cruise port tour

Private Tour to Siena and Chianti from Livorno Port

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.



Explore the medieval atmosphere in Siena, visit an ancient winery

Discover Siena and Chianti from Livorno Port! Walk through the narrow streets of Siena, admire the beautiful Tuscan wine country and visit a typical Tuscan winery.


Start your private day with a scenic one-hour drive through the Tuscan countryside. Then stop in Siena, the birthplace of the beloved Italian Saint Catherine.

This beautiful city is made of brown Siena-colored bricks (so that’s how they named the color!), a jumble of narrow streets and delightful squares, medieval towers that make such a spectacular skyline, its spectacular cathedral, the tall and trim Torre del Mangia. Together create 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. Despite the city’s architectural masterpieces, it is the unusual shell-shaped Piazza del Campo that receives the most consideration having been seen in numerous films and photographs.

Palio horserace

In this brick-covered square twice a year takes place the famous ‘Palio‘ horserace. It involves the entire 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.


Relax while driving through the most beautiful scenarios Tuscany offers. Visit one or more wineries and taste Chianti wines, amazing Tuscan olive oil and much more.

Are you interested in the countryside and want just a quick stop/tasting at a winery? Or are you focused on wine and want to dive into the local wine culture, spending more time visiting wineries? Whatever your interest is, this is the perfect tour for you!



At the end of your day in Siena and Chianti from Livorno Port, your private driver will drop you off at your ship at the Livorno Cruise Terminal.

…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 & Chianti from Livorno Port, 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 & Chianti from Livorno Port?
It is totally up to you! Our vehicles have special permits/licenses to circulate almost everywhere (pedestrian areas included). The best way to enjoy historic city centers is by walking. Remember that being a private service, you are free to decide your own pace with no rush.



Are the entrance fees for the attractions in Siena included in the price?
The price does not include any entrance fee, because not all guests are interested in the interiors of the attractions.

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



Is a wine tour/tasting included?
Yes, this tour includes a visit to a winery followed by wine tasting.



Which winery are we going to visit?
We will visit one of Tuscany’s finest wineries of Chianti Classico: Fattoria Montecchio, Casa Emma, Casa Sola, are just examples of possible wineries. However, in case of special events, temporary winery closures, or unforeseeable circumstances they may occasionally be substituted by comparable premium wineries.



May I choose the winery to include in the tour?
The tour includes one of the above mentioned wine estates according to the logistic of the tour. If you’d like to visit a specific 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?
The tour includes one winery due to its logistics, but if you prefer to visit more wineries you can surely do it.
Additional wine tour/tasting may be scheduled, (reducing your time in Siena) 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.



What experiences do wineries offer?
Generally, you can choose between the following options:
Simple wine tasting:

Includes a wine (2/3 wines) and olive oil tasting. The perfect option if you are in the Tuscan wine country and want to have a taste of Chianti.
Duration approx 30/45 minutes. Average price per person, Euro 15.00/20.00
Wine tour/tasting:

Visit the estate, learn about the wine making process and have wine (3/4 wines) and olive oil tasting.

Duration approx. 1/1.5 hours. Average price per person, Euro 25.00/30.00
Wine tour/tasting with snacks:

Visit the estate, discover the history and wine production of the area and then enjoy a wine tasting (3/4 wines), olive oil, and balsamic vinegar paired with local snacks.

Taste wines paired with typical products of the region like cold cuts, cheese, salami, prosciutto (cured ham) and bruschetta.
Duration approx. 1.5/2 hours. Average price per person, Euro 35.00/40.00
Wine tour/tasting and light lunch:

Visit the estate, learn about the history and wine production process of Chianti wine. Enjoy a light lunch and learn to pair wine with food.

The most complete experience to deeper immerse in the local wine & food culture.
Duration approx. 2.5/3 hours. Average price per person, Euro 50.00/65.00


Please note: wineries are not restaurants so the menu offers limited variations, not comparable in terms of choice to a traditional restaurant.
The above details are just to give an idea of the possible options so you may choose the most suitable for you.

The duration of the visit, number of the wines you will taste, snacks, menu for the lunch, etc. may vary depending on the winery and season.

Each of the above options is payable directly on site on the day, by credit card or cash.



Are meals included?
Meals are not included on this tour. You are free to decide the option that best suits your needs and the driver can give you suggestions according to your tastes.



You may find additional info on our FAQs page, on the Private Cruise Port 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.

Need Help or have a question?



There are no reviews yet.

Be the first to review “Private Tour to Siena and Chianti from Livorno Port”

Your email address will not be published.

Swipe left for more reviews



Check Availability
and go to checkout


Pay with
your favourite gateway


Receive Booking confirmation

by email

Pay safe with

Send us your Quick Request

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Ut elit tellus, luctus nec ullamcorper mattis, pulvinar dapibus leo.