Where to drink · FLORENCE

Top 15 Florence Drinks Tours

30 tours  ·  from $41 a head

The 15 best florence drinks tours you can book today, with what each one pours, how long it runs and what it costs a head. Number one is top for a reason; start there.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena begins with banking, rival neighborhoods, and Piazza del Campo
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Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

1.Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

From Florence, visit Siena with a local guide, admire its marble cathedral, eat and taste wine at Fattoria Poggio Alloro, wander San Gimignano, and finish at Pisa’s Square of Miracles. The $114.88 tour lasts 11 to 12 hours and offers a Leaning Tower upgrade.

“Unreal. Go on this. All I have to say. With my boys and having the best time. The tour hasn’t even finished and I wanna come back!”

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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

2.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 10,071 reviews · 5 - 5.5 hours · from $41Best value

Ride from Florence to two contrasting Chianti wineries with an English-speaking guide such as Ana, Alex, or John. Tour vineyards and cellars, taste up to seven wines with cheese, salami, olive oil, and bread, then return by comfortable coach in about five hours.

“James Is our guide on the boat Thank you very much”

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Small-Group Wine Tasting Experience in the Tuscan Countryside - First winery: vineyard, cellar, and three wines
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Small-Group Wine Tasting Experience in the Tuscan Countryside

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

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

Leave Florence from Piazzale Montelungo for two Chianti Classico wineries. Your English-speaking guide, such as Leo, Jonathan, Matteo, or Leonardo, leads tastings of regional reds, olive oil, cheese, cured meats, and bruschetta. Expect a social half-day with fine views and time to shop.

“Leonardo was a wonderful guide, so knowledgeable and so kind, the wineries were exquisite! Would highly recommend this tour!”

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Val d’Orcia: Brunello, Pienza, and Montepulciano
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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

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

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

Leave Florence with an English-speaking wine expert and explore Tuscany by air-conditioned 4x4. Choose Chianti or Val d’Orcia, taste wine, olive oil, cheese, and salumi, visit family-run estates, and enjoy a full Tuscan lunch or dinner.

“Good tour with a nice tasting of wines at the fist winery and a nice lunch with wine at the restaurant.”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Cheese, dairy, and the neighborhood specialist
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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

5.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149

Spend 3.5 hours walking Florence’s Oltrarno with an English-speaking guide such as Alice, Sara D., Antonella, or Martino. Taste Prosecco, four Tuscan wines, local cheeses, gnudi pasta, Tuscan soup, wild boar stew, a Negroni, and artisan gelato at family-run spots.

“Sarah D was amazing! She’s a local with lots of experience. So much fun with our group. Lots of local food dishes and wine. A must do for sure!”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - The coach ride from Florence to Siena
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

6.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Spend a full day in Tuscany with guided Siena, free time in San Gimignano and Pisa, and an optional Chianti winery lunch with four wines. Guides such as Sara, Alessandro, and Giancarlo bring the history to life, while comfortable coach travel handles the long distances.

“Our trip was excellent and my friends and I really enjoyed our day. The guide was brilliant with so much knowledge of the areas we visited and really made our trip special. We loved seeing the Tuscan countryside and towns we visited.”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano: towers, alleys, and free time
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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

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

Leave Florence at 8 a.m. for San Gimignano, Monteriggioni, a Chianti winery lunch, and Siena. You get free time in the medieval towns, three Tuscan wines plus vin santo, and optional Siena guiding and cathedral access. Guides such as Sandro, Marta, and Ilaria are often praised for clear, friendly help.

“Hilaria was our guide, she did a wonderful job, she gave us a lot of information without being overwhelming. The visit to the winery and lunch was delightful. I 100% recommend this tour .”

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Chianti Wine Tour from Florence - The road into Sienese Chianti Classico
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Chianti Wine Tour from Florence

8.Chianti Wine Tour from Florence

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

Ride from Florence into Chianti on an air-conditioned coach, visit two organic family wineries, taste six or seven Tuscan wines with local foods, and return in about five hours. Guides such as Aaron, Alessandra, Cristina, and Maria Luisa have led recent departures, though the guide can vary.

“Way to see the wine country! I’m driving through the terrorist landscape filled with cypress trees and villas was breathtaking! There are miles and miles and miles off vineyards. Our tour guide was versed in several languages, so everyone could understand her words. She was extremely knowledgeable! Thank you for the amazing time!”

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From Florence: Small Group Wine Tasting Tour to Tuscany - The ride into Chianti Classico
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From Florence: Small Group Wine Tasting Tour to Tuscany

9.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. An English-speaking guide such as Jason, Leo, Jonathan, or Raffaele explains the region, while each estate serves wine, olive oil, cheese, salami, and bruschetta. Expect a lively, social half-day rather than a quiet private tasting.

“This small group tour was excellent, having been a larger coach regional tour earlier in the week. We took the 2.30 pm option. It was brilliant to get 'up close and personal' in the two wineries and amongst the vineyards. The views were stunning, noticeably more than on our previous large coach experience. Driver Sergio and Guide Marco were both great in their roles and helped make the trip so enjoyable. We would thoroughly recommend this tour to others.”

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - San Gimignano and its famous towers
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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch

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

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

Travel from Florence by air-conditioned coach to San Gimignano, Monteriggioni, Siena, and a Chianti winery. Expect free time in the hill towns, a three-course Tuscan lunch, three wine tastings plus Vin Santo, and optional guided visits in Siena with guides such as Marta, Sandro, and Riccardo.

“We had the trip at 25/10. Our guide was Riccardo and our driver was Antonio. Riccardo gave us much information about the places we visited while also being very funny and friendly, making the trip even better. The free time in each place was enough to see the top attractions. The meal and the wine tasting were perfect. Aristos and Krystallia Riccardo's Greek Friends”

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From Florence: Chianti Half-Day Wine Tour with Tasting - The first tasting at Poggio ai Laghi
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From Florence: Chianti Half-Day Wine Tour with Tasting

11.Chianti Half-Day Wine Tour with Tasting

★★★★★★★★★★4.5 · 3,031 reviews · 6 hours · from $58

Leave Florence by tram and coach for two Chianti wineries, seven wine tastings, Tuscan oil, balsamic vinegar, salami, cheese, and bruschetta. Guides such as Luca, Marco, and Alicia keep the day moving, while Monteriggioni adds a compact medieval stop.

“Everything was amazing — the tour guide, the wine tastings, and the amenities. The wines, oils, cheeses, and bruschettas had excellent presentation and were an absolute delight to taste.”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - The countryside views depend on your departure time
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

12.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 three to four wines at each, sample olive oil and local foods, visit cellars, and enjoy vineyard views. Guides such as Alex, Lorenza, and Cecilia have been praised for friendly, clear explanations.

“We had a fantastic half-day Chianti vineyard tour with our guide, Alex, and our driver, Constantino. Alex was super engaging — he personally checked in with each of us to see if we had any questions or needed recommendations for Florence, which was so thoughtful and appreciated. Constantino was a fantastic driver and made the ride smooth and comfortable. We visited two vineyards, enjoyed delicious wines, and even got to taste freshly made olive oil — a special treat in November! The Tuscan landscape was breathtaking with its fall colors, and it was the perfect morning trip out of Florence.”

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From Florence: Tuscany Wine & Food Tour with Guide - First winery: learning how Chianti becomes wine
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From Florence: Tuscany Wine & Food Tour with Guide

13.Tuscany Wine & Food Tour with Guide

★★★★★★★★★★4.9 · 1,746 reviews · 8 hours · from $175

Spend eight hours in Chianti with an English-speaking guide and a small group of up to 25 people. Visit three contrasting wineries, taste red wines, olive oil, and balsamic vinegar, enjoy a Tuscan lunch, and stop in Greve. Guides such as Leo, Jason, and Jonathan are known for humor and local insight.

“I had a wonderful experience thanks to our guide. He was charming, elegant, polite, and truly professional. His extensive knowledge and warm, welcoming personality made the day very pleasant, and he was quite amusing as well. I also really appreciated the small and intimate group size, which added to the experience. However, I think the structure of the tour could be improved. The visits to the wineries felt repetitive—both in the explanations given and the food served. It would have been much better if the wineries coordinated to avoid repeating the same information, allowing me to learn something new at each stop. Similarly, the menu was identical at both places;…”

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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Getting fitted for a bike and hearing the safety plan
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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

14.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 guided two-hour ride through Chianti’s vineyards, olive groves, and country lanes. Guides such as Ben, Filippo, Angus, and Alessio lead the way, with regular photo stops, a support van, and an optional e-bike. Finish with wine, olive oil, and lunch at a medieval castle.

“A truly great experience from the start to the end. Ben was my bike guide for my day in the Tuscany hills. Communication was very good. Information was excellent about the local area. The tour was tailored to me. Wine and food was excellent. I loved the cat too!!!”

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From Florence: Chianti Tour with Two Wine and Food Tastings - The second winery and the fuller tasting
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From Florence: Chianti Tour with Two Wine and Food Tastings

15.Chianti Tour with Two Wine and Food Tastings

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

Leave Florence by air-conditioned coach for two family-run organic wineries in Chianti Classico. Walk through vines and cellars, taste local wines with Tuscan snacks, and hear stories from guides such as Keiko or Maria Louisa. A cooking class, lunch, and four-wine tasting are available with the upgraded option.

“It was so good, the first winery was a bit stingy with the wine sizes, HOWEVER the second winery had 10/10 wines and a 10/10 son, we accidentally spent $400 on balsamic vinegar, truffle oil and wine because he had good eye contact. ALSO the server (ed Sheerans younger self) was very charismatic and an amazing host. He was so enthusiastic and energetic and just amazing.”

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New in Florence Drinks Tours

★ 4.3Siena and Chianti Wine Tour with DinnerFrom $105135 reviews
★ 4.0Chianti Delights: A Tale Of Two Wineries With A Vineyard DinnerFrom $106324 reviews
★ 4.5Chianti Vineyards Escape from Florence with Two Wine TastingsFrom $53280 reviews
★ 5.0Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside RoadsFrom $228614 reviews
★ 4.5Tuscany Experience: Pisa, Siena, San Gimignano & Wine TastingFrom $53653 reviews
★ 4.9Pasta Class with Wine, Limoncello and Dessert674 reviews
★ 4.5Chianti Wine Tour from Florence with TastingsFrom $42685 reviews
★ 4.5Chianti Hills Half-Day Tour with Wine TastingFrom $48703 reviews
★ 4.5Chianti Wine Tour with TastingFrom $41729 reviews

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