More about: 7 Best Siena Tours
With its medieval buildings, cobblestone streets and sites such as the Piazza del Campo, the Palazzo Pubblico, and the Torre del Mangia, Siena is a city that has a lot to offer to those who visit it. Nothing better to get the most out of your visit than to take a guided tour.
There are many things to see and do in the city of Siena, you will see that there are options for all tastes, from walks through the historic center of the city or Vespa motorcycle rides, to tours aboard a classic Fiat 500 through the Tuscan countryside. Here I have selected for you all the options that await you in this interesting city.
1. Tour of Siena on a Vespa

If you are looking for an all-inclusive experience, this may be your best choice. On this tour you will ride through the Tuscan countryside on a classic Vespa scooter towards the Chianti Valley. On this very Italian ride, you will have the opportunity to appreciate the Tuscan hills, the vineyards and wineries, as well as the picturesque medieval villages.
At noon you will stop at a renowned winery. There you can enjoy a traditional Italian lunch, accompanied by the best wines produced in the winery, and then return to Siena.
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This is a full day activity, and it is suitable whether you know how to drive a motorcycle or not, since in that case you can ride behind the driver as a companion.
Details of interest:
- Price: from 124 euros per person.
- Duration: about 7 hours and 30 minutes in total.
- Means of transport: you will ride through Tuscany on a classic Vespa motorcycle.
2. Private tour of the best of Siena

This is a great option to see the most important sites of Siena with a specialized local guide. You will walk through the historic cobblestone streets of the medieval old town and appreciate emblematic sites such as the Basilica of San Domenico, the Sanctuary of St. Catherine of Siena, Piazza del Campo and the imposing Cathedral.
On this walking tour you will also see important works of Renaissance artists, along with the stunning architecture of the city, so it is ideal if you want to see Siena in 1 day The groups are small, so the experience is much more personalized and you will be able to make the most of all the information. This is an excellent way to tour Siena without missing out on any of its main attractions.
Details of interest:
- Price: from €140.
- Duration: about 3-4 hours in total.
- Means of transport: on foot, there is no pick-up service, but you have very accessible public transport in the area.
3. Guided tour of the Cathedral of Siena

Undoubtedly, the Cathedral is one of the most iconic places in Siena, one of those that you should not miss if you are in the city. On this tour you will get to know it in the most complete and convenient way. You will go in a small group together with your guide, who will tell you the story behind its construction and all its surroundings.
The guided tour and access to the Cathedral of Siena also has the advantage that, thanks to having the tickets booked in advance, you will avoid having to wait in long lines. Afterwards, your guide will take you to walk around the surroundings of the Siena Cathedral, where you will enjoy some beautiful piazzas, hidden gardens and the medieval quarters of Siena.
Details of interest:
- Price: from €36 per person.
- Duration: about 2 hours and a half in total.
- Means of transport: the tour is done on foot from a meeting point.
- Advantage of this option: you will know every detail of one of the architectural jewels of Siena.
- Disadvantage of this option: the visiting hours are fixed and no refreshments are included during the tour.
4. Tour in vintage Fiat 500 through the Tuscan hills

If you have always dreamed of driving a Cinquecento through the Italian countryside, this tour is for you. You will have the opportunity to take a picturesque ride aboard this classic Italian automobile. You will be picked up at a point located in the historic center of Siena, to head towards the town of Monteriggioni through the Tuscan roads.
You can drive yourself, or be accompanied by a driver. The caravan of cars will be led by the group guide. On the tour you will cross the Chianti hills and marvel at the breathtaking scenery of the Italian countryside.
The tour makes a stop at one of the local vineyards to taste their delicious wines and recharge your batteries with a hearty three-course lunch of regional food. Groups are limited to a total of 10 people, so the experience is personalized. You will be able to take full advantage of your guide's knowledge and explanations.
Details of interest:
- Price: from 150 euros per person.
- Duration: about 7 hours and 30 minutes in total.
- Means of transport: the vehicle is a classic Fiat 500 car.
5. Bike tour of Chianti with lunch in a winery

If you like to ride a bike, this tour will give you the opportunity to do so while enjoying the beautiful Tuscan landscapes. Your guide will pick you up from your accommodation in Siena and take you aboard a van to Chianti, where your bike and helmet will be waiting for you.
Once you are ready, you will set off with your group and your guide to tour the Chianti area. Through the rural landscape you will see all the wonderful Tuscan nature, visit an ancient monastery, then stop at a winery. The stop includes a traditional lunch and a wine tasting.
This is an ideal ride for those who enjoy physical exercise and touring the sites in a more interactive way with the environment. Dare to pedal through Tuscany! And if you would like to take the tour, but doubt if you can handle the exercise, don't worry, since these are electric bikes, you choose the level of effort.
Details of interest:
- Price: from 159 euros per traveler.
- Duration: about 6 hours in total.
- Means of transport: air-conditioned van and on-site mountain bike.
6. Tour of the secret side of Siena

Designed for those who already know the typical sights of Siena, this tour takes you a little deeper into the rich heritage of the city. With a small group and a professional guide you will walk through other attractions. You will be led through the areas less crowded with tourists and walk through alleys and streets that will make you feel like a local.
You will learn about some of the details of Siena's golden age of architecture and visit sites such as the Church of the Madonna di Provenzano and the Basilica di Santa Maria dei Servi. The latter houses masterpieces of enormous value.
You will learn about the history of some prominent local artists, the neighborhoods and districts of Siena, and of course the Palio di Siena race. You will also visit the medieval Fontebranda fountain where the guide will tell you about the geology of the area.
Details of interest:
- Price: from €30 per person.
- Duration: about 3 hours in total.
- Means of transport: on foot, you will have to reach the starting point by your own means. Fortunately, public transportation is accessible in the area.
7. Walking tour in Tuscany

This is the ideal option for hiking enthusiasts and those who enjoy walking through the sites to enjoy them at a leisurely pace. Your guide will pick you up in a comfortable air-conditioned minivan to take you to Tuscany and start the adventure.
On your way you will learn from your guide about the history and nature of the region. You will walk through olive groves, alongside hills and vineyards, and pass through ancient and idyllic villages that will make you feel like you have traveled back in time.
You will have a refreshment stop for a picnic lunch with the best of regional preparations, country bread, cheese, Serrano ham and fresh vegetables, plus a glass of the most delicious wine. And if that's all it takes to whet your appetite, you should check out the best food tours in Siena.
The tour includes stops on the Via Francigena, an ancient medieval pilgrimage route, and the picturesque town of San Gimignano. Undoubtedly a tour that becomes an unforgettable experience.
Details of interest:
- Price: values start from 50 euros per person.
- Duration: about 4 hours in total, approximately.
- Means of transportation: air-conditioned minivan with capacity for 8 passengers.