Florence


FLORENCE · WINE TOURS

15 Best Florence Wine Tours

The ones worth booking.

The 15 florence wine tours worth setting a day aside for. A short list of the cellar doors and tastings travellers keep recommending, with prices, run times and who pours them.

15 Best Florence Wine Tours

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - The morning in Florence: meeting at Santa Maria Novella
Florence, Tour Reviews

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

Siena, San Gimignano and Pisa from Florence, with Siena Cathedral, winery lunch, and wine tasting plus optional Leaning Tower tickets.

Most Popular★ 5.0

“Prob our least favorite excursion we have done this trip. Trip should be condensed to one stop (like Pisa) and maybe lunch/winery. However, our Tour guide was EXCELLENT. It’s just not the best trip we’ve ever done by far.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena on foot: Piazza del Campo, the Duomo, and that gothic sweep
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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

2.From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

From Florence to Siena, San Gimignano, Pisa, plus a Chianti winery lunch with tastings. Medieval streets, marble monuments, smooth pacing.

★ 4.8

“Our guide (Gennie, sp?) was absolutely fantastic! Hands down the best & most organized guide I have experienced on these type of trips. Her people skills are second to none & made this tour very memorable for me. Grazie Mille! 🙏🏼”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - The Chianti Road Drive: Where the Background Happens
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

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

Half-day Chianti wine escape from Florence: tour 2 estates, taste 3–4 wines each, sample olive oil and cheese, enjoy scenic views.

★ 4.5

“It is a VERY big tour group - like 40-50 people (fills up a large tour bus), so it is quite hard to feel very engaged / involved. The winery tours were also quite high level, so I didn’t feel like I learnt a lot about the Chianti wine region. We tasted 3 wines at…”

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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit - Florence City Cycling to San Domenico in Fiesole (The Part You Don’t Skip)
Florence, Tour Reviews

Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

4.Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

E-bike from Florence to Fiesole, vineyard wine and picnic, then Piazzale Michelangelo views. Self-guided with GPS.

★ 5.0

“What an amazing experience. Breathtaking views of Tuscany as you ride through the towns and hills. Some knowledge of e-bikes will make this experience easier. Be aware that there are some steep climbs on this adventure, but well worth the trip to the top!!! I am an average bike rider and completed this tour fine.…”

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Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner - Piazzale Montelungo and the Florence start you should plan around
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Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner

5.Chianti Delights: A Tale Of Two Wineries With A Vineyard Dinner

Golden-hour Florence to Chianti for Siena strolls, winery visits, and a Tuscan 4-course dinner with estate wines.

★ 4.0

“This tour ended up being a small group of around 14 and it was a hot day, the mini bus was very uncomfortable due to lack of air-conditioning as it took an hour to get to Sienna and an hr back. Def put a damper on this trip as we we were all very uncomfortable....sad…”

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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch - Price and Value: Why $235 Feels Reasonable for a Full Day
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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

6.From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

Vespa through Chianti to San Gimignano, then lunch and guided wine tasting at a scenic winery. Small group, no experience needed.

★ 4.9

“If you’re thinking about booking this tour, do it! We spent a wonderful day with our tour guide, Cecilia. First, she picked us up in Florence and took to us to Piazzale Michelangelo to enjoy the beautiful view. Then, we made our way to pick up the vespas. The Vespa ride through the Tuscan hills…”

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Florence: Siena & San Gimignano with Dinner in a Boutique Winery - The Chianti winery dinner: why this stop is often the highlight
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Florence: Siena & San Gimignano with Dinner in a Boutique Winery

Chianti Classico and Super Tuscan 3 Winery Tour - Small-group comfort: A/C van plus real conversations
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Chianti Classico and Super Tuscan 3 Winery Tour

9.Chianti Classico and Super Tuscan 3 Winery Tour

Small-group Chianti wine tour from Florence with three boutique wineries, tastings, olive oil, and a 3-course Tuscan lunch for $350.

★ 5.0

“This was a great experience - our guide Matteo gave us a great overview of Tuscan wines with his three stops, all of which were medium- to small-batch wineries. He was exceptionally knowledgeable and made for a fun, well-rounded trip. The wineries he took us to were great, particularly the organic winery, which provided a…”

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Florence: Chianti Villages, San Gimignano and Winery Tour - Greve in Chianti Winery: tastings that actually teach you something
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Florence: Chianti Villages, San Gimignano and Winery Tour

10.Florence: Chianti Villages, San Gimignano and Winery Tour

Florence to Chianti villages with San Gimignano towers, winery cellar tour, wine tastings, olive-oil shopping, and a light farm lunch.

★ 4.7

“It was AMAZING ! We really enjoyed ! Super nice wine and a big dinner. I advice to choose private excursion (same as we did), our guide was super nice, thanks to Francesco.”

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Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch - Getting oriented in Siena’s historic center (and what costs extra)
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Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch

11.Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch

Day trip from Florence to Siena and San Gimignano, plus a family winery with 6 tastings and a 3-course Tuscan lunch.

★ 4.5

“Traveling solo, this took all the hassle out of seeing Tuscany. Comfortable coach, friendly escort, clear timing, and a charming family‑run winery where they walked us through each wine we tasted.♥️😍🥰”

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Small Group Wine Tasting in Tuscany with Vineyard Visit - Fattoria San Pancrazio: vineyards, grapes, and a cellar you can picture
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Small Group Wine Tasting in Tuscany with Vineyard Visit

12.Small Group Wine Tasting in Tuscany with Vineyard Visit

Small-group Chianti day trip from Florence with a vineyard visit, guided tasting, cellar tour, and traditional Tuscan lunch at Fattoria San Pancrazio.

★ 5.0

“This tour took place in a winery that was once a monestary. Beautifully situated in the countryside. We sampled 4 delicious wines and a true Italian lunch”

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Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard - Stop 1: The First Winery Cellar Visit and Chianti Tasting
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Exclusive Winery Tour with Tasting and Dinner in Chianti vineyard

Florence: Chianti E-Bike Tour with Tuscan Lunch & Winery - E-bike comfort and safety: what you’re truly paying for
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Florence: Chianti E-Bike Tour with Tuscan Lunch & Winery

14.Florence: Chianti E-Bike Tour with Tuscan Lunch & Winery

Ride e-bikes from Florence to Chianti Classico, tour a family winery, and enjoy lunch with wine and olive oil on quiet roads.

★ 5.0

“This was one of our best experiences in Italy. Alessandro was a fantastic guide. He was very friendly, professional, and provided a great history of the sites we saw. The E-bikes were perfect and I could not have done those hills without one. Our visit to La Pia was also exceptional and the lunch exceeded…”

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Florence: Private Full-Day Chianti Tour and Winery Lunch Optional - The Chiantigiana road: scenic photo pauses without a fixed itinerary
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Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

15.Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

Private full-day Chianti tour from Florence with flexible hill-town time, scenic Chiantigiana photo stops, and optional winery lunch.

★ 5.0

“Amazing experience, Placido was a phenomenal driver and guide. We went to some amazing wineries and just had a perfect no rush day. I would book this again and again.”

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