Category Chianti Wine Tours

Florence · CHIANTI WINE TOURS

The 15 Best Chianti Wine Tours from Florence

51 reviewed

A morning in the Chianti hills is the day trip people come home talking about. Ranked below are the best Chianti wine tours from Florence — how many cellars each visits, whether lunch is included, group size and price — so you can find the one that pours generously and still gets you back for dinner.

Florence: Chianti Wineries Tour with Wine Tasting

Florence: Chianti Wineries Tour with Wine Tasting - Getting from Florence into the Chianti Hills in one comfortable ride

1.Chianti Wineries Tour with Wine Tasting

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

Half-day Chianti Hills tour from Florence with two winery visits, guided tastings, Tuscan bites, and big countryside views.

“Fantastic tour.of two diverse wineries. The first was a traditional authentic experience, while the second was more polished corporate style experience - both were excellent. Zora was a wonderful guide, directing us through the process. Highly recommend.”

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

Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Meeting at Santa Maria Novella and the importance of being on time

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

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Monteriggioni Fortress Village: A Quick Medieval Time Capsule (Seasonal Swap in Winter)

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

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

Florence day trip to San Gimignano, Monteriggioni, and Siena plus Chianti wine tasting and lunch, with guided highlights throughout.

“Just a delightful tour. The right amount of time to wander the streets and do a couple of activities in each location. The wine was quite nice and the food was good. Our guide hit all the important details with professionalism. The perfect small town Tuscan tour outside Florence.”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Getting on the bus: Piazzale Montelungo is the anchor

Chianti Wine Tour from Florence

Chianti Wine Tour from Florence - The Coach Ride From Piazzale Montelungo: Views, Timing, and Heat

5.Chianti Wine Tour from Florence

★★★★★★★★★★4.5 · 3,979 reviews · 5 hours (approx.) · from $59

Chianti Wine Tour from Florence: two organic wineries, scenic Via Chiantigiana drive, guided tastings with local foods. English or Spanish.

“We had an absolutely wonderful time on this wine tasting tour! From start to finish, everything was perfectly organized. Our guide Aaron was knowledgeable, friendly, and made the experience both fun and educational. We visited two beautiful vineyards, each with its own charm and character, and the wines were exceptional. We even ordered wines to have shipped home from one of the Vineyards.”

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch

Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - Meeting at Piazzale Montelungo Without Losing Time

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

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

Florence day trip to San Gimignano, Siena and Chianti, with vineyard cellar tour, 3-wine tasting, and a 3-course lunch.

“This trip was really when organized. The guides, Aaron and Riccardo were very nice and helpful. They liked to joke around and made the ride lots of fun. The winery that we went to for lunch and wine tasting was excellent. The food was great along with the host making us feel comfortable and relaxed. The wine was great too!! Thanks guys and the driver Silvio, who did an excellent job on all the elbow and narrow roads to the beautiful Tuscany countryside.”

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From Florence: Chianti Half-Day Wine Tour with Tasting

From Florence: Chianti Half-Day Wine Tour with Tasting - Getting from Florence to Villa Costanza (and why it’s simpler than it looks)

Siena, San Gimignano and Chianti Wines Day Tour from Florence

Siena, San Gimignano and Chianti Wines Day Tour from Florence - Monteriggioni’s fortress stop: 45 minutes on a medieval hill

8.Siena, San Gimignano and Chianti Wines Day Tour from Florence

★★★★★★★★★★4.5 · 2,542 reviews · 10 hours 30 minutes (approx.) · from $78

A full Tuscany day from Florence: guided Siena highlights, free time in Monteriggioni and San Gimignano, plus a three-wine Chianti tasting.

“group size very large almost 80 people tour operator had to deal with sharing information in 3 different languages could not set volume on headset for walking g tour lots of time on bus which could be an opportunity to share history, geography instead very little onfo from Constantine the tour leader”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Pisa: The Field of Miracles in 15 Minutes (Plan Like a Photographer)

Half day Chianti Vineyard Escape from Florence with Wine Tastings

Half day Chianti Vineyard Escape from Florence with Wine Tastings - The Chianti Road Drive: Views Plus a Bit of Story

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

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

Half-day Chianti escape from Florence with two winery visits, multiple tastings, cellar walks, and scenic drives through Tuscany.

“Everything about this excursion was great! Fantastic communication leading up to it. Both wineries were awesome in their own way. The first was more of a small family business while the second seemed a little "classier." Great views at both. Comfy ride. If you're looking for an escape from the city, I highly recommend!”

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Chianti Vespa Tour with Lunch from Florence & E-car Option

Chianti Vespa Tour with Lunch from Florence & E-car Option - Getting Comfortable Before You Hit the Road

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Photo Stops and Picture-Perfect Views Without the Chaos

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

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

Bike Chianti hills from Florence with wine and olive oil tasting at a medieval castle, plus lunch and van support.

“We had such a fun time on our bike tour. We rented the e-bikes and it was so worth it! Angus was an incredible guide and had so much amazing knowledge to share with us. We were the only ones who rented bikes so we kind of got our own personal tour of the vinyards. Angus knew all of the best spots to stop and take breaks for photos. When we met up with the rest of the team, they were all so funny and kept everyone laughing at lunch. The food and wine were soo good, we’re still dreaming about the little potato meal! We really loved the van…”

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Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence - Stop 1 at Tenuta Riseccoli: organic, family-run, and built on the hills

13.Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

★★★★★★★★★★5.0 · 1,269 reviews · 8 hours (approx.) · from $180

Small-group Chianti wine tour from Florence with three tastings, Tuscan lunch, and a Greve village stroll in about 8 hours.

“Well, first and foremost, your guide Leonardo was fabulous and very entertaining in such a gentleman with a wealth of knowledge. Not once during the day do you feel rushed as we normally get to enjoy these delicious wines, but learn about not only the wines but the region around them as well. They executed the tour perfectly and professionally.”

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From Florence: Chianti Tour with Two Wine and Food Tastings

From Florence: Chianti Tour with Two Wine and Food Tastings - First Winery in Chianti Classico: Organic Vines, Cellars, and Snack Pairings

14.From Florence: Chianti Tour with Two Wine and Food Tastings

★★★★★★★★★★4.5 · 1,205 reviews · 5 hours · from $58

Half-day Chianti tour from Florence with two organic wineries, guided tastings, vineyard walks, and an optional cooking class with lunch.

“Great! The bus tour guide was lovely and so funny. She gave tips for our stay in Florence in general as well as the tour. The hosts of both wineries were also very engaging and knowledgeable and the wines were fantastic. The charcuterie bits were also delicious.”

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From Florence: Private Chianti Hills Tour with Tasting

From Florence: Private Chianti Hills Tour with Tasting - The Second Winery Stop: The Grape-to-Bottle Story Plus Another 3-Wine Flight

15.From Florence: Private Chianti Hills Tour with Tasting

★★★★★★★★★★4.3 · 809 reviews · 6 hours · from $1,166

Private Chianti hills tour from Florence with Radda village wine tasting, winery tour, and two 3-wine tastings paired with local foods.

“lovely trip! my only disappointment is that we didn't see the process of wine production, but guide was great, transport, and the information learned made everything worth it!”

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