Private Tour to Siena & San Gimignano from Livorno Port
Wander the Tuscan countryside, discover Siena and San Gimignano from Livorno Port! Enjoy the perfect experience exploring 2 medieval gems
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
- Private is just for you! Pick up/drop off directly at your ship
- Enjoy a private tour to Siena and San Gimignano from Livorno Port: explore two beautiful medieval cities
- See the magnificent Cathedral , the shell-shaped Piazza del Campo and much more
- Fall in love with Tuscany, driving through marvelous postcard views
- Stroll around picturesque San Gimignano famous for its medieval towers and local wine
- Relaxing worry-free ride back to Livorno Port, with guaranteed on-time return to your ship
The itinerary
Wander Tuscany, discover Siena and San Gimignano from Livorno
The perfect experience to visit two of the most charming medieval cities in Tuscany and the world-famous Tuscan countryside. See the highlights of Siena, take a picture of the hilltop fortress in Monteriggioni, admire the beautiful Tuscan countryside and walk narrow quaint streets in San Gimignano from Livorno!
SIENA
Your private day to Siena and San Gimignano from Livorno Port starts with a scenic one-hour drive through the Tuscan countryside. The first stop is Siena, the birthplace of the beloved Italian Saint Catherine.
Wander narrow streets and medieval towers
This beautiful city is made of brown Siena-colored bricks, thatβs how they named the color! A jumble of narrow streets and delightful squares with medieval towers that make a spectacular skyline, the magnificent Cathedral and the tall and trim Torre del Mangia. Enjoy the enticing atmosphere almost like stepping back in time.
Discover famous Piazza del Campo
Siena was built on three hills and is home to one of the most authentic and important Gothic cathedrals. Despite the cityβs architectural masterpieces, it is the unusual shell-shaped Piazza del Campo that receives the most consideration, famous location for films and photographs.
Palio race
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.
MONTERIGGIONI
Stop in Monteriggioni, a 13th-century hilltop fortress. A tiny village that has maintained its original defensive walls and medieval atmosphere, surrounded by spectacular views over the countryside.
TUSCAN COUNTRYSIDE
While traveling to San Gimignano, admire the typical Tuscan landscape with postcard views over vineyards, olive groves, rolling hills and old stone buildings and wineries.
SAN GIMIGNANO
Explore medieval San Gimignano, a small town in Tuscany famous for its splendid skyline made up of 13 towers! This hilltop 11th-century town rises along the ancient road ‘Via Francigena’ on which traders and pilgrims going to Rome traveled. San Gimignano prospered considerably during this period thanks to this route and all the inns built along its way to host travelers.
Ancient towers and museums
Besides its 13 remaining towers, see the ‘Duomo’ or Collegiate Church and its magnificent frescoes, ‘Palazzo del Popolo‘ and ‘Palazzo Nuovo del PodestΓ ’ now the town hall. Enter the church dedicated to Saint Augustine, the Museum of Holy Relics, and the infamous Museum of Torture with its macabre displays of early torture instruments.
Today, its important cultural and natural heritage has been recognized by UNESCO.
Local crafts
Wander up and down the main street in San Gimignano, go in and out of the numerous specialty shops! The ceramics are beautiful here and there are also places for buying leather goods and linens.
Taste vernaccia wine
Are you a food and wine lover? Many shops and wine bars have delicious local products including the Vernaccia wine typical from here, one of the most ancient grape varieties in Italy even mentioned by Dante Alighieri in his Divine Comedy!
Your perfect tour to Siena and San Gimignano from Livorno Port ends with a relaxing drive back to your ship.
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 San Gimignano at your own pace
- All taxes, tolls and gasoline
- No hidden costs
Not Included:
- Entrance fees (if applicable)
- Meals
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 β party of 1 person
- Euro 700.00 β party of 2 people
- Euro 750.00 β party of 3 people
- Euro 800.00 β party of 4 people
- Euro 900.00 β party of 5 people
- Euro 1000.00 β party of 6 people
- Euro 1100.00 β party of 7 people
- Euro 1200.00 β 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
Book With Confidence & Travel Safe: 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 Meet your driver and departure from Livorno Port
- 8:00-10:00am β driving time through the Tuscan countryside to Siena
- 10:00am – Arrive 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
- 1:45pm β Arrive in San Gimignano
- 1:45pm to 3:30pm β 1hr 45 mins free time to visit San Gimignano at your own pace
- 3:30pm β Depart from San Gimignano
- 5:00pm β Arrive at Livorno Port and drop off at your ship
Please note: this schedule is to give an idea about distances, driving and sightseeing time.
You may shorten your stay in Siena and stop for lunch in a typical Tuscan restaurant in the countryside. Or visit a local winery and taste world-famous Chianti wine and Tuscan olive oil, admire the beauties of the region.
Build your itinerary! Your knowledgeable English-speaking driver can tell you all the feasible options. Or plan everything, let us know your requests at the time of booking and we will create your perfect itinerary!


What our guests actually say
Every review below is public on the platform it came from.
Mario was a wonderful driver! He is so kind, knowledgeable, and accommodating. We asked if we could go to Volterra and Siena instead of the original itinerary, and he did this for us. We were even able to stop at Monteriggioni. We highly recommend him!
Donatello was AWESOME and we recommend him highly. By the end of the day he felt like an old friend. He was willing to customize our route to our preferences including taking us to the Elsa cascades. Our day was the perfect mix of info and conversation with Donatello and alone time to wander. We had a fantastic time and recommend this excursion, Donatello, and Prestige very highly. Would not hesitate to book again. Thank you much Donatello!
Our driver/tour guide, Donatello, was wonderful! He was waiting for us as we got off our ship with a clean and new Mercedes van. He gave us lots of great information about our two planned stops, plus two other fabulous and unplanned stops that he suggested. It was a great day and our group of 6 were so happy with the wonderful day. I highly recommend using PrestigeRent!
Instead of doing the crowded and overrated cruise excursion, we opted for a private car and driver through Prestige Rent. The car was impeccably clean and the driver, Donatello was wonderful. He was knowledgeable, personable and entertaining. Once we told him what we wanted to do, he made suggestions that improved our experience. We spent the day visiting walled hill-top towns, wine tasting, and general sightseeing. Furthermore, every email I sent toβ¦
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.
