9 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.
9 Best Wine Tours in Siena

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

The red wines are elegant and complex, and with these tours you can taste some of the best vintages and learn more about the production process. With so many options, it can be difficult to know where to start, which is why I have selected the best wine tours in Siena. Keep reading, you won't regret it.

1. 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'll learn about the wine-making process, the grapes, and their agronomic cycle. It's a unique experience where you can witness every step, from the vineyard to the glass.

This is undoubtedly one of the best tours in Siena. It will allow you to discover one of the region's most distinctive features in detail, as its wines are famous throughout the world. Afterwards, you can enjoy a tasting of four different varieties of wine, all typical of Tuscany.

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

Details of interest

  • Price: from $76 per person.
  • Duration: approximately 3 hours in total.
  • Transportation: transportation to the location is not included.

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

Chianti| ©denis legendre
Chianti| ©denis legendre

Experience a different kind of adventure. Hop on a classic Italian Vespa motorcycle and ride through the roads of Tuscany, enjoying lunch and wine tasting at a local winery. While there are many wine tours in Siena and the surrounding area, this one is unique in that you can drive yourself through the green Italian countryside and follow your guide for a complete experience.

Of course, if you don't feel like driving, your guide can also drive you. You'll get to know the region in the most typically Italian way and enjoy the Chianti Valley and Monteriggioni with its medieval castles. Then you'll stop along the way to enjoy lunch and a tasting of locally produced wines. Considered one of the 10 best food tours in Siena, this experience is unbeatable.

One detail to keep in mind is that this tour includes a Spanish-speaking guide, so if you don't speak Italian, don't worry, you won't miss a thing.

Details of interest

  • Price: from $126 per person.
  • Duration: approximately 7 hours and 30 minutes in total.
  • Transportation: you will tour Siena on a classic Italian Vespa motorcycle.

Book a Vespa tour with wine tasting in Chianti

3. Tour with 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 opportunity to enjoy an authentic Italian dinner in an incomparable setting. You will be taken in a comfortable minivan to a farm in Tuscany, more precisely in the Chianti Valley region. There you will visit the vineyards and wineries where one of the world's most famous wines 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 be able to savor dishes made with fresh seasonal products, paired with the most delicious wines of Tuscany. This is undoubtedly one of the best things to do in Siena at night.

It is a unique experience, as wine tours are usually held during the day. You will be able to taste some of the Chianti wine varieties and enjoy an exceptional atmosphere under the stars. In addition, your guide will tell you everything you need to know about Tuscany and its delicious wines in Spanish.

Details of interest

  • Price: from $89 per person.
  • Duration: approximately 5 hours in total.
  • Transportation: you will be driven in a comfortable minivan.

4. Classic Tuscan wine tour

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

Immerse yourself in the world of Tuscan wine and learn everything you need to know to enjoy one of the most renowned wines in the world. Tuscany is famous for being a region with centuries of history, medieval castles, stone streets, and dreamlike landscapes. But without a doubt, one of its main attractions and one of the reasons why it welcomes so many visitors every year is its wine.

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

Details of interest

  • Price: from $60 per person.
  • Duration: approximately 2 hours in total.
  • Transportation: the school is located in the center of Siena, transportation is not included.

5. Walking tour of Siena with Chianti food and wine

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

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

This tour is not your typical excursion, as it aims to take you to places and meeting points frequented by locals, where you can taste Pecorino cheese, Tuscan prosciutto, traditional finocchiona salami, and artisan bread, finishing off with some delicious Ricciarelli, Siena's traditional sweets.

If you are in Siena for just a few days, this tour is ideal for getting a taste of the local flavors and history. Definitely one of the best tours to do in Siena in two days, you won't regret it.

Details of interest

  • Price: from $49 per person.
  • Duration: approximately 2 hours in total.
  • Transportation: walking tour through the center of Siena.

6. Tour with 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 tasting of Tuscan wines in a place steeped in history? This experience will take you to the hidden heart of Siena, through its underground tunnels, to a stone cave located very close to Siena Cathedral, which dates back to the year 600.

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

Details of interest

  • Price: from $55 per person.
  • Duration: approximately 1 hour and 15 minutes in total.
  • Transportation: the tour is on foot.

7. Wine tasting and typical Tuscan products on a panoramic terrace

Wine cellar| ©VALDONICA
Wine cellar| ©VALDONICA

Visit the beautiful San Giorgio a Lapi vineyard and winery, 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 can admire the Church of San Giorgino and the white mulberry tree while tasting three glasses of the most delicious homemade wine.

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

Details of interest

  • Price: from $25 per person.
  • Duration: approximately 1 hour and 30 minutes in total.
  • Transportation: does not include pickup or return to the hotel.

8. Horseback riding tour with wine tasting in Siena

Wine tasting| ©sunglowjen
Wine tasting| ©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 horseback. Your guide will take you to explore the fields and hills of one of the most beautiful regions in Italy.

You will visit the winery and learn about the wine-making process, from the vine to the bottle. 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.

An excellent way to get in tune with nature and learn more about Tuscany and its incredible wines.

Details of interest

  • Price: from $280 per person.
  • Duration: approximately 5 hours in total.
  • Transportation: you will go on a horseback ride.

9. Self-guided walking tour and wine tasting 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 all the instructions on your mobile phone to take a tour of the best of Siena.

Sometimes, these types of tours allow you to go at your own pace and not have to deal with other travelers. You'll visit the most interesting corners of the city until you reach the winery, where an exclusive tasting of Tuscan wines and a typical regional lunch await you. It's a family-run winery, so you'll feel right at home.

Details of interest

  • Price: from $102 per person.
  • Duration: approximately 8 hours in total.
  • Transportation: you will explore the city on foot.

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 an excursion is online, so you can see what other users think about the excursion. Plus, you can pay online from the comfort of your mobile phone or computer.

Book a Vespa tour with wine tasting in Chianti

Duration of a wine tour in Siena

Clock| ©Cats Coming
Clock| ©Cats Coming

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

What will I see on this type of excursion?

Tuscany| ©Pom'
Tuscany| ©Pom'

These tours focus on experiences related to the world of Tuscan wine. You can choose between wine tastings and walks through the city and its surroundings, or authentic traditional meals with tastings of different local wines.

Tips for a wine tour in Siena

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

Keep in mind that if the tour you have chosen does not include any meals, it is best not to go on an empty stomach, as you may feel sick or dizzy.

Book a Vespa tour with wine tasting in Chianti

Reviews from other travellers

5
· 1050 Reviews
  • C
    C.
    5
    (0 Reviews)
    I immersed myself in the beauty of the region, enjoyed the local cuisine and created memories that I will treasure forever.
  • H
    H.
    5
    (0 Reviews)
    The Vespa gave me a unique perspective of the Tuscan countryside. It allowed me to enter enchanting places and discover hidden corners that I would not have found otherwise.
  • V
    V.
    5
    (0 Reviews)
    The natural beauty of Tuscany intertwined with the wine culture in a perfect way.
  • O
    O.
    5
    (0 Reviews)
    Every bite and sip was an explosion of flavors and aromas that transported me to the essence of Tuscany.
  • S
    S.
    5
    (0 Reviews)
    I enjoyed an exquisite meal and had the opportunity to taste carefully selected wines made from the fruits of the region.