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Livorno Shore Excursion: Private Day Trip to Siena and San Gimignano

Siena, Italy
Book online or call: (888) 651-9785(888) 651-9785

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up to 24 hours in advance
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9 hours (Approx.)
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Explore the charming towns of Tuscany while in port in Livorno with a 9-hour day trip. Enjoy a scenic ride into Siena and San Gimignano with a private driver and discover the medieval architecture, stunning views and historic monuments as you explore independently. Upgrade your ticket to include a 2-hour tour in Siena and San Gimignano with a private guide, along with admission into the Siena Cathedral. Your shore excursion will conclude with drop-off back at your cruise port.
  • Livorno Shore Excursion: Siena and San Gimignano
  • Scenic drive through the Tuscan countryside
  • Enjoy free time to explore and see historic sites
  • Covered by Viator's worry-free policy: guaranteed on-time return to your ship
Professional English speaking driver
Transport by air-conditioned sedan or minivan
Worry-Free Shore Excursion Guarantee
Food and drinks
Entrance, unless specified

Departure Point

Livorno port of call

Departure Time

Between 7.30am and 9:00am. You must contact the local service provider to verify your exact pick up time.

Return Details

Returns to original departure point
Your shore excursion will begin with pickup from your port in Livorno, where you’ll meet your private driver and hop aboard your coach.
After a scenic, 2-hour drive through the Tuscan countryside, arrive in Siena. Home to the Palio di Siena – the famous horse races held twice a year in the town square – Siena is an incredibly beautiful city, with quaint streets and one of the most spectacular cathedrals in Italy. Designed in Gothic style, the Siena Cathedral tantalizes the eye with a rare, striped marble.
After exploring Siena, hop back in the car to visit the quaint village of Monteriggioni. Built on a hill overlooking the Cassia Road in the early 13th century, you'll have the chance to enjoy a traditional Tuscan meal (additional cost) in this historic place.
Continue to the hilltop town of San Gimignano, with towers dating back to the 11th century. Stroll around the charming streets to admire the Palazzo del Popolo, the Duomo, the St Agostino Church and more. After exploring by foot, enjoy some free time to peruse the small shops or people-watch. Your shore excursion will conclude with private transportation back to your cruise port in Livorno.
Upgrade your ticket to include a 2-hour tour in Siena and San Gimignano with a private guide, including admission into the Siena Cathedral. Otherwise, enjoy exploring both towns independently.
Worry-free Shore Excursion:
We will ensure your timely return to the Livorno port for this activity. In the rare event your ship has departed, we will arrange for transportation to the next port-of-call. If your ship is delayed and you are unable to attend this activity, your money will be refunded. See our terms and conditions for full details.
  • Confirmation will be received at time of booking, unless booked within 2 days of travel. In this case confirmation will be received within 48 hours, subject to availability
  • If you require wheelchair access, please request at time of booking
  • Baby seats are mandatory for infants, please request at time of booking

For a full refund, cancel at least 24 hours in advance of the start date of the experience.

Traveler Photos


17 Reviews
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Reviews by Viator travelers
Tuscany One Day Overview
, Jun 2019
Two couples from a cruise in Livorno had one day for overview of Tuscany; we chose Siena and San Gimignano...good choice! Our tour guide Valerio was fun, informative, a very good driver, and recommended good spots for eating and shopping. We unreservedly recommend both him, and Viator!
Had a wonderful day travelling...
, May 2018
Had a wonderful day travelling through the picturesque Tuscan countryside. Our private driver was great - friendly, knowledgeable and accommodating, and was waiting for us at the port when we arrived. We visited the beautiful historical villages of Siena, Maggiore and San Gimignano where we had time to wander around on our own. Thoroughly enjoyed our day and highly recommend this tour, you will not be disappointed.
Great alternative to a crowded cruise...
, Oct 2017
Great alternative to a crowded cruise ship excursion
Tomaso, the driver, was great. The...
John W
, Oct 2017
Tomaso, the driver, was great. The trip was wonderful. Truly a highlight of our trip to Italy. It was well worth the expense to take a private tour as we utilized our time to the maximum benefit. The vehicle wss new and clean and Tomaso drove safely and obviously knew the area extremely well. We could not have been more pleased.
Francesco was amazing. We had the...
, Aug 2017
Francesco was amazing. We had the most awesome day. Took us to several towns on way to Siena at our request. Made lunch reservations for us.
This was our first private excursion...
Carolyn B
, Jul 2017
This was our first private excursion and I cannot say enough about how great our driver/guide Alessio Alex was! We visited Siena, San Gimignano and Monteriggioni. Alex took the time to discuss our day and determine what we wanted/expected. He then tailored the day to fit us. His personality and and knowledge made the trip enjoyable and educational. We were able to see quite a bit of off the beaten path Tuscany on the back roads back to the ship. If I could give Alex and this excursion more than 5 stars I definitely would!
We chose this tour instead of some...
, Jul 2017
We chose this tour instead of some other excursions offered by our cruise ship when recently visiting the port of Livorno. We're glad we did. We're not sure what we enjoyed more -- the day-long drive through and visit to beautiful Tuscany and several of its sites, including Monteriggioni, Siena, San Gimignano, and a local winery, or, the professional service provided by and getting to know our driver, Alessandro. He was simply great. He was impeccably dressed, met us on the pier at the designated time with a sign with our name, a big smile and a warm hand shake for each of our group of 6 adults and two teenage boys. He then escorted us quickly to his large, clean, new and air conditioned van, and then provided us with cold water. Throughout the day he enthusiastically answered our questions, provided us with interesting information about the places we were passing through and visiting, got us close to the places we were visiting, and then patiently waited for us. We felt we learned as much about the area and culture from our conversations with Alessandro as we did about the places we visited and reading various tourist information we had about the areas. For lunch, we went with one of Alessandro's suggestions and visited a local winery, Podere La Marronaia, in a farm-house setting with beautiful views just outide of San Gimignano. We enjoyed our stop there very much, eating home-cooked pasta, along with fresh breads, hams, and cheeses, and tasting several local wines and olive oils. The people at the winery, like Alessandro, were very friendly, informative, and passionate about sharing and answering all of our questions adding to our memorable day. We ended our day as scheduled back at the port at the designated time, well before our ship departed for its next port. Grazie, Alessandro, for a great day and life-time memory. We highly recommend this trip and would give it more than 5 stars if we could.
Amazing trip through the Tuscany...
, Apr 2017
Amazing trip through the Tuscany Valley to Siena and San Gimignano. Our driver Luigi was excellent and pointed out points of interest along the way. He also arranged a wine-tasting and lunch for us at a small family-owned vineyard which we thoroughly enjoyed. We had enough time in Siena and San Gimignano to wander around and enjoy the towns on our own. Overall, it was a wonderful day and a trip we highly recommend.
We had a fabulous day, and our...
, May 2016
We had a fabulous day, and our driver Leonardo is what made it so special. he was on time, and took us through the countryside telling us stories and describing why he loves his home so much. He took us to a private vineyard outside San Gimiano and we had a wonderful lunch and wine tasting. He was fabulous, as i am sure the other guides are from Prestige Rent.
Davide was a superb tour guide and...
Hamilton G
, Oct 2015
Davide was a superb tour guide and arranged for a luncheon which was a highlight of our trip. Very punctual, professional, knowledgeable, and conversational. This was our favorite excursion of the trip.

Product code: 5292LIVORNO3

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