Wine country · VINEYARD TOURS WITH LUNCH IN FLORENCE

The 11 Vineyard Tours with Lunch in Florence That Earn Their Price

11 tours  ·  from $81 a head

Good vineyard tours with lunch in Florence fill up weeks ahead and the great ones go first. Below: the 11 to book early, what each includes and how they differ.

From Florence: Tuscany, Siena, San Gimignano & Winery Lunch - Siena, Piazza del Campo, and the Cathedral
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From Florence: Tuscany, Siena, San Gimignano & Winery Lunch

1.Tuscany, Siena, San Gimignano & Winery Lunch

★★★★★★★★★★4.7 · 184 reviews · 5 - 9 hours · from $93Our pick

Travel from Florence to Siena, a family-run Chianti winery, and San Gimignano with an English-speaking guide. You’ll taste six wines, tour a cellar and vineyard, and eat a three-course Tuscan lunch. Guides such as Federica, Anna, Francesco, and Lori are known for clear, friendly commentary.

“Fantastic trip with a great guide. A lovely day out, amazing lunch and some great towns to visit.”

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Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch - Siena: cathedral details and a famous square
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Best of Tuscany: Siena, San Gimignano & Winery Tour with Lunch

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

★★★★★★★★★★4.5 · 80 reviews · 9 hours (approx.) · from $80Best value

Travel from Florence with an English-speaking leader to Siena, a family-run Chianti winery, and San Gimignano. You’ll tour the cellar, taste regional wines, and enjoy a three-course Tuscan lunch. Guides such as Ana, Frederika, and Francesco have been praised for clear explanations and careful group management.

“Loved every stop on this itinerary. Walking the medieval lanes, then sitting down to a proper three‑course Tuscan meal with Chianti wines made the long day totally worth it and never felt rushed.”

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Florence: Private Full-Day Chianti Tour and Winery Lunch Optional - The SS222 is part of the attraction
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Florence: Private Full-Day Chianti Tour and Winery Lunch Optional

3.Private Full-Day Chianti Tour and Winery Lunch Optional

★★★★★★★★★★5.0 · 31 reviews · 8 hours (approx.) · from $472Top rated

Spend about eight hours with a private driver in Chianti, leaving Florence by Mercedes with hotel pickup, Wi-Fi, water, and photo stops. Visit Greve in Chianti and Montefioralle, add Panzano or other towns, and choose a winery lunch and tasting. Cristian and Placido are named drivers praised for flexible days.

“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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Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch - Leaving Florence for the hills
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Hiking Tuscany & Chianti Wine – 3 Organic Wineries with lunch

4.Hiking Tuscany & Chianti Wine – 3 Organic Wineries with lunch

★★★★★★★★★★5.0 · 27 reviews · 8 hours (approx.) · from $236

Leave Florence with a local wine guide such as Lorenzo or Stefano, then hike about 7 km through Chianti’s hills to three organic wineries. You’ll taste 10-plus wines, olive oil, local meats, cheese, and a two-course Tuscan lunch. The group is limited to seven people.

“This experience is incredible. Lorenzo is a true local and will guide you to 3 Chianti wineries by trekking. This is a small company and truly cares for a meaningful experience. Highly highly recommend.”

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Private Siena San Gimignano Tour from Florence with Winery Lunch - Piazza del Campo shows Siena at its most theatrical
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Private Siena San Gimignano Tour from Florence with Winery Lunch

5.Private Siena San Gimignano Tour from Florence with Winery Lunch

★★★★★★★★★★5.0 · 22 reviews · 10 hours (approx.) · from $600

Spend 10 hours with an English-speaking guide such as Stefano, Sara, or Emma, traveling by air-conditioned minivan from Florence to Siena, Fattoria Poggio Alloro, and San Gimignano. Expect a guided Siena walk, cathedral entry, four-wine tasting, farmhouse lunch, and free time to explore San Gimignano.

“Started the tour very smoothly with Sara and Francessca - amazing tour guides! We were a small group of 4. First was San Gimignano - we had a few hours there, lovely little town! Sara gave us great tips to go up La Rocca to have amazing views of the Tuscany wineries and also had the recommended gelato which was extremely smooth. We had a lunch at a local winery - the pasta and wines were delicious! Followed by an antipasti plate. Personally would’ve liked a bit more food, but there was plenty of wine! And an amazing view of the winery and San Gimignano. The last stop was Siena,…”

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Florence: Truffle Hunting and Vinci with Lunch and Winery - San Miniato and the search for a truffle
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Florence: Truffle Hunting and Vinci with Lunch and Winery

6.Truffle Hunting and Vinci with Lunch and Winery

★★★★★★★★★★5.0 · 9 reviews · 9 hours

Join a professional truffle hunter and Lagotto dog in San Miniato, then eat fresh truffles at lunch, visit Leonardo da Vinci’s hometown, and taste Chianti wine at The Borchi winery. Mario may drive, while guides speak English, Italian, or Spanish.

“It was great to see the dogs do something that made them happy. Loved the lunch using the truffles we found that morning”

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The Essence of Tuscany: Private Journey & Estate Winery Lunch - Montefioralle and its medieval lanes
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The Essence of Tuscany: Private Journey & Estate Winery Lunch

7.The Essence of Tuscany: Private Journey & Estate Winery Lunch

★★★★★★★★★★5.0 · 8 reviews · 5 hours (approx.) · from $848

Leave Florence by private vehicle for Chianti with a guide such as Pavel or Francesco. Visit medieval Montefioralle, stop for Tuscan views, then tour Castello di Verrazzano for three wines, cheeses, cold cuts, and a winery lunch. Hotel pickup and a private group keep the half-day easy.

“Francesco was excellent. We had a very relaxed day. Especially enjoyed Castello Di Verrazano, fantastic lunch and tour and tasting. We would highly recommend this day out”

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Florence: Private Vintage Fiat500 Countryside & Winery Lunch - Leaving Florence through the quieter side of town
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Florence: Private Vintage Fiat500 Countryside & Winery Lunch

8.Private Vintage Fiat500 Countryside & Winery Lunch

★★★★★★★★★★5.0 · 3 reviews · 4 hours · from $210

Leave Florence with a private English-speaking driver and travel by vintage Fiat 500 through Chianti’s back roads. Stop at hilltop viewpoints, then visit a family farm for wine, olive oil, vineyards, olive groves, and a multi-course Tuscan lunch. You ride in the car, but do not drive it.

“The drive to the Chianti was stunning . Our driver, Jacob (sorry Jacob if I have misspelt ) was so knowledgeable, great fun and made the whole trip memorable. Loved the wine tasting experience. The staff were friendly and the wine beautiful. We felt so bad we didn’t order any for home , but the shipping and taxes made a reasonable priced wine too expensive. However, don’t let this put you off a fantastic few hours in glorious country side …”

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San Gimignano, Chianti with Winery Lunch & Cooking Class - Leaving Florence for Castellina in Chianti
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San Gimignano, Chianti with Winery Lunch & Cooking Class

9.San Gimignano, Chianti with Winery Lunch & Cooking Class

★★★★★★★★★★5.0 · 2 reviews · 11.5 hours · from $102

Travel from Florence with a multilingual guide such as Giovanni or Vincenzo, stopping in Castellina, Monteriggioni, San Gimignano, San Quirico, and Certaldo. Taste Chianti wines and oils, prepare a Tuscan meal, and enjoy lunch at Poggio ai Laghi.

“This was an outstanding experience and easily one of the highlights of our Italy trip so far. We spent over 9 hours touring Tuscany with our driver Giovanni, was fantastic from start to finish. He picked us up in a luxury Mercedes coach van that was extremely comfortable and perfect for a long day. Giovanni was professional, friendly, and very knowledgeable, and he paced the day perfectly. The absolute highlight of the tour was the winery experience, which exceeded all expectations and ended up being one of the best things we’ve done in Italy. That alone would have made the day worth it. In addition to the winery, Giovanni included…”

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Horseback Riding and Winery Lunch Experience in San Gimignano - A four-course lunch with Tuscan staples
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Horseback Riding and Winery Lunch Experience in San Gimignano

10.Horseback Riding and Winery Lunch Experience in San Gimignano

★★★★★★★★★★5.0 · 2 reviews · 4 hours 30 minutes (approx.) · from $641

Leave Florence at 9 a.m. for a private horseback ride through a San Gimignano winery, nearby vineyards, woods, and old hill paths. An English-speaking guide gives you a short riding lesson before the one-hour ride, followed by a four-course lunch, local wines, and a wine-pairing class.

“Best experience we have ever had in Italy. Everything was so well organized and was incredibly fun. We felt very well cared for and loved each minute. Can’t recommend enough!”

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Chianti Lovers Two Wineries Tour With Lunch from Florence - First winery: start with organic Chianti wine
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Chianti Lovers Two Wineries Tour With Lunch from Florence

11.Chianti Lovers Two Wineries Tour With Lunch from Florence

★★★★★★★★★★5.0 · 2 reviews · 7 hours (approx.) · from $518

Join a private English-language tour from Florence to two organic Chianti wineries along the Chiantigiana road. Guides such as Massimo, a sommelier, or Andriano lead the tastings, explain local wine, and serve a light lunch at a family winery.

“We had Andriano as our van driver & guide. Our group of 6 was picked up at our timeshare in Selvatele on time with outstretched hand to greet us. The drive to Chianti Classico area was very scenic and educational with Andriano explaining the vineyard process and differences in areas of Chianti. The two wineries were spectacular and wines exceptional. The Tuscan lunch at the family winery was wonderful and fun. Do not hesitate to use Bellaitalia Tours to show you Tuscany wine, food, and countryside.”

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