by hand with freshly laid eggs and learn to make a traditional meat sauce using ingredients from right outside the door! Learn to prepare a classic bruschetta with fresh bread, homegrown tomatoes and the farmhouse's own extra virgin olive oil and then take a break to enjoy it with a glass of Chianti wine. After the break it's back to the lesson where you will learn how to prepare traditional Tuscan roast pork, aristan and Tuscan roast potatoes using fresh herbs collected from around the farmhouse. To finish the class, you will learn the secrets of the wonderful Italian coffee and cream dessert, Tiramisù. At last sit down to enjoy a wonderful meal. Each course will be paired with a carefully selected wine from the region to compliment the flavors of the food you have prepared. At the end of your meal, your driver will be waiting for you for a short drive back to Florence, so it's time to say "arrivederci" after an unforgettable experience in Tuscany.

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What people are saying about Tuscany

Overall rating

4.4 / 5

based on 605 reviews

Wonderful trip! One of the highlights on our trip to Italy! So much information and history. We loved it! Things to note it is a LOT of walking. We walked the 10 minute walk from our hotel to the train station so that added on but we clocked over 20K steps that day. I would say we are fairly average size Americans, my husband is 5'9, I'm 5'6 the bus was a bit of a tight squeeze with no bathroom. If we had been taller or plus sized it would have been very uncomfortable.

A wonderful experience with a wonderful guide and bus driver! Barbara was very warm, friendly, and helpful and took extra measures to ensure everyone was having a nice time. She is a delightful guide and very knowledgeable! Fiorenzo is a very safe driver and got us everywhere on time with no problems. Definitely recommend!

The vans were very comfortable. Our driver was a sweetheart. Plenty of time in each area. We left a couple of areas a little early by our choice because the weather was windy and cold. Our driver came each time we called.

Our tour guide was so amazing. This was well worth every penny. I wish we could hire her to take us around for our whole vacation!! Wonderful spots , delicious food and great company.

Very knowledgeable guide, Alessandra. Spent a lot of time with us. Great personality