Private tour in Livorno Leonardo S

Siena and San Gimignano Shore Excursion

4.8

(13) reviews

-
Hours icon 9 hours
Private transportation
Private tour for 1-8 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 9 hours
Private transportation
Private tour for 1-8 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Leonardo S.

4.8

Guide rating

200

Reviews

Tours delivered

13 hrs

Avg. response time

I was born and raised here in Livorno, the sea gateway to Tuscany. I organize tours all over the region and transfers all over Italy. I cater mainly, but not only, to cruise guests who have limited time to spend ashore. I have designed some private tours geared on them, to allow the clients to visit the Tuscany highlights and "off the beaten path" destinations too. Although I am not a licensed guide and I cannot take people inside museums, I am able to deliver a commentary giving basic informations about the places you are going to visit. The tour includes roundtrip transportation and english speaking driver-guide. I arrange cycling tours as well! I provide top notch hybrid or road bikes, me as english speaking guide, helmets, transportation to the tour starting point and back to the ship. I also provide transfers all over Italy to or from any Tuscany's destinations. I have a License for driving people on a minivan, and for delivering cycling tours as well. I am not a licensed guide and will not be able to guide you inside historical monuments or museums.

Have a question or want to customize this tour? Message Leonardo S.

Overview of your Livorno tour

This tour put together the two most famous places in the south-east area of Tuscany. A small walled village, called San Gimignano, left unalteraded over the centuries with its many towers, once house of whealty merchants, a true time voyage experience. The other place is Siena, the second most important tuscan city which contended the power with Florence over the century for the supremacy in the region. Siena besides its beautiful architectures and museums host the worldwide famous Palio, the horse race between the city neighbourhood held twice a year in the main square, Piazza del Campo. It and was also an important medieval financial center. I came often here to admire the race and soak the medieval atmosfphere of the event, that allowed me to explore the city and discover the most interesting corners.

Recent Reviews

Diane K.United States
May 2026

Fabulous Tour! Leonardo picked us up promptly at cruise port holding a sign with our name on it. We proceeded to Siena where he had Guide Sophia waiting for us. Sophia gave us a most interesting private tour. She was kind, funny, engaging and very knowledgeable of Siena; as she has personal family connections to the history of Siena. Then, we continued through the Tuscan region enjoying the views as we headed to another most charming historical town, San Gimignano. Here we had time to walk through the town as well as shop. Upon our request to experience a wine tour in Tuscany, Leonardo coordinated a lunch with wine tasting at Tenuta Torciano for us…..we had the most memorable private lunch/tasting experience to end our tour.

Ann S.Canada
April 2024

Leonardo was a good driver getting us to our tour locations safely. He was very accommodating and knowledgeable about the areas. He arranged for a local guide in Sienna. Sophia was great and walked us through the streets of Sienna with all the history. I would certainly use his services again and recommend him..

Elissa I.Australia
December 2019

Leonardo is a polite, friendly and knowledgeable guide who went out of his way to show us the best of his beautiful Tuscany region. Leonardo included sites not originally on our schedule, and we are forever grateful. Highly, highly recommended.

Vincent G.United States
August 2019

My wife and I just completed 2 sensational days with Leonardo around Livorno. He maintained a highly positive attitude and a genuine desire to ensure that our time met and exceeded our expectations as first-time travelers to the region. The vehicle was clean and comfortable, and Leonardo went out of his way to accommodate some mobility limitations of my wife due to recent knee surgery. He even helped us retrieve lost luggage where others had failed! We highly recommend him.

Donald K.United States
May 2019

We were a party of six. Our tour was with Leonardo to San Gimigano & Siena. It was absolutely perfect. If we had to rate it on a scale of 1-10 it would be a 12. We were able to stop at other out of the way places that were amazing. Leonardo was very informative & very nice. He definitely is a major part of our rating. I & the rest of my party will not hesitate to use ToursByLocals again or hesitate in recommending them to our friends. Thank you Leonardo for making that part of our trip the most memorable!

Joel L.United States
May 2018

Leonardo was a fantastic guide. He was on time, extremely knowledgeable of the area and provided us a tour specifically designed for our needs. We wanted something different than Pisa and Florence and Leonardo suggested and provide stops at Bocelli's Theatre of Silence, Volterra ( quant village) and Sienna. While visiting some of the local sites in Sienna, Leonardo secured lunch reservations for us at a wonderful local restaurant. Would highly recommend him for tours throughout Livorno area

Your Livorno tour itinerary

- From Port to san Gimignano 1. 5 hours through a beautiful country side on back roads. - 1 hour stay to explore the village with its handicraft shops. - 45 minute drive to Siena. - 3 hours stay in Siena, we go for a walking tour to see the magnificent Cathedral, Piazza Del Campo, with thwe Palazzo pubblico, the Santa Caterina Sanctuary, Via Banchi di Sopra e di Sotto, the main city's street with the offices of medieval financial institutions, Palazzo Chigi-Saracini, palazzo Piccolomini, all seen from outside. It is possible to visit inside the magnificent Cathedral. - This area is famous for wine production and is possible to stop at a winery for a tasting. - 2 hours drive back to the port. The tour is very flexible and can be customized according to clients' wishes!

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Private Transportation / Category: Minivan

Mercedes or Hyundai Staria 9 seater a/c minivan

What's included
Private Guide
Private Transportation
What's not included
Other: Personal expenses. Possible entrance fees, wine tasting.
Food Drinks Snacks
Meeting location

Livorno, Tuscany, Italy

Cruise Ship

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
City Highlights
Day Trip
Tour reference number
118708
Languages
Italian
English
Activity level
Minimal
Accessibility
Kid Friendly
Wheelchair Accessible

Traveller reviews

4.8

FAQs

Who is this private tour in Livorno best suited for?

This private tour is ideal for travellers who are interested in exploring the historical and cultural highlights of Tuscany, particularly Siena and San Gimignano. It's perfect for those who appreciate medieval architecture, history, and wine tasting. The tour is also suitable for families, including kids and seniors, as it is wheelchair accessible and involves minimal walking.

Can this private tour in Livorno be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

Is this private tour in Livorno suitable for cruise ship passengers as a shore excursion?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 9 hours
Private transportation
Private tour for 1-8 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 9 hours
Private transportation
Private tour for 1-8 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later