Tuscan Vineyard Lunch with Wine Tasting near San Gimignano
Pair a 3-course meal with olive oil, aged balsamic, and wine from the source at a Chianti estate
The Chianti hills have been producing wine since the Middle Ages, and the estates here still carry that same slow, deliberate rhythm. At a family-run vineyard outside San Gimignano, that world becomes yours over a 3-course lunch among the vines. Truffle lasagna, roasted meats, and aged balsamic Gold Reserve arrive alongside wine produced on site. The setting is open air, the pace is unhurried, and the food is entirely the point. Don't leave Tuscany without sitting at this table.
What You Get With This Tour
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Enjoy lunch among the Chianti vines
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Friendly English-speaking hosts
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3-course Tuscan lunch
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Regional wine tasting
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Truffle olive oil tasting
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Gold Reserve balsamic tasting
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Self-guided vineyard walk
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Gratuities
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Transportation
Tour Itinerary
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1
Your tour begins at the winery estate
Pull up to a sun-drenched family estate set among rolling Chianti hills, just outside San Gimignano, a medieval hilltop town known for its stone towers. Friendly, English-speaking hosts greet you on arrival. -
2
Wander the vineyard rows
After introductions, head out into the estate's vine rows at your own pace. Grapevines stretch in long, orderly lines across the hillside, with views of cypress trees and golden fields unfolding in every direction. -
3
Settle in for antipasti and wine
Take your seat at the communal table set among the vines. Platters of bruschetta drizzled with house olive oil, wedges of pecorino, and ribbons of aged salami arrive alongside your first glass of wine. -
4
Savor the first course
Depending on the season, you'll be served truffle lasagna layered with silky béchamel and earthy black truffle, or ribollita, a rich Tuscan vegetable soup rooted in Florentine tradition. Bold reds like Chianti DOCG accompany each bite. -
5
Enjoy the main course
Roasted meats prepared in rustic Tuscan style arrive with seasonal vegetables and golden potatoes. Your hosts pour a Super Tuscan, perhaps a Cavaliere or Bartolomeo, and share stories of the land and the vines behind each glass. -
6
Taste olive oils and balsamic
Before dessert, explore the estate's signature products: truffle-infused olive oil, spicy pepper oil, and a rich, aged Balsamic Vinegar Gold Reserve that rivals the wines for depth and complexity. -
7
Finish with dessert wine and cantuccini
Close your meal with crisp almond cantuccini dipped into a honeyed dessert wine. It's the classic Tuscan ending: simple, deliberate, and deeply satisfying. -
8
Your tour ends where you first began
Linger over the view, browse the estate's products, or simply enjoy the stillness of the Chianti countryside before heading off at your own pace.
Additional Information
Discover what to expect, what's included, and everything you need to know before booking.
Good to know:
Weather advisory: This experience takes place outdoors among the vineyard rows, with shade coverings available. In the event of adverse weather or extreme temperatures, the location may be changed at the estate's discretion. Please note that reservations are non-amendable.
Accessibility: Unfortunately, this experience is not wheelchair accessible, as it takes place on uneven vineyard terrain. Please contact us if you have questions or concerns about your mobility.
Dietary restrictions: Vegetarian, vegan, and gluten-free menus are available on request. Please alert the team to any intolerances or allergies at the time of booking.
Alcohol: This experience includes local wine. Participants should be of legal drinking age in Italy (18). Please bring a government-issued ID if you plan to partake.
Getting there: This experience does not include transport. Guests are responsible for making their own way to the estate. Free parking is available on-site.
Check-in: Arrive 15 minutes early for check-in at the meeting point so the group can begin on time.
Your experience includes:
English-speaking hosts
Full 3-course traditional Tuscan lunch
Wine tasting with regional pairings
Olive oil and balsamic vinegar tasting
Self-guided walk through the vineyard rows
What to bring:
Valid ID
Weather appropriate clothing
Comfortable shoes
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Frequently Asked Questions
What to bring?
Comfortable shoes, a hat or sunglasses for sunny days, and a light jacket in spring or fall. Don’t forget your appetite!
Is there any chance my tour might be canceled?
On the rare occasions the tour is canceled, we’ll inform you as soon as possible and work together on rescheduling or on a refund.
Is this tour run by The Tour Guy?
This tour is operated by one of our trusted and vetted partners in Tuscany.
What is the cancellation policy of this tour?
The cancellation policy for this tour is 48 hours.
What if I have concerns about my mobility on this tour?
The experience takes place entirely on the winery grounds, with some walking through uneven terrain like vineyard paths and gravel areas. If you have any doubts about your mobility, we recommend contacting us about a private version of the experience.
What happens if it rains?
We run our winery tours rain or shine. If the weather is extremely bad and the tour cannot run, we will inform you and work on rescheduling or on a refund.
Is lunch included in the price of the tour?
Yes, a 3-course lunch is included!
What if I have food allergies, intolerances, or other dietary requirements?
Please contact us in advance so we can do our best to accommodate your needs. We will work with our tour partners to provide you with an alternative when possible.
How many glasses of wine will I get?
You’ll enjoy at least four different wines, but often more. Wine is poured generously, so pace yourself and enjoy!
What if I don’t drink alcohol but I’d still like to join the tour?
Not a problem. Please let us know in the comment box when you book your tour so we can make sure an alternative drink is provided.
Is parking available at the estate?
Yes, free, private parking is available, and no booking is required.
Is the winery lunch held indoors or outdoors?
The lunch is usually served outdoors in the vineyard under shade coverings. In case of rain or extreme heat, it will take place indoors. Please note: there’s no air conditioning, only fans.





