More about: 7 Best Siena Tours
With its medieval buildings, cobbled 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 visitors. Nothing better to get the most out of your visit than a guided tour.
There are so many things to see and do in the city of Siena, you will see that there is something for everyone, from walking through the historic city centre to Vespa motorbike 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-round experience, maybe this is your best choice. On this tour you will ride through the Tuscan countryside on a classic Vespa scooter in the direction of the Chianti Valley. On this very Italian tour, you will have the opportunity to appreciate the Tuscan hills, vineyards and wineries, as well as picturesque medieval villages.
At midday you will stop at a renowned winery. There you can enjoy a traditional Italian lunch, accompanied by the best wines produced on the premises, before returning to Siena.
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This is a full day activity, and is suitable whether you know how to drive a motorbike or not, as in that case you will be able to 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 travel through Tuscany on a classic Vespa motorbike.
2. Private tour of the best of Siena

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

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 Siena Cathedral also has the advantage that, thanks to having your tickets booked in advance, you will avoid having to wait in long lines. Afterwards, your guide will take you around 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 2.5 hours in total.
- Means of transport: the tour is done on foot from a meeting point.
- Advantage of this option: You will get to know all the details of one of Siena's architectural jewels.
- Disadvantage of this option: the visiting hours are fixed and no refreshments are included during the walk.
4. Tour in a 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 car. You will be picked up at a point located in the historic centre 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 stops at one of the local vineyards to taste delicious wines and recharge your batteries with a hearty three-course regional lunch. Groups are limited to a total of 10 people, so the experience is personalised. You'll be able to make the most 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 cycling, this tour will give you the opportunity to do so while enjoying the beautiful landscapes of Tuscany. 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 explore the Chianti area. Through the rural landscape you will see all the wonderful Tuscan nature, visit an ancient monastery, and then stop at a winery. The stop includes a traditional lunch and wine tasting.
This is an ideal ride for those who enjoy getting some physical exercise and touring the sites in a more interactive way with the environment. Come and pedal through Tuscany! And if you would like to do the tour, but doubt if you can handle the exercise, don't worry, as these are electric bikes, you choose the level of effort.
Details of interest:
- Price: from 159 euros per passenger.
- Duration: about 6 hours in total.
- Means of transport: air-conditioned van and on-site mountain biking.
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 explore other attractions on foot. 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 neighbourhoods 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 euros per person.
- Duration: about 3 hours in total.
- Means of transport: on foot, you will have to get to the starting point by your own means. Fortunately, public transport is accessible in the area.
7. Walking tour in Tuscany

This is the ideal option for hikers and those who enjoy walking around 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 about the history and nature of the region from your guide. You will walk through olive groves, alongside hills and vineyards, and pass through ancient and idyllic villages, which will make you feel like you have travelled back in time.
You will have a refreshment stop for a picnic lunch with the best of regional delicacies, 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.
- Means of transport: air-conditioned minivan with capacity for 8 passengers.