Private Tour to Siena and Chianti from Livorno Port
Explore Siena and Chianti from Livorno Port! Take in the medieval atmosphere in Siena, walk narrow streets and visit an ancient Tuscan winery.
from β¬650β $751 Β· Β£556Other currencies at todayβs rate β you are charged in euro
- Location:
- Livorno
- Duration:
- 9 hours
- Language:
- English
- Tour type:
- Shore excursion
- Group:
- Your party only
- Free cancellation:
- Up to 24 hrs
- Ticket:
- E-ticket on your phone
- Back on board before all aboard, guaranteed





Why you will remember it
- Free cancellation up to 24 hrs β no charge if ship misses port β full refund if cruise is canceled
- Top privacy , flexibility and comfort with pick up/drop off directly at your ship
- Explore the beautiful medieval city of Siena
- See the magnificent Cathedral , the shell-shaped Piazza del Campo for the Palio horserace
- Fall in love with the unique Tuscan countryside, admire marvelous postcard views
- Visit one or more old wineries , experience the Tuscan wine culture
- Taste Chianti wine , olive oil and other genuine products
The itinerary
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.
SIENA
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 thatβs 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 cityβs 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.
CHIANTI WINE COUNTRY
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.
This tour β everything you need to know
Included:
- Private service: your party will be the only one in the vehicle
- Free Cancellation up to 24 hours prior to departure
- Special Prestige Rent’s worry-free policy for cruisers: guaranteed on-time return to your ship – no charge if ship misses port – full refund if cruise is canceled
- Pick up and drop off directly at your ship in Livorno Port
- Knowledgeable English-speaking driver to lead you through the experience
- Transport with fully equipped Mercedes vehicle, free Wi-Fi and fresh bottled water
- Free time to visit Siena at your own pace
- Free time to visit the Tuscan countryside
- All taxes, tolls and gasoline
- No hidden costs
Not Included:
- Entrance fees (if applicable)
- Local Guide in Siena
- Meals and/or wine tastings
Optional:
- Gratuities
- Private local guide for 2 hours in Siena – Euro 250.00 per party
- Winery visit with wine tasting β Approx. Euro 40.00 per person
- Winery visit with wine tasting and light lunch β Approx. Euro 70.00 per person
- Extra hours to extend your day, Euro 90.00 per hour, per party, (if feasible according to your ship schedule)
Prices below are per party (not per person), vary depending on group size and are valid for pick up/drop off in Livorno Port.
- Euro 650.00 – party of 1 person
- Euro 700.00 – party of 2 people
- Euro 750.00 – party of 3 people
- Euro 800.00 – party of 4 people
- Euro 900.00 – party of 5 people
- Euro 1000.00 – party of 6 people
- Euro 1100.00 – party of 7 people
- Euro 1200.00 – party of 8 people
For different pick up/drop off locations, larger parties (9 or more people) or customized itineraries, please Contact us for alternative options for an estimate.
Tour type: private, your party will be the only one in the vehicle
Language: the driver is English-speaking
Vehicle: Mercedes sedan or van, depending on your party size
Activity level: easy
Accessibility: the experience can accommodate people with reduced mobility and foldable wheelchair/scooters users, if advised at the time of booking
Worry-free policy for cruisers: this tour is covered by our special policy for cruisers, inclusive of guaranteed on-time return to your ship – no charge if the ship misses port – full refund if the cruise is canceled
Friendly cancellation policy: full refund for cancellations up to 24 hours prior to the departure time
Travel Safe & Book With Confidence: this tour is covered by our special Book with confidence and travel safe policy
Departure/Return point: cruiser terminal in Livorno.
Pick up/Departure time: suggested 8:00am but you can customize it to suit your travel needs.
Please note: ask your cruise company the time youβll be able to disembark.
Sometimes docking and disembarkation time donβt correspond, and not all passengers may disembark at the same time.
Service duration:
The price includes up to 9 hours (i.e. 8:00am pick up β 5:00pm drop off).
If youβd like to extend your day, according to your ship departure schedule you can check availability directly with your driver.
Meeting instructions:
Option 1: meet your driver on the quay as soon as you leave the ship gangway.
Option 2: if you dock at a newer pier with a gate, leave the gangway and enter the gate. Meet your driver at the exit.
Your driver will be holding a sign with your name on it.
Important: donβt catch any shuttle bus because they bring you outside of the port and it will then be more difficult to meet your driver.
- 8:00am β Meeting with your private driver and departure from Livorno Port
- 8:00-10:00am driving through Tuscan countryside from Livorno to Siena
- 10:00am – Arrival in Siena
- 10:00am to 12:30pm β 2.5 hrs, free time to visit Siena at your own pace
- 1:00pm to 1:20pm β 20 mins, photo stop in Monteriggioni
- 2:00pm β Arrival to a Tuscan winery
- 2:00pm to 3:00/3:30pm depending on your interest β winery visit with wine tasting
- 5:00pm Arrival at Livorno Port and drop off at your ship
Please note: the above schedule is to give an idea about distances, driving and sightseeing time. This tour can be completely customized to suit your travel needs.
Have a shorter stop in Siena and spend more time admiring the amazing Tuscan landscapes with rolling hills, vineyards, old stone buildings and ancient wineries.
Whatever your interests are we can create the perfect itinerary!
Let us know your preferences at the time of booking or talk to the driver at the beginning of your day.


What our guests actually say
Every review below is public on the platform it came from.
Still not sure?
Ask us anything
A date that is not there, a pickup somewhere else, six people and a pushchair β if something does not fit, tell us and we will work it out. A person answers, usually within a few hours.

Have questions? Letβs chat!
Meet our native English-speaking experts, Violeta and Carrie. A different pick-up time, a second vehicle for a larger family, a licensed guide, a winery to add, a wheelchair to fit in the boot, a drop-off at the airport on your last day β tell them what your day needs to look like and they will build it.
Not sure yet?
Tell us what your day should look like
Private tours are built, not booked from a calendar. Send us the details and a real person answers β usually within a few hours.
