Where to Go: the 9 Best Olive Oil and Wine Tastings in Florence

1.Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

★★★★★★★★★★5.0 · 209 reviews · 4 hours (approx.) · from $95Our pick

Ride a geared touring bike from Florence’s Oltrarno through Porta Romana, Medici estates, vineyards, olive groves, and Arcetri. Expect four hills, city traffic at the start and finish, and a farm stop with Chianti, olive oil, bread, cheese, cold cuts, and honey. Guides may include Giuseppe, Eli, Claudio, Alessandro, or Valerio.

“The scenery, the wealth of knowledge our guide shared with us about the sites we were seeing and about olive and wine making”

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2.Tuscany Bike Tour with Wine & Olive Oil

★★★★★★★★★★4.9 · 174 reviews · 4 hours · from $100

Ride from Florence’s Oltrarno into the hills with guides such as Giuseppe, Claudio, Alex, or Luca. Expect 11 kilometers of paved-road cycling, four climbs, frequent stops, and a family-run tasting of Chianti, olive oil, bread, cheeses, and Tuscan cold cuts. Standard bikes suit active riders, while e-bikes cost 20 EUR extra.

“This was such a fun break from the city. Our guide Toto was charming, professional, and so much fun! The scenery was lovely and the e-bikes were top notch. If only Mother Nature had been kinder and it didn’t rain. Even still, it was a great experience. I would recommend this to anyone. But do yourself a favor and get the e-bike. It’s worth it if you aren’t a big cyclist.”

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3.Great Chianti Wine and Olive Oil Trail with Lunch

★★★★★★★★★★4.8 · 160 reviews · 5 - 7 hours · from $104

Ride from Florence through the Chianti hills in a Mercedes minivan, stopping at three wineries, an olive oil mill, and Greve in Chianti. You’ll taste Chianti Classico and Supertuscan wines, learn from guides such as Francesco, Chiara, or Peter, and enjoy a three-course Tuscan lunch with wine pairings.

“It was an amazing day! We visited 3 wineries and at one saw the entire olive oil production -was so fascinating! Although wine was the main feature of the tour, seeing the olive oil being made was a massive highlight. In the middle of the tour, we briefly stopped at a small town speckled with terracotta cats and had just enough time for a coffee. Imo, the value matches. 10+ small glasses of wine, transit, and lunch. A lovely surprise was the community aspect. It was two groups of 8 and we were easily able to chat and laugh with one another. We felt slightly rushed at the 2nd winery…”

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4.Private Vintage FIAT 500 with Wine & Olive Oil

★★★★★★★★★★4.5 · 21 reviews · 2 hours (approx.) · from $204

Ride in a vintage Fiat 500 from Florence through the Tuscan hills, stopping at San Miniato al Monte for views and photos before a rustic olive oil tasting with bread and a glass of Chianti. This private two-hour outing suits couples and small groups, but confirm in advance whether you will drive or ride with the escort.

“We greatly enjoyed the tour and being able to see parts of the Tuscan countryside we otherwise wouldn’t. The Fiat 500 we drove had some minor issues and did not drive very fast. You need to know how to double clutch and reversing was a bit challenging. The winery was absolutely beautiful and the wine and snacks were delicious. I would have given the tour 5 stars, but the car issues and the fact that our tour guide didn’t say much gives them a 4.”

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5.4 Wines & 2 Olive Oils Tasting in Chianti Winery with Tour

★★★★★★★★★★5.0 · 20 reviews · 1 hour 30 minutes (approx.) · from $43Cheapest here

At Terre di Perseto near San Casciano, family members explain wine and extra virgin olive oil production before serving four wines with six olive-oil bruschette. You may meet members of the Martelli family, including Niccolò and Daniel, and take a short vineyard walk. The relaxed English-language visit lasts about 90 minutes and serves no more than 14 people.

“A great experience. The staff was exceptional and the grounds were beautiful. We enjoyed the whole experience.”

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6.Great Chianti Wine and Olive Oil Trail with Lunch

★★★★★★★★★★5.0 · 8 reviews · 7 hours (approx.) · from $162

Travel from Florence into Chianti Classico for an olive oil mill visit, three winery tastings, Greve in Chianti, and a three-course Tuscan lunch. You’ll ride in a Mercedes minibus with an English-speaking driver, learn about Sangiovese and local olive oil, and return to Florence after about seven hours. Semi-private groups of up to eight may be available with the selected option.

“Wonderful! Tour guide excellent as were the winery families! Don’t miss this trip!! Roads traveled can be a bit bumpy but our driver was excellent”

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7.The secret of wine, cheese and olive oil at a farm

★★★★★★★★★★5.0 · 3 reviews · 5 hours · from $94

Travel by car from Florence’s main train station to Fattoria Palaia in the Chianti countryside. Sommelier Leonardo leads tastings of 10 organic Tuscan wines and 10 Italian cheeses, followed by a traditional lunch with pasta, olive oil, and balsamic vinegar. The small group is limited to eight people and returns to Florence after about five hours.

“Wineing and dining in Tuscan province is always something great but Leonardo - the wine master and the owners of the Factoria Palaia make it exceptional. The setting is picturesque, located at the hill, overlooking vineyards and olive gardens. You can dine outside and experience the sunset over the valley.”

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8.Amazing Lunch in organic Farm with Balsamic Vinegar Olive Oil truffle and Wine tasting Experience in Tuscany

★★★★★★★★★★3.0 · 3 reviews · 2 hours (approx.)

You’ll leave Florence with a private English-speaking driver and visit Tenuta Casanova, where Silvano leads you through the cellar and old-vinegar room. Taste Chianti, Super Tuscans, olive oil, honey, truffle, and farm produce, then order lunch for €50 per person. Pickup is available from central Florence hotels and apartments.

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9.Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

★★★★★★★★★★5.0 · 2 reviews · from $368

Meet your English-speaking driver in central Florence at 9:15 a.m. and ride in a private Land Rover or premium van to two family-run Chianti wineries. Tour vineyards and cellars, taste Chianti Classico, Vinsanto, grappa, and olive oil, then enjoy a home-cooked three-course lunch with wine before returning around 4 p.m.

“Booking this was the best decision we made! It was a great way to see Tuscany and the wineries we visited were incredible! Both were small, family run and made us feel right at home. Our driver made the experience so easy for us and we would highly recommend to anyone visiting the Florence area!”

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