The 10 Best Farm and Countryside Tours in Chianti

1.Hot Air Balloon ride in Tuscany countryside from Chianti

★★★★★★★★★★5.0 · 207 reviews · 3 hours (approx.) · from $325Our pick

Meet pilot Roberto or Francesco near Bargino, about 20 minutes from Florence, for a sunrise balloon flight over Chianti vineyards, olive groves, and woods. The roughly one-hour ride ends with prosecco, pastries, cured meats, schiacciata, fruit juice, and a ride back to the launch area.

“The most amazing experience. The views were breathtaking and the operators were friendly and engaging. 1000% recommend”

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2.Cooking Class on a Family Farm in Chianti with Lunch

★★★★★★★★★★5.0 · 165 reviews · 4 hours (approx.) · from $175

Spend about four hours with Camilla Romoli at her family farm in Chianti. Tour the olive grove and saffron field, make pasta, bread, focaccia, and dessert, then eat your meal with farm wine beneath a covered porch or outdoors overlooking vineyards.

“There are not enough words for the hospitality and experience we had in the cooking class we took today. Camilla was the best host and a great teacher. The view and home were beautiful, the food was great and the recipes were simple. The wine and olive oil were also SO good! Cannot wait to make our own pasta and focaccia when we get home.”

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3.Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

★★★★★★★★★★5.0 · 56 reviews · 9 hours (approx.) · from $553

Leave Livorno with a private English-speaking driver and head into Chianti. Visit Greve, pass Panzano, tour Fattoria di Montecchio or Casa Emma, and taste Chianti wines and Tuscan olive oil. Lunch at La Locanda di Pietracupa is optional and paid separately.

“Lots of driving, beautiful scenery. Made 3 stops, one at a winery, anther at a scenic photo spot and another at a tourist trap full of overpriced nonsense. The driver did not ask us what we would like, he was friendly enough but didn't really seem to care, was just going through the motions. I am glad that I got to see the Tuscan scenery, but it could have been a much better experience.”

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4.Full-Day Tuscany and Chianti Hills Bike Tour With Lunch at Farm

★★★★★★★★★★5.0 · 45 reviews · 7 hours (approx.) · from $154

Leave Florence by bike with a local guide such as Ale, Luca, Giulia, or Jacopo, then ride quiet Chianti roads to a family farm for olive oil and wine tasting and a generous Tuscan lunch. Standard bikes suit fit riders, while an e-bike costs €30 extra and must be requested ahead.

“We enjoyed our bike tour with Giulia very much. She is knowledgeable and made the trip interesting and fun. Even though it rained during our ride, we were happy that we did it. We got to see someone harvesting olives and tasted olive oil that was pressed the day before! Lunch was delicious. The views were nice, even in the rain. I'm sure they would be spectacular on a clear day. My husband and I are both in our 60's and had no problem using a regular bike for this ride because we are accustomed to riding on hills where we live. If you don't normally need to use almost…”

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5.E-bike Chianti Classico & Tuscany tour with Wine & Lunch at Farm

★★★★★★★★★★5.0 · 38 reviews · 7 hours (approx.) · from $190

Leave Florence by e-bike with a small group and guide such as Alessandro, Jacopo, or Claudio. Stop for views near Villa di Bellosguardo and Dimora Ghirlandaio, then ride through Chianti Classico to a family-run farm for lunch, wine, and olive oil tasting.

“Alessandro was an amazing guide! He was extremely knowledgeable about Florence and was able to answer all of our questions. He took us to numerous lookout points for great views and really went above and beyond for us. We LOVED the winery, La Pia, that we went to and cannot recommend enough. We will 100% be coming back if we can!”

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6.Chianti Countryside Full-Day Tour by Vintage Fiat 500

★★★★★★★★★★4.4 · 32 reviews · from $146

Drive an authentic restored Fiat 500 through Chianti with an English- or Italian-speaking guide. You’ll pass vineyards, cypress trees, farms, and medieval Castellina, then visit a winery for tasting. Guides such as Sara and Matilde help first-time Fiat drivers handle the car.

“Fabulous way to see some beautiful Tuscan landscape. Great winery lunch, great gelato & a very relaxing drive. Well worth taking this tour.”

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7.Vintage Fiat 500 Wine Tour and Tuscan Lunch at Farm in Chianti

★★★★★★★★★★5.0 · 20 reviews · 4 hours (approx.)

Explore Chianti from Florence in a classic Fiat 500 with a private driver and English-speaking guide. Follow the scenic Chiantigiana road, stop at a family farm and winery, taste local wine and olive oil, and sit down to a Tuscan lunch. Guides may include Stefano, Toto, Bill, Jacopo, or Jessica.

“We were absolutely charmed by the stunning vineyards, olive groves, and winding roads that define this iconic Italian landscape. Our tour guide Toto was not only knowledgeable about the area's history and culture but also passionate about sharing it with us, also taking countless pictures for us. But it's not just about the destination; it's also about the journey. Feeling the wind in our hair on board of the vintage Fiat 500, a symbol of Italian craftsmanship and charm. Whether you're a car enthusiast or simply looking for a unique way to explore Tuscany, this experience is unforgettable. And let's not forget the culinary delights & wine tastings. With its…”

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8.Chianti Wine Tour – Private Wine experience in Tuscany Countryside

★★★★★★★★★★5.0 · 18 reviews · 8 hours (approx.) · from $757

Spend about eight hours with a private English-speaking driver in Chianti, visiting Badia a Passignano, Montefioralle, Greve, Radda, Castellina, and San Donato. Two winery visits include cellar tours, vineyard time, Chianti Classico tastings, Super Tuscans, Vinsanto, olive oil, and lunch.

“Loved this experience!! Seeing the wineries in the Tuscan hills was a dream. The pictures don’t even do the view justice. Both wineries had very informative tastings. The winery we had lunch at was delicious, and it was so cool to walk through the vineyards of the second winery. Stopping at a castle and a small town along the way was a huge plus.”

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9.4 WINES TASTING in a Chianti Classico Farm (Visit/tour at the winery included)

★★★★★★★★★★5.0 · 10 reviews · 1 hour 30 minutes (approx.) · from $33Best value

Meet the Martelli family at Terre di Perseto in San Casciano, near Florence, for a 90-minute cellar tour and tasting. See the winemaking equipment and barrels, then sample two IGT Toscana wines, Chianti Classico, and Chianti Classico Riserva with Tuscan crackers and water.

“Excellent local winery tour, I had the best white wine (chianti Classico) I ever had in Italy.”

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10.Private Hot Air Balloon ride in Tuscany countryside from Chianti

★★★★★★★★★★5.0 · 7 reviews · 3 hours (approx.)

Meet your pilot in Bargino, 20 minutes from Florence, for a sunrise balloon flight over Chianti vineyards, olive groves, and woods. Pilots such as Francesco and Giorgia guide the flight, followed by prosecco, schiacciata, cured meats, sweets, fruit, and juice.

“From start to finish, the experience was pure magic. Imagine gently floating above the stunning Tuscany, with vineyards, green fields, mountains, the sun rising and other balloons.”

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