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Best Wine Tours in Siena

Siena is a marvel, with its medieval buildings and delicious wines, visiting this city will leave you speechless. Take some of its incredible tours through its wineries and vineyards.

Nicolas Reffray

Nicolas Reffray

10 min read

Best Wine Tours in Siena

Autumn in a Vineyard | ©John Morgan

Siena belongs to the region of Tuscany, Italy, famous for its delicious wines and historical beauty. Among the best things to do in Siena, taking a wine tour is an excellent way to get to know the region and delight yourself with some of the most renowned Italian wines. There are options for all tastes, from walking tours to Vespa or horseback tours that will take you through the vineyards and wineries.

Their red wines are elegant and complex, and with these types of tours you will be able to taste some of their best vines, as well as learn more about the production process. It is true that when there are so many options it can be difficult to know where to start, that is why I have selected the most outstanding wine tours in Siena. Read on, you won't regret it.

1. Enjoy a wine tour with tasting in Siena

Vineyards| ©Pug Gir
Vineyards| ©Pug Gir

Take a relaxing tour of an organic vineyard in Tuscany, just 2 km from the historic center of Siena. You will learn about the wine making process, the grapes and their agronomic cycle. This is a unique experience, you will be able to witness all the steps, from the vineyard to the glass.

This is undoubtedly one of the best tours in Siena. It will allow you to get to know in detail one of the most characteristic features of the region, since its wines are famous all over the world. Then, you can enjoy a tasting of 4 different varieties of wine, all typical of Tuscany.

In addition to the tasting in the cellar, a light lunch with local seasonal products is included, where you can be sure that the delicious extra virgin olive oil from Siena will not be missing. An unmissable tour for lovers of taste.

Details of interest

  • Price: from 76 euros per person.
  • Duration: about 3 hours in total.
  • Means of transportation: transportation to the place is not included.
  • Advantages of this option: tasting of 4 varieties of organic wines of the region and a light lunch are included.
  • Disadvantages of this option: does not include pick up and return to the hotel.

Reserve your place on this wine tour with tasting in Siena

2. Join this Vespa tour of Siena with lunch at a Chianti winery

Chianti| ©denis legendre
Chianti| ©denis legendre

Experience a different adventure. Hop on a classic Italian Vespa scooter and ride along the roads of Tuscany to enjoy lunch and wine tasting at a local winery. While there are many wine tours in and around Siena, this one has the particularity that you can drive yourself through the green Italian landscapes, and follow your guide in a complete experience.

Of course, if you don't feel like driving, your guide can also take you. You will get to know the region in the most typically Italian way, and enjoy the Chianti Valley and Monteriggioni, with its medieval castles. Then you will stop for lunch and a tasting of locally produced wines. Considered one of the top 10 food tours in Siena, this experience is second to none.

One thing to note is that this tour includes an English speaking guide, so if you don't speak Italian, don't worry, you won't miss a thing.

Details of interest

  • Price: from 126 euros per person.
  • Duration: about 7 hours and 30 minutes in total.
  • Means of transport: you will tour Siena on a classic Italian Vespa scooter.
  • Advantages of this option: you will be able to drive a classic Italian Vespa scooter and taste the best local gastronomy.
  • Disadvantages of this option: the tour does not include hotel pick-up and drop-off.

Book your place on this Vespa tour in Chianti

3. Dinner in the vineyards of Siena

Sunset in a vineyard| ©giovanni Campus
Sunset in a vineyard| ©giovanni Campus

On this tour you will have the chance to enjoy an authentic Italian dinner in an incomparable setting. You will be taken in a comfortable minivan to an estate in Tuscany, more precisely in the Chianti Valley region. There you will visit the vineyards and wineries where one of the most famous wines in the world is produced.

After a walk through the beautiful paths and plantations, and as the sun sets, you will enjoy a delicious traditional Italian dinner. You will savor dishes made with fresh seasonal products, paired with the most delicious Tuscan wines. Without a doubt this is one of the best things to do in Siena at night.

This is a different experience, since wine tours are usually done during the day. You will be able to taste some of the varieties of chianti wine and enjoy an exceptional atmosphere under the stars. In addition, your guide will tell you in English everything you need to know about Tuscany and its delicious wines.

Interesting details

  • Price: from 89 euros per person.
  • Duration: about 5 hours in total.
  • Means of transport: you will be driven in a comfortable minivan.
  • Advantages of this option: it is the only night wine tour from Siena, a unique experience at the edge of the vineyards.
  • Disadvantages of this option: some places inside the wineries are not wheelchair friendly.

Book a dinner in the vineyards of Siena

4. Take a tasting class and try some classic Tuscan wines

Wine tasting in Chianti| ©a dash of zest
Wine tasting in Chianti| ©a dash of zest

Immerse yourself in the world of Tuscan wine, learn everything you need to know to fully enjoy one of the most renowned wines in the world. Tuscany is famous for being a region with centuries of history behind it, medieval castles, stone streets and dreamy landscapes. But undoubtedly, one of the main attractions and one of the reasons why it receives so many visitors every year, is its wine.

In this school, located in the center of Siena, you will learn the secrets of a good wine tasting, what to take into account, its texture, its body, its color. Put yourself in the hands of professionals and become an expert in Tuscan wines.

Interesting details

  • Price: from 60 euros per person.
  • Duration: about 2 hours in total.
  • Means of transport: the school is located in the center of Siena, transport is not included.
  • Advantages of this option: you will be able to learn the secrets of a good wine tasting and taste different local varieties.
  • Disadvantages of this option: no meals or snacks are included.

5. Walk around Siena and enjoy a meal and Chianti wine

Piazza del Campo| ©Hervé Simon
Piazza del Campo| ©Hervé Simon

This option will take you around the historic city center of Siena with a local guide. You will learn all the secrets and stories of this amazing place, stroll through the Piazza del Campo, which was declared a World Heritage Site by UNESCO. You will see all the charm of its monuments and taste the best of Tuscan gastronomy, accompanied by a Chianti wine.

This tour is not the typical excursion, as it proposes to take you to those places and meeting points of the locals, where you can taste Pecorino cheese, Tuscan prosciutto, traditional finocchiona salami and homemade bread, to finish with some delicious Ricciarelli, the typical sweets of Siena.

If you are in Siena for just a few days, this tour is ideal for you to get a taste of the local flavors and history. Definitely one of the best tours to do in Siena in 2 days, you will not regret it.

Details of interest

  • Price: from 49 euros per person.
  • Duration: about 2 hours in total.
  • Means of transport: walking tour through the center of Siena.
  • Advantages of this option: you will get to know the places frequented by the locals and taste the most traditional flavors of the region along with its delicious Chianti wine.
  • Disadvantages of this option: visits to local vineyards or wineries are not included.

6. Wine tasting in a medieval cave in the heart of Siena

Siena Cathedral| ©Discovering the Globe
Siena Cathedral| ©Discovering the Globe

What could be better than enjoying a Tuscan wine tasting in a place steeped in history. This experience will take you to the hidden heart of Siena, through its subway tunnels, to a stone cave located very close to Siena Cathedral, dating back to the year 600.

The tour starts at the Basilica Cateriniana San Domenico, where you can enjoy excellent views of the city. Next to it, you will visit Piazza San Domenico, then descend through stone passages to the tasting site. Here you will have the opportunity to taste some of the most renowned varieties of local wines, such as Chianti Classico, Super Tuscans and Brunello di Montalcino.

Details of interest

  • Price: from 55 euros per person.
  • Duration: about 1 hour and 15 minutes in total.
  • Means of transport: the tour is on foot.
  • Advantages of this option: you will have the opportunity to taste Tuscan wines in a place full of history.
  • Disadvantages of this option: not suitable for people with mobility problems or wheelchairs.

7. Enjoy a tasting of Tuscan wines and typical Tuscan products on a panoramic terrace

Wine cellar| ©VALDONICA
Wine cellar| ©VALDONICA

Visit the beautiful vineyard and winery San Giorgio a Lapi, where you can sit on a beautiful panoramic terrace located just 6 km from the center of Siena, more precisely on the border between Chianti Colli Senesi and Chianti Classico. From there you will be able to appreciate the San Giorgino Church and the white mulberry tree, while tasting 3 glasses of the most delicious wine produced by the winery.

In a pleasant and relaxed way, the owners of the place will tell you all about the cultivation and production of both the wine and the extra virgin olive oil. You can also enjoy a brunch with local products in an absolutely majestic natural setting.

Interesting details

  • Price: from 25 euros per person.
  • Duration: approximately 1 hour and 30 minutes in total.
  • Means of transport: does not include pick up and return to the hotel.
  • Advantages of this option: the views from the panoramic terrace are truly incredible, and the brunch includes typical Tuscan cold cuts and cold meats.
  • Disadvantages of this option: the transfer to the vineyard is not included.

8. Take a horseback riding tour with wine tasting in Siena

Tasting wine| ©sunglowjen
Tasting wine| ©sunglowjen

Experience all the charm of Tuscany in a completely different way. On this tour you will see the rows of vineyards and olive groves around Siena on a beautiful horse. Your guide will take you to explore the fields and hills of one of the most beautiful regions of Italy.

You will visit the winery and learn about the winemaking process, from the vine to the bottling. Afterwards you will visit an organic farm, where you can enjoy an authentic Tuscan lunch and a tasting of their best wines, as well as their extra virgin olive oil.

A great way to get in tune with nature and learn more about Tuscany and its amazing wines.

Details of interest

  • Price: from 280 euros per person.
  • Duration: about 5 hours in total.
  • Means of transport: you will ride on horseback.
  • Advantages of this option: you will be able to experience the contact with nature in a different way, riding in Tuscany will allow you to appreciate the landscape much better.
  • Disadvantages of this option: not suitable for people with reduced mobility.

9. Live a self-guided walking and wine tasting experience in Siena

Streets of Siena| ©vic15
Streets of Siena| ©vic15

Take a walk through the charming medieval streets of Siena, and finish by tasting the most incredible Tuscan wines at a local winery. The tour is self-guided, meaning that you will receive on your cell phone all the directions for a walk through the best of Siena.

Sometimes, this type of tour allows you to go at your own pace and not have to deal with other travelers. You will go through the most interesting corners of the city until you reach the winery, where an exclusive tasting of Tuscan wines and a typical Tuscan lunch awaits you. This is a family winery, so you will feel at home.

Interesting details

  • Price: from 102 euros per person.
  • Duration: about 8 hours in total.
  • Means of transportation: you will tour the city on foot.
  • Advantages of this option: you can manage at your own pace.
  • Disadvantages of this option: since you do not have a guide to accompany you during the tour, you cannot ask any questions or listen to the history of the place.

How to book a wine tour in Siena

Book Online| ©Glenn Carstens-Peters
Book Online| ©Glenn Carstens-Peters

As I always say, the best way to book a tour is online, so you can see what other users think about the tour. Plus, you can pay online from the comfort of your mobile or computer.

Reserve your place on an amazing wine tour in Siena

Duration of a wine tour in Siena

Watch| ©Cats Coming
Watch| ©Cats Coming

The duration ranges from options of just over 1 hour to others of 8 hours. It will always depend on the type of tour you prefer. Don't forget that if you are traveling with small children a tour that is too long is not recommended.

What will I see on this type of excursion?

Tuscany| ©Pom'
Tuscany| ©Pom'

This type of tour focuses on experiences around the world of Tuscan wine, you have the choice between tastings and walks in and around the city, to authentic traditional meals with tasting of different varieties of local wines.

Tips for a wine tour in Siena

Comfortable shoes| ©Alexandra Tran
Comfortable shoes| ©Alexandra Tran

Please note that if the tour you have chosen does not include any kind of food, it is advisable not to do it on an empty stomach, as it might make you sick or a bit dizzy.

How much does a wine tour in Siena cost?

Money in Euros| ©Ibrahim Boran
Money in Euros| ©Ibrahim Boran

Prices are very wide, ranging from €25 to €280 per person, but in general, most are around €60.

Why is it advisable to take a wine tour in Siena?

Tuscany by night| ©Alex Berger
Tuscany by night| ©Alex Berger

Because it is one of the main attractions of the Tuscan recession and a perfect way to get in touch with the history of the place.