Siena is ideally located to explore all the tastes of Tuscany, with cooking classes and food tours being ever-popular activities. However, if you truly want to discover the essence of this legendary setting, you have to consider a wine tour and tasting in Siena.

Tuscany is one of the most famous and influential wine regions in the world — making a wine tour and tasting from Siena a must for any visitor. This region has been delighting lovers of the vine since the time when the Etruscans ruled Italy and Rome was just a muddy hovel.

And unlike the Etruscans, the wine being produced here is anything but ancient history with the region still delighting wine lovers and novices alike — as you’ll be sure to discover for yourself.

Here's all you need to know about wine tours and tastings, one of the most aromatic gastronomic experiences in Siena.

What are the best wine-tasting tours in Siena?

The Tuscan wine region is so varied that finding the best wine-tasting tour comes down to how much time and money you’re willing to spend.

Guided group wine-tasting tour in Siena

A guided group wine-tasting tour in Siena is the best way to share in Tuscany’s rich bounty without costing an arm and a leg. During this 2-hour wine tour, you will travel to a local vineyard where you’ll see the entire wine-making process — from vine to bottle and everything in between.

The winery is also a fully functioning and organic farm so not only will you learn about your favorite libation — but you’ll get to see traditional Tuscan agriculture in action. During this tasting, you’ll enjoy a selection of wines showcasing the best that Siena has to offer.

Tuscan wine-tasting class in Siena

A wine-tasting class in Siena is perfect for all types of wine lovers, no matter their familiarity with local processes or cultivars. The reason for this is simple — each vintage and bottle brings something new to the table, making your journey into wine a never-ending voyage.

This wine-tasting class in Siena will guide you on your mouthwatering meanderings, allowing you to come to grips with the different characteristics of Tuscan wines. The class adapts to your level of experience, meaning there’s something on offer for all types of wine drinkers.

Small group wine-tasting tour in Siena

A small group wine-tasting tour in Siena creates a more intimate setting, perfect for you to explore the intricacies that Tuscany’s vineyards are known for. It’s also great for families, groups of friends and couples because the number of fellow participants is limited.

All these factors come into play when you leave Siena behind and travel to Montalcino to taste the famed wines of Rosso and Brunello Winery. After whetting your appetite, you’ll head into this picturesque hilltop village for a traditional Tuscan three-course meal. Don’t worry, there’s more wine on the menu and you’ll stop at a brilliant, but lesser-known winery on your way back to Siena.

Private full-day wine-tasting tour in Siena

If you want to ensure that you are the only people on your wine-tasting trip, you should consider a private wine tour from Siena. This perk comes at a premium, however, but one that’s well worth the extra couple of bucks.

During this tour, you’ll visit wineries near Montalcino and San Gimignano, tasting some of the best vintages that Tuscany has to offer. Your entire outing will take place in luxury, with a fully-kitted VIP bus driving you around — a level of luxury that will be matched by the lunch you’ll be served and the scenery on display.

Are there any combos available with wine-tasting tours in Siena?

One of the best ways to get the most out of your trip to Siena is by combining your wine-tasting tour with another excursion — taking your outing to the next level.

Tuscan countryside hiking tour with wine tasting in Siena

The Tuscan countryside just begs to be explored on foot — and that’s exactly the idea behind this hiking and wine-tasting tour combo in Siena. What better way to enjoy Tuscany’s majestic rolling hills after a day’s hike than settling down with a delicious glass of wine?

Don’t worry, transport to and from the hike is included so you don’t have to trudge on with wine-addled feet.

Which places are visited?

Tuscany

Tuscany is the picture that most people see in their mind’s eye when someone mentions the Italian countryside. It’s easy to understand why — rolling hills, cypress-studded roads and distinctive architecture combine to create one of the most stunning areas in the world.

Chianti

Chianti is one of Italy’s most influential agricultural areas, producing some of the world’s best olive oils, cheeses and wines. The region also sports breathtaking Tuscan stone castles and captivating views — making the area an absolute must-visit.

Montalcino

Montalcino is a picturesque medieval hilltop village that perfectly encapsulates the essence of Tuscany. Visitors to this breathtaking town can spend the day wandering its stunning streets, or visit the world-famous Rosso and Brunello di Montalcino winery.

San Gimignano

Imagine the quintessential Tuscan village. Now, amp it up a couple of levels and place it on a hilltop offering stunning 360-degree views. And add a couple of majestic towers just for effect. The result is San Gimignano, a truly unforgettable town straight from a fairytale, with local produce that matches its beauty.

How much do wine-tasting tours in Siena cost?

Much like the wines of Tuscany, there are Siena wine tours that will satisfy any budget and taste — with these wine tastings ranging from €40 to €260 per person.

A guided group wine-tasting tour in Siena costs €40 per person, making it a great option to sate your thirst — while being kind to your wallet. However, frugality comes at a cost with larger groups to be expected on these outings — especially during Siena’s peak tourist season.

Tuscan wine-tasting classes in Siena cost €60 per person — a small price to pay for the wealth of knowledge you’ll receive during this experience.

A small group wine-tasting tour in Siena will cost €160 per person, and your outing will be limited to a maximum of eight participants. A three-course lunch is also included, adding even more value to the offering.

A private full-day wine-tasting tour in Siena will cost €260 per person, but your party will be the only people on the tour — and it includes a delicious traditional Tuscan lunch.

What is included?

Wine-tasting tours in Siena will include transport to and from the winery, allowing you to enjoy your tipple in a safe and responsible manner. All of the wines that you’ll taste are included in the price — and the quality depends on the level of the tour you choose.

Some of the wine tours include extras like lunch or an expert, but you should consider confirming this when booking.

Where does it start?

Wine tours and tastings usually start at your hotel, with a complimentary pickup and drop-off service included in the tour. However, you should confirm that your place of residence is included in the area serviced.

How long does it last?

Wine tours in Siena typically last for around 2 hours, making them the perfect activity to be combined with something like a Siena walking tour, cooking class or food tour.

Wine tours that visit a number of wineries can take up an entire day, making for an unforgettable experience. Wine tours that combine another activity also usually last for 8 hours, meaning you’ll have to set an entire day aside.

Is it wheelchair friendly?

The majority of wine tours and tastings in Siena are wheelchair accessible, specialized transport is available and facilities are present at the vineyards. However, travelers in need of assistance should consider confirming this when booking.

Are children allowed?

Yes, children are allowed on wine tastings and tours in Madeira. However, guests must be at least 18 years old to participate in the tasting portion of the tour. Most tours can also accommodate strollers as well.

When is the best time for a wine-tasting tour in Siena?

While you can generally enjoy wine tasting tours year-round, the best time to visit Siena for a wine-tasting tour is usually during the harvest season, or "vendemmia" in Italian, which typically takes place from late August to October.

Another excellent time for a wine tasting tour is in the spring, from April to June, when the vineyards are coming to life, the weather is typically mild, and the tourist crowds are not at their peak yet.

Travel tips

Responsible Tasting. You don't have to finish every glass. It's perfectly acceptable to spit the wine out after tasting.
Don’t Wear Perfume. Strong fragrances can interfere with the aroma of the wine.
Research. Know what kinds of wine the region is known for. For Siena, it's Chianti, Brunello di Montalcino, and Vino Nobile di Montepulciano.

Wine Tours and Tastings in Siena