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Chianti Hills

Tours

Popular Tours in Chianti Hills

Our most recommended Chianti Hills Tours

Florence: Chianti Wineries Tour with Food and Wine Tasting

1. 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.

From Florence: Tuscany Day Trip with Optional Lunch and Wine

2. From Florence: Tuscany Day Trip with Optional Lunch and Wine

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.

From Florence: Small Group Wine Tasting Tour to Tuscany

3. 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.

From Florence: Tuscany Wine & Food Tour with Guide

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

Journey through the wine-producing region of Tuscany on a day trip from Florence. Admire the countryside and hear all about it from your driver. Visit 3 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 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.

From Siena: Dinner in the Chianti Vineyards

5. From Siena: Dinner in the Chianti Vineyards

Discover the history, landscapes, wines, and culinary traditions of Chianti on this day trip from Siena. Travel in a comfortable and climate-controlled vehicle to a quaint farm in the hills. Engage your senses as you try a range of wines and savor a gourmet dinner.  Enjoy the convenience of being picked up from a centrally-located meeting point in Siena. Admire the Tuscan countryside as you travel to a farm tucked away in between rows of vineyards where grapes ripen in the Italian sun.  Pick up a wine glass to carry with you on your visit to the farm's winery. Sample a variety of delicious wines as you walk along a charming wine route. Visit the estate’s historic chapel before finally heading to your candle-lit dinner under the stars.  Listen to harmonious background music and lookout at the vineyards as you indulge in a farm-fresh gastronomic experience made from traditional recipes. Taste pappa al pomodoro or ribollita ( both are variations of Tuscan bread soup) and barbecued meat served with seasonal vegetables.  Let yourself get carried away by the warmth and fragrances of the barbecue and the perfumes of the grapevines, which enhance the dining experience. After dinner be escorted back to Siena where the tour will finish.

From Siena: Chianti and Castles Tour with Wine Tastings

6. From Siena: Chianti and Castles Tour with Wine Tastings

Immerse yourself in picturesque Tuscan scenery on a sightseeing day trip from Siena to the region of Chianti. Explore the gardens of the Brolio Castle and visit the Castellina in Chianti before partaking in a wine tasting experience at a wine estate.   Board a spacious and climate controlled van in a centrally-located meeting point in Siena. Admire the Italian countryside on the ride as you pass thorugh pristine landscapes that have been cradling the Chianti vineyards for centuries. Discover a harmony of colors that can only be found in the hills of this region. Delight your senses as you dive into the sounds, scents, and flavors of this land will capture your senses through this unique experience.  Visit ancient churches, medieval castles, and small villages where the rhythm of life remains unaltered over time. Continues to a charming wine estate. Hve the chance to see the area close to the famous Castle of Brolio and join a guided walk of the castle gardens.  Indulge in a wine tasting paired with typical Tuscan food. View the beautiful ruby-red color and the characteristic bouquet with scents of violet are the special to Chianti wine. Savor this blend of Sangiovese, Canaiolo, Merlot and Cabernet Sauvignon grapes. Later, move on to another winery in the middle of the Chianti Classico area, where you’ll have a second optional wine tasting alongside an extra virgin olive oil tasting. The tour will end with a return to Siena.

From Florence: Tuscany Wine Tasting Full-Day Trip

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

Join this fun day trip to the Chianti countryside by van. 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 to taste 4 different types of wines, a 30-year-old balsamic vinegar, and truffle extra virgin olive oil. Learn how to recognize the different flavors and develop your taste buds together with a wine producer. Move onto a local winery facing the famous towers of San Gimignano. Let the winemakers guide you through the vineyards and the cellars and share the secrets of wine and oil production. 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.

Tuscany by Vespa Full-Day Tour to Chianti Wine Region

8. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

Take a ride on the iconic Vespa, through the lush countryside of Tuscany. We will pick you up with one of our comfortable, air-conditioned mini-vans and we'll take you to the countryside, away from the busy city. In just 15 minutes you'll be at the doors of Chianti countryside. Then you will receive an orientation on how to use the Vespa safely, before we head out for our engaging and enjoyable ride. Driving at a relaxed pace along quiet and scenic country roads, you will be offered beautiful views of the rolling hillsides. We will visit different medieval villages in the heart of Tuscany and enjoy the most incredible landscapes. Next, we will stop at a 17th-century villa for a typical Tuscan meal and a guided tour of the vineyards and cellars, with wine tasting and olive oil tasting.

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. Next, stop in Greve, a picturesque town in Chianti, where you can enjoy a little free time to wind down. Get a coffee, shop or just soak in the unique Italian culture of this idyllic place.

From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

10. From San Gimignano: Chianti Half-Day Vespa Tour with Lunch

Start your experience at 11:00 AM and explore the scenic hills of the Chianti region where some of the most famous Tuscan wines are produced. Ride through the beautiful fields of vines, cypresses, and Tuscan rural houses. Enjoy plenty of stops for beautiful photo opportunities throughout your experience.  Stop at a local winery where the kind owners will escort you around their property before serving an authentic Tuscan meal, followed by wine and olive oil tasting. Hop on your scooter once again and follow your guide through the final part of the scenic ride, arriving back at the meeting point at approximately 3:30 PM.

Frequently asked questions about Chianti Hills Tours

What are other things to do than Chianti Hills Tours that are worth visiting in Tuscany?

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Other Sightseeing Options in Chianti Hills

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What people are saying about Chianti Hills

Overall rating

4.9 / 5

based on 2,770 reviews

An absolutely amazing experience! Went on this wine tour with my mom and sister for my Mom’s 60th birthday! Our tour guide Raffael absolutely made the trip outstanding. He was lots of fun and very knowledgeable! He gave us information about Florence, Tuscany, and the wineries and wine. We went to three different beautiful wineries. Lunch at the second winery was perfect and delicious! The wines were so outstanding that we shipped wine back home to the United States! The stop in Greve was nice and we enjoyed checking out the main town of Chianti. Everyone was so friendly. Our bus ride and driver were great! The scenery at the last winery was absolutely gorgeous. We couldn’t have asked for a more perfect day. Highly highly recommend!!

Our tour guide Sara was lovely and very knowledgeable about the history of Tuscany. Bravo Sara thank you to our patient driver Gaspare. The tour was jam-packed but we got to visit Siena, San Gimignano and Pisa, ss well as a winery. It was hot and exhausting, but a fun day!! Wear comfortable shoes because you will be walking a lot!!

The whole experience was executed very well. You definitely get your money’s worth and our guide and driver were great too. I wish it were a bit longer so we wouldn’t feel rushed to finish the wine. But overall this is a great value for what you’re getting. Our guide also gave us some history and recommendations about Florence.

My husband and I had so much fun trying the various wines, cheeses, and meats of the Chianti region of Tuscany. The countryside was beautiful, and I learned a lot about Italian wines in general. Stefano was a great guide as well! Full of personality and knowledge of the region. Highly recommend!

Guides were very knowledgeable and helpful. Really enjoyed the free time with recommendations of places to go. The lunch at the vineyard was really good and I felt it was worth the money!