Reviewed · TUSCAN WINE TASTINGS & WINERY TOURS
Siena: winery tour, wine tasting and lunch
Chianti hills, church frescoes, and wine. In 2.5 hours at Winery San Giorgio a Lapi, you’ll walk the vineyards, visit San Giorgio a Lapi with Nasini frescoes, then finish on a terrace above the Crete Senesi with wine tasting and lunch. I especially like the small-group format and the way the experience mixes art with wine, not just swirls and sips.
One possible drawback: it’s a tight schedule, so if you want a slower, full-day wine deep dive, this may feel short. Also, much of it happens outdoors, so you’ll want to dress for the elements.
Key highlights to look forward to
- Family-run winery feel with a guided flow that keeps you moving but not rushed
- San Giorgio a Lapi (1100s) and its Nasini frescoes—an art stop most wine tours skip
- Cellar tour and aging basics so the tasting connects to what’s happening in the barrel/aging process
- Panoramic terrace between Chianti and Crete Senesi, made for tasting and photos
- Lunch under an ancient white mulberry tree paired with the wines
Winery San Giorgio a Lapi: why the setting makes the tasting easier

This tour is built around one of Tuscany’s easiest pleasures: drinking good wine while the views do half the work for you. You’re starting at Winery San Giorgio a Lapi, then spending most of the time on property—vineyard paths, a historic church visit, cellars, and finally a terrace with wide open sightlines toward the Crete Senesi.
I like that the pacing matches the geography. You don’t just sit through presentations. You walk through the Chianti vineyards first, which helps you understand what you’re tasting later. Even if you’re not a wine nerd, that order makes the day feel logical instead of random stops.
It also helps that this is a small group (max 10). That size tends to make the guide’s explanations land better, and it’s easier to ask questions about wine, olives, or farming details without waiting your turn.
One practical note: because the day includes outdoor walking and an outdoor meal, bring comfortable shoes and plan for changing temperatures. The cellars can feel cooler than the terraces, so a light layer can be handy.
Vineyard walk and San Giorgio a Lapi: the church fresco stop you’ll remember

The tour begins with a walk through the vineyards in the Chianti hills. This is not a quick shuffle. You’re meant to see the setting as part of the story: grapevines, the rhythm of the property, and the sense of place that makes Tuscany feel like Tuscany.
Then you reach the Chiesetta di San Giorgio at San Giorgio a Lapi, described as dating back to the 1100s. The big reason to come is the artwork inside: three frescoes by Nasini. This is one of those “wait, this is here?” moments. Many wine tours focus only on production, but here you get a history-and-art detour that gives the day a different flavor—literally and culturally.
What I like about this stop is how it changes your mindset. You’re not just consuming wine knowledge. You’re seeing that the place has been shaped by people for centuries. Standing in front of frescoes while you’re already surrounded by working vineyards makes the wine feel less like a product and more like continuity.
A possible drawback: if you’re someone who hates church interiors or prefer all tasting to all walking, you might find this portion a bit too much “sight” before “sip.” But if you enjoy medieval art or even just want something distinctive, this is the value-add.
You can also read our reviews of more Tuscan winery visits and wine tastings near Siena
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Inside the cellars: how aging turns into something you can taste

After the church visit, the tour moves into the winery’s cellars. This is where they connect the dots between farming and the bottle in your hand.
You’ll discover the process of wine making and aging, with an emphasis on what happens after the grapes are in place. The cellars are also where you get that sensory cue: the smell of wood and wine mixes with the calm, enclosed atmosphere of production spaces. That setting makes the explanation feel real.
Then comes the part you actually care about: you’re tasting wines afterward, so the cellar time becomes useful. The tasting isn’t just a pour-and-pass. It’s framed as the final step of the process you just watched.
From the guide style seen on past departures, the explanations tend to be interactive and human. Names that have led tours include Jesse, Gabriele, Gabriel, Giuseppe, Bernadette, Beni, and Alberto—and the common thread is guidance that keeps things lively. Some guides even help with the fun side of the day by bringing a sense of humor (and yes, there’s often a winery cat that becomes part of the story).
If you’re sensitive to strong smells, cellars can feel intense at first. It usually settles as you adapt, but it’s worth knowing.
The panoramic terrace: where lunch and wine become the main event
The tour’s payoff is the finish: a panoramic terrace overlooking the Crete Senesi, where you taste wines alongside typical Tuscan dishes. And you’re not just standing around with a small snack. The meal is built into the experience.
You’ll also eat in the shade of an ancient white mulberry tree, which is the kind of detail that makes a basic tasting feel like an occasion. The terrace setting matters because it slows you down. You’re tasting with breathing room—wind in the hills, long views, and time to actually compare notes.
About the lunch: it’s described as featuring the best typical Tuscan products. On many days, guests have reported a more formal multi-course lunch (often four courses) with wine pairings for each stage. Even if the exact menu varies, the structure is consistent: wine is paired with the food so you taste how flavors change together.
Why this works for value: at $77 for a 2.5-hour experience, you’re not paying just for wine samples. You’re paying for guided vineyard time, a historic-art visit, cellar context, and a substantial lunch. That mix is hard to beat if you want one well-designed stop rather than half a day of piecing together attractions.
Guides, group size, pacing: what you’re really buying

This is a live guided tour in English and Italian, and it runs for about 2.5 hours. The small group size (up to 10) is a quiet superpower here. In a bigger group, you lose the chance to ask specific questions. In a small group, you can ask things like how aging affects taste, how to pick wines if you’re unsure, or what to look for during the tasting.
From the guide approach tied to this winery experience, the best tours tend to come from hosts who can explain wine without turning it into a lecture. Past guides such as Jesse and Giuseppe have been praised for mixing humor with clear wine descriptions, and some also act as the sommelier for the day—so you’re not left figuring out what you’re tasting on your own.
The pacing is also well set for a quick win in Tuscany. You’ll get:
- vineyard walking time
- the church/fresco visit
- cellar learning
- terrace tasting and lunch
That sequence is why it feels more complete than a basic tasting room session.
One consideration: because the schedule is compact, it’s best if you like a planned flow. If you want long, unstructured wandering time, you may crave extra hours before or after the tour.
You can also read our reviews of more food and drink outings around Siena
Price and value: is $77 worth it for a Chianti day?

Let’s talk about the $77 per person price in practical terms. You’re paying for more than wine tasting. Included in the experience are:
- a guided walk through Chianti vineyards
- a visit to San Giorgio a Lapi and its Nasini frescoes in the church
- entry into the cellars with wine-making/aging explanation
- wine tasting on the panoramic terrace
- lunch with typical Tuscan products, paired with the wines
- a live guide (English/Italian) for the entire flow
For a 2.5-hour tour, that’s a lot of content packaged into one outing. If you’ve done wine tastings elsewhere where you only get a few pours and a small bite, the difference here is obvious: the day includes multiple “reasons to be there,” not just the tasting.
Also, the small group matters. Paying the same price for a crowded experience is always a letdown. With a max of 10, you’re more likely to get personal attention and smoother pacing.
Who this tour suits best (and who should think twice)
This tour is a great fit if you want:
- a short, high-quality Tuscany day rather than a long haul
- an experience that mixes wine with history and art
- lunch included with your tasting, so you don’t have to plan food separately
- a smaller group feel with time to ask questions
- a scenic finish at a terrace overlooking the Crete Senesi
It may be less ideal if:
- you only care about drinking wine and would skip art/church stops
- you strongly prefer long, slow stays with minimal walking
- you need lots of indoor time in case of weather (this experience includes outdoor walking and an outdoor meal)
What to bring and how to get the most out of it

For smooth, comfortable time:
- Comfortable shoes for vineyard walking paths
- Sunglasses and sunscreen, especially for terrace time
- A light layer for temperature shifts (terrace vs cellars)
- If you’re sensitive to wine, pace yourself. Lunch is included, and you’ll likely taste multiple wines, so drink water too.
If you’re traveling with someone and you’re both curious about the wines, this is one of those experiences where you’ll get more from conversation during tasting. Ask what changed from the cellar pour to the terrace pour. That’s usually where the guide’s explanation becomes most useful.
Should you book this Siena winery tour?

Yes, I’d book it if you want a complete Chianti-style outing in about two and a half hours: vineyard walk, the San Giorgio a Lapi fresco visit, a cellar explanation of wine aging, and a terrace tasting paired with a real Tuscan lunch.
Skip it only if you’re chasing a very long, relaxed wine-only day or you know you’ll resent the church/art stop. Otherwise, the combination of small-group attention, scenic terrace views, and included lunch makes the $77 price feel like a fair deal for what you get.
If you’re planning your days around Siena, this is also a practical way to get outside the city for half a day without turning your schedule into a juggling act.
FAQ
How long is the Siena winery tour?
The duration is listed as 2.5 hours.
Where does the tour start?
The tour starts at Winery San Giorgio a Lapi.
What’s included in the tour price?
It includes a guided tour with vineyard walk, a visit to Chiesetta di San Giorgio / San Giorgio a Lapi, access to the cellars, wine tasting, and lunch with typical Tuscan products.
What can I expect from the wine tasting and lunch?
You’ll taste wines on the panoramic terrace, and your tasting is accompanied by lunch featuring typical Tuscan dishes. The lunch is served with wine pairing as part of the experience.
What languages is the live guide available in?
The live tour guide is available in English and Italian.
Is the tour wheelchair accessible?
Yes, the tour is listed as wheelchair accessible.
Is free cancellation available, and can I reserve without paying now?
Yes. You can cancel up to 24 hours in advance for a full refund. You can also reserve now & pay later, so you pay nothing today.
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