Reviewed · WINE TASTINGS IN CHIANTI
The Complete Wine Tour Brunello, Nobile, Chianti wine experience
Montalcino, Montepulciano, and Greve give you three very different tastes of Tuscany in one long day. You’ll pair the famous wines with hill towns, castle views, winding streets, and a visit to the church of San Biagio.
I like the small maximum of eight people, which should make the private vehicle and winery visits feel more personal. I also like the mix of guided tastings and free time, so you can explore Montepulciano and Greve without being marched from one stop to the next.
The main drawback is the price: $449.43 per person is a serious splurge, and lunch plus optional tastings cost extra. The day also covers a lot of ground, so this suits you best if you want broad Tuscan highlights rather than a slow stay in one village.
Key points to know before booking

- Three celebrated wine styles: Taste Brunello in Montalcino, Nobile in Montepulciano, and Chianti wines near Greve.
- Small-group format: The vehicle carries no more than eight people, giving the day a more intimate feel than a large coach tour.
- Medieval towns included: You get time in Montalcino, Montepulciano, and Greve, with a visit to Montalcino’s castle and views over the countryside.
- Lunch is not included: You stop at a restaurant in Montepulciano, but you pay for your own meal.
- Optional extras: Wine or olive oil tasting in Greve may be arranged at an additional cost.
- Long but full day: Plan on about 10 hours, with departure from Piazza Adua in Florence and return to the same meeting point.
Three Tuscan wines, one very full day

This is not simply a winery shuttle. The appeal is the combination of wine and place. You taste the bottles in the towns and countryside that give them their identity, then have time to look around instead of spending every minute at a tasting table.
The day focuses on three important Tuscan names. Brunello di Montalcino is associated with Montalcino, Nobile di Montepulciano with Montepulciano, and Chianti Classico with the Chianti area. The tour also introduces you to Sangiovese grapes and how local growers cultivate them.
You should expect a full schedule. The route covers the Sienese and Chianti areas from Florence, with several stops, tastings, and stretches of free time. That makes the tour efficient, but it also means you need comfortable shoes and enough energy for a long outing.
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Leaving Florence for Montalcino

The stated meeting point is Piazza Adua, near Santa Maria Novella station. The information gives an 8:30 a.m. start time, while the day description refers to meeting at the station at 9 a.m. Because those times differ, confirm the exact departure time and precise meeting instructions before you go.
You’ll leave Florence in a private vehicle with a dedicated guide. With a maximum of eight people, you avoid the scale of a big bus group. That matters on a day with several short stops, since a smaller party can usually gather more easily and spend less time waiting for people to return to the vehicle.
Montalcino is the first major stop. Its streets wind through historic buildings, and the town is closely tied to Brunello wine. The setting gives the first tasting some context: you are not just sampling a famous label, you are seeing the hill town that helped make the name famous.
Montalcino, Brunello, and the castle view
In Montalcino, you visit a winery before having time to look around town. You’ll also taste local wine in a wine bar and visit the castle. From the castle, you can take photographs over the surrounding countryside.
This is one of the strongest parts of the day for anyone who wants a sense of place. The tasting has room to breathe because it is paired with a walk through town and a high viewpoint. You can compare the quiet streets and stone buildings with the polished tasting experience at the winery.
The details of the tasting lineup can vary, but Brunello is the central name here. One useful point from the experience notes is that two of the three winery visits may pour full glasses rather than tiny samples. That can feel generous, but it also means you should pace yourself carefully. Three tasting stops plus additional wine-bar pours can add up quickly.
You’ll want to keep water and food in mind. The tour includes lunch later, but the morning involves alcohol before that meal. If you are sensitive to wine or prefer to taste lightly, tell your guide and take small sips rather than treating every pour as a full drink.
Montepulciano and the church of San Biagio

From Montalcino, you continue to Montepulciano. Here, you have free time to explore the city center on your own and see the church of San Biagio.
Montepulciano brings a different feel from Montalcino. Its historic center is the main focus of the stop, and the free time lets you choose your own pace. You might use it for photographs, a short walk, or a closer look at the town’s architecture. The tour description does not promise a guided walking tour of every street, so you should expect to explore independently.
The wine focus here is Vino Nobile di Montepulciano, often called Nobile. This is a good place to compare it with the Brunello you tasted earlier. The two wines come from nearby Tuscan territory, but the tour presents them through separate town identities and winery visits.
The free time is useful, but it also places some responsibility on you. Keep track of the meeting instructions and return time. On a tightly timed day, a late return could shorten your lunch or the next stop.
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Lunch in Montepulciano, paid separately

After time in Montepulciano and a Nobile tasting, you stop for lunch at a restaurant. The meal is not included in the tour price, so budget for it separately.
That arrangement gives you some choice in what you spend, but it means the final cost will be higher than the advertised fare. At $449.43 per person, you should think of the price as covering transportation, guiding, and the planned tastings, not a complete food-and-drink package.
I would ask the guide about the lunch timing and menu options at the start of the day. The supplied details do not specify a fixed menu or restaurant price, so you should not assume that lunch is a set meal or that wine is included with it.
Chianti and a final winery visit

The afternoon shifts from the Brunello and Nobile areas toward Chianti. You’ll visit a winery and learn about the cultivation of local Sangiovese grapes before tasting more wine.
This stop gives you the clearest look at the grape-growing side of the experience. The guide at the winery explains how the grapes are cultivated, followed by a tasting of local wines. If you want more than a quick sip and a scenic photo, this is an important part of the day.
The tour’s small-group limit matters again here. A winery visit for eight people can feel more manageable than a large tasting room filled with several tour buses. Still, the exact atmosphere depends on the winery and the group on your date. The description confirms an on-site guide, but it does not name the winery or promise a private tasting.
Greve and the Saturday market

You then descend toward Greve, where you have more free time. Greve is a practical place to browse, take a walk, and look for local food or souvenirs.
If your tour falls on a Saturday, the weekend market is a useful extra. You can look for Tuscan foods and distinctive souvenirs, adding a more everyday local stop to a day otherwise centered on wine estates and famous hill towns.
The guide may also arrange a wine or olive oil tasting in Greve if you want one. This is optional and costs extra. Since you already have several planned wine tastings, decide based on your interest and stamina. The olive oil option may offer a welcome change from more wine, while an additional wine tasting could make the day feel heavy for some people.
After Greve, you visit a classic Tuscan winery before returning to Florence. The final winery gives you another chance to taste local wines and connect the Sangiovese explanation with the bottles in your glass.
What the small group really changes

The tour allows no more than eight people. That is small enough to make the vehicle less crowded and the guide easier to reach with questions. It also gives you a better chance of getting clear instructions during free-time stops.
A small group does not make the day private. You still share the vehicle, tastings, and schedule with other people. If you want a completely flexible route or long private visits at each town, you would need a different type of arrangement.
For most people, eight is a sensible middle ground. You get structure and transportation without the feel of a large coach excursion. The format works especially well if you are staying in Florence and want to see several wine areas without renting a car.
Is $449.43 a fair price?
The price is high. You should compare it with the cost and effort of arranging a private vehicle, a driver, several winery visits, and a full-day route from Florence on your own.
The tour price includes the guided day, transportation in a private vehicle, winery and wine-bar stops, and access to the planned itinerary. It does not include lunch, and optional wine or olive oil tasting in Greve costs extra. Depending on how many added tastings you choose, the final bill can climb.
I see the value mainly in the logistics. You do not have to navigate between three hill towns, find parking, schedule wineries, or decide how to return safely after drinking wine. The small group also adds value for people who dislike large bus tours.
The price is harder to justify if you mainly want one or two glasses and a quick look at the countryside. In that case, a shorter and less expensive winery outing may suit you better. This tour makes more sense when you want a full Tuscan day with several towns, three wine areas, and a guide handling the route.
Who should book this day trip?
I would recommend it to you if you want to see several famous Tuscan towns in one day and do not want to drive. It also suits wine drinkers who want to compare Brunello, Nobile, and Chianti in their home region.
The itinerary works well for first-time visitors to Tuscany who are based in Florence. You get the major names without needing to plan separate excursions. The free time in Montepulciano and Greve also helps break up the tastings.
I would hesitate if you prefer slow travel. Three towns, multiple tastings, lunch, and the return drive make this a packed day. You may enjoy it less if you want long museum visits, an extended meal, or a quiet afternoon at one estate.
You must be at least 18 to drink. The dress code is smart casual. Most people can participate, and the meeting point is near public transportation, but you should still expect walking on town streets and time spent getting in and out of the vehicle.
Booking, cancellation, and weather notes
You can cancel for a full refund up to 24 hours before the experience begins. Changes or cancellations inside that 24-hour window are not accepted for a refund.
The tour requires good weather. If poor weather forces cancellation, you are offered another date or a full refund. It also requires a minimum of two people per booking and a minimum number of participants overall. If the operator cancels because that minimum is not met, you are offered another date or experience, or a full refund.
Bookings usually confirm at once, though reservations made within four days of departure may take up to 48 hours to confirm and remain subject to availability. The tour is often booked about 55 days ahead, so planning early is sensible, especially for a specific date.
Should you book the Complete Wine Tour?
Book this tour if you want an efficient, wine-focused introduction to southern Tuscany from Florence. The best reasons are the three major wine areas, the castle view in Montalcino, and the small group of up to eight.
Skip it if the price feels too steep or if you prefer one relaxed winery day with plenty of unplanned time. Also check the departure time carefully, since the information gives both 8:30 a.m. and 9 a.m. as possible start times.
For the right traveler, this is a practical way to fit Brunello, Nobile, Chianti, and three memorable Tuscan towns into one day. Just budget for lunch and optional tastings, pace yourself with the wine, and be ready for a long outing.
FAQ
Where does the tour start?
The tour starts at Piazza Adua, 50123 Firenze FI, Italy, near Santa Maria Novella station.
What time does the tour begin?
The listed start time is 8:30 a.m. The day description also refers to meeting at 9 a.m., so confirm the exact time with the provider before departure.
How long does the experience last?
The full-day tour lasts about 10 hours.
Where does the tour end?
The activity ends back at the original meeting point in Florence.
How many people can join the tour?
The tour has a maximum of eight participants.
Which wines do you taste?
The experience includes Brunello, Nobile di Montepulciano, and Chianti wines, including Chianti Classico references in the tour highlights.
Is lunch included?
No. You stop at a restaurant in Montepulciano, but lunch is at your own expense.
Are extra tastings available in Greve?
Yes. The guide may arrange an optional wine or olive oil tasting in Greve, but it costs extra.
What is the minimum drinking age?
The minimum drinking age is 18.
Can you cancel for a full refund?
Yes. You can cancel at least 24 hours before the start time for a full refund. Cancellations made less than 24 hours before the start time are not refunded.
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