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Florence Wine tasting & winery tours

Our most recommended Florence 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.

Florence: Chianti Wineries Tour with Food and Wine Tasting

2. 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.

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

3. 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

4. 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

5. 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.

From Florence: Small Group Wine Tasting Tour to Tuscany

6. 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.

Florence: San Gimignano & Volterra Day Trip with Food & Wine

7. Florence: San Gimignano & Volterra Day Trip with Food & Wine

See the Tuscan gems of San Gimignano and Volterra on a day trip from Florence. Admire the fascinating Tuscan landscape with its rolling hills on the way. Top off your trip with a stop at a scenic winery to enjoy the sunset. Meet your guide in Florence and hop on a comfortable minivan to reach San Gimignano. Get a brief introduction about the city's history and its countless towers. Savor a delicious wine tasting session with light snacks. Stop at a popular gelato shop, winner of the world gelato championship, and order some for yourself from this master ice cream maker. After a guided walking tour, enjoy some free time to shop around the boutiques of the city center. Visit a local winery for a mouth-watering lunch in a unique venue offering spectacular views. Then, proceed to Volterra to enjoy another guided walking tour. Visit local monuments and iconic attractions. Have the chance to see a Tuscan jewelry store and an Etruscan museum. On your way back to Florence, stop at another winery to enjoy the sunset over another wine tasting.

From Florence: Siena, San Gimignano and Chianti Wine Tasting

8. From Florence: Siena, San Gimignano and Chianti Wine Tasting

On this tour, enjoy a wonderful day in the Tuscan countryside, admiring the most gorgeous corners of Siena, San Gimignano, and the Chianti area, while discovering the unique flavor of local wines. Departing from Florence, the tour will start in Monteriggioni, known worldwide for its wine and charming countryside. Woods alternate with olive groves and vineyards in a landscape dotted with Romanesque churches, farmhouses, villas, and castles. You’ll continue to Siena, where a local expert guide will lead you through the city's steep medieval streets, where you can admire the splendid palaces until you reach the Cathedral, Palazzo Comunale, and Piazza del Campo, where the Palio race takes place every year. You will then have free time for lunch and shopping. Continue to San Gimignano, one of the most fascinating examples of medieval towns, declared a World Heritage Site by UNESCO. The guide will lead you into the heart of the village and you will have free time to discover the beautiful squares, buildings, churches, and alleyways, as well as to shop.  Finally, you will stop at a farmhouse in Chianti where you will taste some of the best Tuscan wines, together with a little snack.

Florence: Siena, San Gimignano & Chianti Day Trip with Lunch

9. Florence: Siena, San Gimignano & Chianti Day Trip with Lunch

Hop aboard your minibus at 7:45 AM and drive for around an hour through the Tuscan countryside. Enter the heart of Siena, and start the visit with your guide. Take off through the town's narrow streets and hear stories about Siena as you go. Skip the line to see the interior of the magnificent cathedral, and pass through the shell–shaped Piazza del Campo, where the Palio horse race is held twice a year. After your walking tour, enjoy some free time to enjoy Siena at your own leisure. Move on to San Gimignano, and admire the unique Tuscan landscape as you drive through marvelous scenery surrounded by olive trees, vines and old stone buildings on your way. Stop at a family owned wine estate to relax and enjoy a traditional Tuscan lunch for a taste of country hospitality. After lunch, take an easy drive to San Gimignano to finish your day. Famous for its splendid skyline of tall medieval towers, have free time to explore on your own. Discover the main street full of typical shops, have a look at the Collegiata (main church), or enjoy a gelato. Return to Florence in the late afternoon.

Siena, San Gimignano and Chianti with Wine Tasting and Lunch

10. Siena, San Gimignano and Chianti with Wine Tasting and Lunch

Embark on a scenic tour from Florencia to the charming Tuscan towns of San Gimignano, Monteriggioni, and Siena. Stroll around the historic villages and enjoy a delicious Chianti Hills wine and balsamic vinegar tasting. Upgrade your experience with tickets to Siena Cathedral. Your memorable journey starts with the charming San Gimignano, world-famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here the tour leader will lead you to the historical center, where you will have around 2 hours of free time for a fascinating discovery. A short distance from San Gimignano you will visit the charming historical hamlet of Monteriggioni (*), a wonderful small medieval village enclosed by its famous walls, which remained standing until now: free time for inside visit. From Monteriggioni, crossing the gently Chianti rolling hills, a short ride will take you to a cozy Winery, where you can relax and enjoy the fantastic world of Chianti with its wine and typical products: tasting of three fine wines and balsamic vinegar followed by a Chianti style lunch: 3 course with “zero food miles” products which ends with "cantucci e vin santo". Later on, getting to Siena, you will meet your professional local guide who will lead you on a comprehensive guided tour of the historic center, starting from the famous Basilica of San Domenico, a jewel of Renaissance art built in the 13th century and dedicated to St. Catherine of Siena, of which preserves a relic. Then strolling along the narrow medieval streets of the city, flanked by splendid palaces and historic shops, passing through Piazza del Campo, of which the Palazzo Pubblico (Town Hall) is the focal point, you will get to the spectacular Cathedral of the 12th century (inside visit if option selected), of which you can admire the magnificent architecture and the splendor of the polychrome marbles. You will also have some free time to end your perfect day enjoying the unique atmosphere of this wonderful city, before the return to Florence in the evening.  Please note that the order of the visits may change (*) From November to March, the itinerary does not include the stop at Monteriggioni and the return to Florence is approx 30 minutes earlier   

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Frequently asked questions about Florence

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What are the best day trips and excursions from Florence?

The best day trips and excursions from Florence are:

Pisa

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What people are saying about Florence

Overall rating

4.6 / 5

based on 6,232 reviews

Lucieno was a fantastic tour guide who was very informative about all the locations. He was very diligent, always making sure everyone was in the group before leaving. Unfortunately, through no fault of Lucieno’s, there were several people in the group who consistently arrived late to the meeting points which cut into our time in the other locations. But I still had a great time and was very glad I booked this tour

The tour in general is great, with quality lunch, but modest for being of little quantity and variety. The delays were caused by some of the participants, not by the My Tour in Italy staff, who did a great job, especially the guide Ana. Such delays meant that we arrived in San Gimignano almost at night. Finally, the bus used is very good and new. I recommend the tour!

I chose again a tour with this florentine tour operator sightseeing experience because I really enjoyed their trip to Chianti. I recommend it to all the girls who are traveling in Italy and want to have the security of an organized tour without surprises. We visited Pisa, Siena, a very old village with many towers and we also had lunch in the middle of Chianti.

This activity was perfect for my solo travel itinerary. All very organized during the trip and during the visit to the cellars, I could not have organized all this by myself, plus I was able to meet the authentic wine producers

Amazing trip with Giya and Luca - fabulous vineyards visited and the travelling isn’t too long. Met some very friendly people on The trip too. 10/10 highly recommend