private tour

Private tour to Siena and Chianti from Florence

per party
All health and safety measures are in place. Also keep in mind that booking a private service you will be the only party in the vehicle. The top solution in terms of safety, comfort, privacy and flexibility. Relax and enjoy your experience.



Wine and history: a tour to Siena and Chianti

Enjoy a private tour from Florence to Siena and Chianti, the perfect experience to dive into the Tuscan wine culture and ancient history. Explore the highlights of Siena, admire the beautiful Tuscan countryside and taste the world famous Chianti wine.


Start your private day with a panoramic one-hour drive through the Tuscan countryside. Then stop in Siena and explore the fascinating medieval city birthplace of beloved Italian Saint Catherine.

Ancient city made of brown Siena-colored bricks, a jumble of narrow streets and picturesque squares, medieval towers, spectacular cathedral and the tall and trim Torre del Mangia. A journey into an enticing atmosphere almost like stepping back in time.

Piazza del Campo

Siena was built on three hills and is home to one of the most authentic and important Gothic cathedrals south of the Alps. Admire the city’s architectural masterpieces, the unusual shell-shaped Piazza del Campo which beauty has been entrapped in many films and photographs.

Palio horserace

In Piazza del Campo, a brick-covered square twice a year takes place the ‘Palio’ horserace. It involves all the local population and it is considered one of the most important events in the life of the Senese people. Almost anything will be done to win this extremely competitive race and bring home the ‘Palio’, a silk banner proudly displayed in the ‘contrada’ or neighborhood it represents.


Wonder in the Chianti countryside, enjoy amazing scenarios made of vineyards, olive trees, rolling hills and old stone buildings.

Tuscan winery

Stop to a hilltop Tuscan winery, learn about the roots of the estate and the millenary tradition of wine making. Satisfy your curiosity about excellent wine and olive oil, taste wine and fresh olive oil they produce.

Greve in Chianti

Time allowing, stop on the way back to Florence in Greve in Chianti, one of the most representative villages of the Chianti wine region. Birthplace of the Tuscan explorer Giovanni da Verrazzano, the first European to reach the New York Harbor and thus a bridge there was named after him.



Your experience in Siena and Chianti finishes with a relaxing drive back to your accommodation in Florence.

…read more

Can we reserve a local guide directly on-site, on the day?
Unfortunately, no! If you’d like to add this optional service you must book it at the time of reservation, or at least a few days in advance.



Is the private tour to Siena and Chianti from Florence, accessible for people with disability?
Yes, it is! We can accommodate people with reduced mobility and foldable wheelchair/scooters users.
Please note: it is mandatory to specify each specific need at the time of booking and in case of wheelchair/scooters, the exact dimensions to be sure they can fit in the trunk of the vehicle.



How much walking is involved in the private tour to Siena and Chianti from Florence?
It is totally up to you. Our vehicles have special permits/licenses to circulate almost everywhere (pedestrian areas included).
Obviously, the best way to enjoy the visit of the historic city centers is by walking. Being a private service, you are free to decide your own pace with no rush.



Are the entrance fees for the Siena Cathedral included in the price?
The entrance fees for Siena Cathedral or any other attraction are not included in the price. If you are interested, your driver will give you all the info to buy the admission tickets on-site.

Keep in mind that normally in Italy, to enter religious sites it is mandatory to have shoulders and knees covered.



May I choose the winery to include in the tour?
This tour includes a visit to a winery followed by a wine tasting. If you’d like to visit your winery, let us know at the time of booking so we can investigate if feasible, their availability, the extra costs (if any).



May I visit more than one winery?
Of course, you can do it. Additional wine tours/tastings may be scheduled as optional at the time of booking or decided directly with the driver on the day. In this case, the extra fee must be paid by clients directly to the winery.



Do we taste white wines?
The tour includes a winery located in the Chianti Classico, famous for red wines primarily made with Sangiovese grapes. As a plus, depending on the time of the year and production, you may have the chance to also taste some rosé or white wine. If your main interest is in white wine, let us know so we can arrange an itinerary in a different area.



Are meals included?
Meals are not included on this tour, so you are free to decide the option that best suits your needs. The driver will give you suggestions according to your tastes.



Can I buy/ship wine/olive oil?
Yes. You can buy a few bottles or a larger quantity to ship home. Make sure you know your country’s rules of taking wine back home – every country has different rules.



You may find additional info on our FAQs page, in the Private Tours section.

Free date changes

You can change your service date for free, as much as you want.

Credit for future tours

If you don’t know when you’ll be able to travel, you can convert your existing payments to credit, and use it whenever you want.

Gift or transfer

You can transfer your credit to a friend or family member, at no extra cost.

Free Cancellation

– Up to 24 hours in advance for Small Group Tours.
– Up to 72 hours in advance for for Private Tours & Transfers.

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