Tastings · WINE TASTING TOURS IN FLORENCE

The 15 Best Wine Tasting Tours in Florence

26 tours  ·  from $33 a head

The 15 best wine tasting tours in Florence to book here, with what each pours, what it costs and how much of the day it takes. Number one is at the top for a reason; start there.

Florence: Chianti Wineries Tour with Wine Tasting - Meeting the coach near Santa Maria Novella
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Florence: Chianti Wineries Tour with Wine Tasting

1.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 10,071 reviews · 5 - 5.5 hours · from $41Our pick

Travel by comfortable coach from Florence to two Chianti wineries for guided tastings, vineyard walks, and samples of cheese, salami, bread, olive oil, and balsamic vinegar. Guides such as Anna, Alex, Martina, and John have been praised for bringing Tuscany’s wine, villages, and farming traditions to life. Expect about 5 to 5.5 hours, with no hotel pickup or lunch.

“The tour was great. We had first a visit to a traditional small vineyard from a Italian family, great wine and food, and the Nona was super nice with us. We saw the grapes plantations, drank wine and they were good and had snacks. Second one was way bigger, so more comercial, but it was super cool to see the difference between them, specially cause the second one was more than 100years old. The guide knew a lot about the region, and she even gave us recommendations about Florence. Everything went well”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - The second estate: more wine and a Tuscan table
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Small-Group Wine Tasting Experience in the Tuscan Countryside

2.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107Top rated

From Santa Maria Novella, ride into Chianti with an English-speaking guide such as Leo, Jonathan, or Matteo. Visit two wineries, taste six or more regional wines, sample olive oil and Tuscan specialties, and compare estates, cellars, and winemaking styles. The roughly 4-hour-45-minute trip gives you countryside time without consuming a full day.

“We had the best time with Leo, the 2 wineries we stopped at were unbelievable. Bonus, you get to meet so many amazing people on the journey!”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Wine tasting, explained without the lecture
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

3.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Ride from central Florence in an air-conditioned 4x4 with an English-speaking sommelier. Choose a 7-hour Chianti outing, a sunset dinner, or longer routes to Brunello and Montepulciano. Expect family wineries, cellar visits, olive oil, salumi, cheese, pasta, and generous countryside views.

“Guide was informative and fun. The wines were good as was the food served. The grounds and estate were lovely. Met lovely people from across the world and had great conversations. Only adults on this tour but they were of all ages. Highly recommend”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and the town of towers
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

4.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

Spend 11 hours touring Tuscany by coach, with free time in San Gimignano and Monteriggioni, a Chianti winery lunch and tasting, and guided Siena options. Guides such as Sandro, Marta, Ricardo, and Ilaria have earned praise for clear, friendly leadership. Choose the cathedral upgrade if Siena art matters to you.

“Beautiful towns, gorgeous food and lovely hosts! The tour started on time and it was well organised. The bus was very comfortable with free wifi and plugs for you to charge your phones. Our hosts were very accommodating and attentive to our needs. Many thanks to AARON and LILY for being our guide and to PLACIDO for driving us to our destinations safely.”

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From Florence: Small Group Wine Tasting Tour to Tuscany - The first winery: wine, olive oil, and cellar traditions
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From Florence: Small Group Wine Tasting Tour to Tuscany

5.Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Leave Florence by air-conditioned minibus for two Chianti Classico wineries. You will taste six wines, olive oils, cheese, salami, cold cuts, and bruschetta while local hosts explain cellar methods and Tuscan traditions. Guides such as Jason, Jonathan, Leo, and Raffaele are known for lively commentary, music, and practical Florence tips.

“This was a great relaxing evening. This is a nice tour for when you need a break from the museums and running to different spots. Although more insight into the wine making process would have been great, we knew what we signed up for. The wine was delicious, but we took away a new appreciation of really good aged local balsamic. It was terrific with the Pecorino cheeses and paired nicely with the classicos. Highly recommend!”

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - A Chianti winery lunch with local wine
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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch

6.S. Gimignano, Siena, Chianti Wine Tasting & Lunch

★★★★★★★★★★4.6 · 3,102 reviews · 11 hours · from $82

From Florence, ride through the Tuscan countryside to San Gimignano, a Chianti winery, Siena, and seasonal Monteriggioni. You get free time, local guides, three wines, Vin Santo, and a three-course lunch. Guides such as Marta, Ricardo, Sandro, and Alessandra are praised for clear directions and good humor, though Siena time can feel short.

“The trip was great! A very easy day out without feeling rushed or feeling like travel time was long. Coach was comfortable and ride was smooth. Guide Hilary was professional, yet enthusiastic. Lunch and wine at vineyard was excellent. before the trip i was a little fearful due to long duration. but i thoroughly enjoyed myself and wished did not end :)”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - Piazzale Montelungo and the 40-minute ride south
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

7.Half day Chianti Vineyard Escape from Florence with Wine Tastings

★★★★★★★★★★4.5 · 2,196 reviews · 5 hours (approx.) · from $53

Ride from Florence to two Chianti estates with an English-speaking guide, taste up to six to eight wines with olive oil, cheese, and balsamic vinegar, and tour vineyards and cellars. Guides such as Alex, Lorenza, and Cecilia have earned praise for clear, friendly explanations, though the group may reach 43 people.

“The wine tour was very fun and informative! A nice bus ride through Tuscany and an experience of two different wineries. Both places were very accommodating and the wine & additional tasty treats were very good. We had a nice sunny cool day in December and the scenery was beautiful!”

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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - The one-mile hill you need to plan for
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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

8.Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

★★★★★★★★★★5.0 · 1,300 reviews · 6 hours (approx.) · from $145

Leave Florence by van for a roughly 12-mile ride through Chianti’s vineyards, olive groves, villas, and country roads. Guides including Ben, Filippo, Angus, and Alessio lead the route, with photo stops, a castle wine tour, olive oil tasting, and Tuscan lunch. Regular bikes are included. E-bikes cost extra and require advance notice.

“After check in at the meeting point, we started with a short van ride to the castle where we were outfitted with well maintained bikes, helmets and water bottles. Ben was a great guide and Lorenzo was great support. We had a good mix of skill levels and all did well. The winery tour at the castle along with the food and wine were very nice at the end. pro tips: - take the bio break before you leave the meeting place as the next one available is after the ride - if you're not a regular cyclist and want to complete the entire ride, consider the e-bike option to…”

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From Florence: Val D'Orcia Tour with Wine Tasting - Montalcino and the first taste of Brunello
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From Florence: Val D’Orcia Tour with Wine Tasting

9.Val D’Orcia Tour with Wine Tasting

★★★★★★★★★★4.6 · 1,106 reviews · 11.5 hours · from $108

Spend 11.5 hours in Tuscany with a guide such as Alex, Julia, or Constantino, visiting Montalcino, Pienza, and Montepulciano. Ride a comfortable coach, tour two wineries, taste Brunello and Vino Nobile, sample Pienza’s Pecorino, and enjoy free time for lunch, photos, and wandering. Expect hills, stairs, and a full day.

“We loved the whole day trip to the wineries and the Tuscan towns of Montelcino, Pienza and Montepulciano. Pienza was definitely a high light town for us. We hoped there were more wineries to visit but the ones we did see were lovely!”

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From Florence: Chianti Hills Half-Day Tour with Wine Tasting - Walking among the vines
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From Florence: Chianti Hills Half-Day Tour with Wine Tasting

10.Chianti Hills Half-Day Tour with Wine Tasting

★★★★★★★★★★4.5 · 703 reviews · 5 hours · from $48

Travel by air-conditioned Gran Turismo bus from Santa Maria Novella station to Chianti for vineyard walks, a vinegar cellar visit, seven wine tastings, olive oils, and Tuscan snacks. Guides such as Chiara, Emma, and Jordano have led lively, informative departures. Allow five hours and arrive 20 minutes early.

“Anna & Francesca were great as guide and driver. Very good tour fun & informative. Many thanks.”

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Florence: Countryside Tour with Wine Tasting & Pasta Class - Getting from Florence to the Fucecchio farm
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Florence: Countryside Tour with Wine Tasting & Pasta Class

11.Countryside Tour with Wine Tasting & Pasta Class

★★★★★★★★★★4.9 · 546 reviews · 7 hours · from $71

From Florence, a licensed driver takes you to a farm near Fucecchio for a vineyard and botanical garden walk, cellar tasting, and fresh pasta class. Guides such as Christina, Naomi, and Romina bring warmth and humor, while the chefs teach ravioli and fettuccine making. Lunch or dinner, wine, appetizers, limoncello, and cake are included.

“This was soooo fun! It was so cool to see a farm in the Italian countryside and not only see the vineyards and olive trees but also their animals. The snacks with the wine tasting were yummy and then the pasta making class was so fun. Also the kitchen where we made the pasta had the best view. We enjoyed the guide and the chef as well. They were so kind!”

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Florence: Val d’Orcia Wine Tasting & Lunch Small Group Tour - Montepulciano, stone streets and underground wine cellars
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Florence: Val d’Orcia Wine Tasting & Lunch Small Group Tour

12.Val d’Orcia Wine Tasting & Lunch Small Group Tour

★★★★★★★★★★4.3 · 352 reviews · 12.5 hours · from $111

Spend a full day in Tuscany with an English, Spanish, or Italian-speaking guide, visiting Montepulciano, Pienza, and Montalcino. You’ll taste Rosso and Nobile di Montepulciano, sample olive oil and local snacks, enjoy a cured-meat and pasta lunch, and have free time in the hill towns. Guides such as Marco, Luca, and Gabriel have led this route.

“Really enjoyed the day. The coach was air conditioned (thank goodness) and Vincent was an EXCELLENT tour guide speaking 4 different languages throughout the day.”

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SMALL GROUP Tuscany Wine Tasting Safaris with Lunch / Dinner - Winery One: Villas, Cellars, and Chianti Classico
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SMALL GROUP Tuscany Wine Tasting Safaris with Lunch / Dinner

13.SMALL GROUP Tuscany Wine Tasting Safaris with Lunch / Dinner

★★★★★★★★★★4.9 · 321 reviews · 6 - 9 hours · from $153

Leave Florence with an English-speaking guide such as Sara, Ginevra, or Antonio for a 6 to 9 hour Chianti wine safari. Travel by air-conditioned 4WD, visit one or two wineries, taste wine, olive oil, cheese, and cured meats, then sit down to handmade pasta and a traditional Tuscan lunch or dinner.

“Antonio and Fabio were excellent and super knowledgeable! We had the best time. I appreciated the attentiveness that they made with accommodating my nut/berry allergies to ensure that I was able to participate in all aspects of the tour. The scenery was absolutely out of a fairytale and if you’re even considering booking this tour 1000% do it. It was one of the highlights of our honeymoon.”

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Chianti Vineyards Escape from Florence with Two Wine Tastings - Second estate: a different view of Tuscan wine
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Chianti Vineyards Escape from Florence with Two Wine Tastings

14.Chianti Vineyards Escape from Florence with Two Wine Tastings

★★★★★★★★★★4.5 · 280 reviews · 5 hours (approx.) · from $53

Travel by Wi-Fi-equipped coach from Florence to two Chianti estates, with cellar visits, vineyard walks, and several wine tastings paired with cheese, salami, olive oil, and balsamic vinegar. Guides such as Margherita, Anna, Emma, and Alex have drawn praise for their warmth. Expect a large group, a brisk schedule, and time to shop.

“The tour was perfect. The driving time was manageable, the views were beautiful, and the food was good.”

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From Florence: Chianti Wine Tastings at Sunset Day Trip - Greve in Chianti and the first taste of Tuscany
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From Florence: Chianti Wine Tastings at Sunset Day Trip

15.Chianti Wine Tastings at Sunset Day Trip

★★★★★★★★★★4.7 · 274 reviews · 5 - 7 hours · from $151

Travel from Florence in an air-conditioned car or 7 to 8-seat minivan to two family-run Chianti estates. Tour the cellars, taste six wines with cheese, jam, and bruschetta, and stop in Greve, Montefioralle, and near Passignano Abbey. Add a countryside dinner for a longer sunset outing. Drivers include Luigi, Simone, Alaa, and Giacomo.

“We enjoyed the wineries, tastings (esp. with Mauricio) and the sunset dinner. Giacomo, our driver, was fantastic. He was so personable and took us to a beautiful outlook spot above Florence on our way there and back. If you’re looking for a quick trip out of Florence to experience the Tuscan wineries and scenery, this is a good one!!”

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Just poured: Wine Tasting Tours in Florence

★ 4.4Florence/Badesse: Tuscany Group Vespa Tour with Wine TastingFrom $12356 reviews
★ 5.0Sunset Wine Tasting Tour in Vintage CarFrom $15768 reviews
★ 4.4Wine-tasting Experience in Front of Ponte VecchioFrom $3359 reviews
★ 4.9Mozzarella Making Workshop with Wine TastingFrom $7454 reviews
★ 4.7Wine Windows Walk with Wine Tasting and AppetizersFrom $11656 reviews

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