Private
Tuscany: Siena & San Gimignano from Florence or Livorno
Overview
This tour of Tuscany begins in either Livorno or Florence and includes a visit to two of Tuscany's most beautiful towns Siena and San Gimignano which are right in the heart of the beautiful Tuscan countryside inside the Chianti wine territory. Over the course of the day you get to experience the very best of the Tuscan Countryside. Excellent photo opportunities, terrific wines and wonderful food await you at every corner.
With your English speaking driver guide, you will visit the famous city of Siena is the famous city of the Palio, the site of the "Enoteca Italiana" -the only national wine association and largest in Tuscany the site of "Monte dei Paschi" -the oldest bank in the world, while touring Siena you will be enriched by all the monumental sights of this ancient city. Your next stop on this marvelous tour will be San Gimignano a tiny walled town located on a hill-top intact through the centuries and famous for its numerous tall towers, frescos and other valuable works of art.
Pick up at the pier and private tour full day with English speaking driver from the port of Livorno to Siena and San Gimignano. Siena is the most important destination for a Tuscany shore excursion if you have already visited Florence.
Siena is the famous city of the Palio, the site of the "Enoteca Italiana" -the only national wine association and largest in Tuscany the site of "Monte dei Paschi" -the oldest bank in the world- while San Gimignano is the only Italian towered hill town that maintained intact it's medieval appearance and perfect stereotype of what one would expect a hill town of Tuscany to look like.
Beautifully laid out on three hills, Siena owes its popularity as one of the main attractions in Tuscany to its perfectly preserved gothic city centre, with the "Piazza del Campo" one of the most beautiful squares in the world, where the famous Palio di Siena horse race takes place twice a year and the cathedral, considered one of the most impressive churches of Italy especially thanks to its impressively richly decorated interiors.Walking through Siena that is so well preserved you will feel as if you have returned to the end of the XIII century, when Siena represented one of the greatest example of civic, social and political organization not just in Tuscany but in the whole of Europe.
The shore Excursion will continue to San Gimignano, famed for its medieval skyscrapers, which justify the title of "Medieval Manhattan of Tuscany".
San Gimignano features high city walls and narrow streets that perfectly match what most people imagine of a Tuscan hill-town to be like.
Learn about the Guelph-Ghibelline conflict and commercial interests that forced the rich families of San Gimignano to build their towers, as well as what brought fortune and bankruptcy to this town that despite the small size is one of the most visited and unique sights of Tuscany and Italy.
Return to the port for embarkation on your cruise or to Florence.
Duration
8 hours
Starting From
EUR 470
Per person for two travelers
Tailored to your departure and group.
This tour of Tuscany begins in either Livorno or Florence and includes a visit to two of Tuscany's most beautiful towns Siena and San Gimignano which are right in the heart of the beautiful Tuscan countryside inside the Chianti wine territory. Over the course of the day you get to experience the very best of the Tuscan Countryside. Excellent photo opportunities, terrific wines and wonderful food await you at every corner.
- Tour Style
- Private
- Meeting Point
- Livorno
Gallery
Inclusions & Exclusions
What's Included
- Private driver
- Private guide in Siena and San Gimignano
- Parking/City fee
What's Not Included
- Entrance fees
- Food and beverages not mentioned in the program
- Gratuities of any type
Traveler Reviews
Emily and David DavisonMy husband and I just took a two week trip to Italy that was planned for us by Eleanor Kinchin-Smith. It was a fantastic trip and we could not have been more thrilled. We worked together with Ele to let her know about our interests and our style of travel. She planned the perfect trip with excellent private guides at all of our sites, professional drivers and lovely hotels. We arrived in Italy with all of our train and ferry reservations made by Ele, with tickets in hand. She was in touch with us daily throughout our trip to make sure that things were going smoothly. She was able to make a few changes to our itinerary as needed. We look forward to working with Ele again on our next trip and have put her in touch with another family member to help plan their trip as well.
Ron and Deb CrosbyDear Guiseppe and Jesse,
We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future.
Hotels
1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were part of their family. I would recommend it to anyone and would specifically ask for it if we were to make a return visit.
2. Hotel La Baia in Monterosso was nice and it's location was very good especially for us older folks humping luggage from/to the train station.
3. Hotel Lucchesi in Florence- what can I say expect FANTASTIC. The rooftop view at sunset is well worth it. Again very friendly and helpful staff. Would recommend it to everyone.
Wine Tour
Money well spent. We had a great time overall. The driver Mario was OUTSTANDING. He had lots of local knowledge as well as about winemaking. USE HIM AGAIN!!!
The various wineries we visited on tour:
Altesino- fantastic and they were not cheap on their pouring. Great experience.
Azienda Agricola Patrizia Cencion Sloaria- Again a great tour by one of the owner's daughters. We felt like we were the only thing on their mind although there were other customers there. A great way to complete the day.
Again we had a fantastic time and are very appreciative of everything you booked for us. We wish you continued success and if our travels should bring us back to Italy, we know who to call.
Leon and MicheleThe trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.
Bob & SandyJesse & Giuseppe,
Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.
Location
Italy Livorno
Livorno and beyond
8 hours through Italy, with every stop chosen by the people who live here.
Where we meet
Livorno
This exclusive journey focuses on a singular region, offering deep immersion in local culture and traditions.
Frequently Asked Questions
Is this a private tour, or will we join a group?
Private. You travel with your own guide and driver, and the only people on the itinerary are the ones you bring with you. Nothing is shared with strangers, and the pace of each day is yours to set.
Can the itinerary be changed to suit us?
Yes. What you see here is a starting point, not a fixed departure. Tell us how long you have, what you love and what you would rather skip, and we will reshape it around you. A slower morning, an extra night somewhere you fell for, a different region entirely.
How do we start planning?
Send us a note using the form on this page, or call us on 1-866-779-2565. A travel specialist replies within one business day, usually with a few questions of their own. There is no cost and no obligation in asking.
When should we book?
The earlier the better, particularly for travel between May and September, when the guides worth having are taken first. That said, we have put together beautiful trips at short notice, so ask and we will tell you honestly what is still possible for your dates.
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