Private Tour of Siena and San Gimignano

  
 
 
 
  EXCELLENT  
  
 Based on 227 reviews 
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 Posted on Google  
 
  
 
 
 Barb G. - Bonita Springs, FL 
 
3 November 2026
 
 
 Trustindex verifies that the original source of the review is Google. 
+1
Alessandro and Leonardo are absolutely the best!!
First let me say that I started planning our all-day tour through Val d’Orcia 18 months in advance. I emailed Tuscany Excursions and got a response immediately, long before I knew the exact dates we were traveling in the area.   Leonardo’s response helped me select a date based on where we were staying.   Alessandro and Leonardo helped me put together a private 8-hour tour that was magnificent.  On the day of our tour, Alessandro was our guide.   I can confidently say we would never have stopped in all the same amazing places, we would never would have seen the countryside the same way if we were driving ourselves.
It was a day of education, fun and laughter.  They reserved a wine pairing lunch for us that was incredible.
Thank you Alessandro for the perfect day.   Thanks to both Alessandro and Leonardo for putting up with my infinite number of questions.
The day was perfect in every way.   We have memories and photos that will become part of our “Tuscan Adventure” memory book.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
  
 
 
 Alexandra O 
 
27 October 2026
 
 
 Verified 
Thank you Alessandro!
My family and I took two separate day trips with Alessandro—one to Siena and San Gimignano, and another to Montepulciano, Montalcino, and Pienza. Both were absolutely fantastic. We also used their company for airport pick up and drop offs and had zero issues. Alessandro was an amazing guide: professional, knowledgeable, and passionate about making our experience special. He went above and beyond to ensure we saw everything we wanted to see and made the most of our time in Tuscany. He was incredibly warm and kind-hearted and made everyone in our group feel well taken care of from start to finish. I couldn’t recommend Alessandro enough. If we’re ever fortunate enough to return to Tuscany, we would absolutely love to take another tour with him. Our entire group was genuinely sad when it was time to say “arrivederci,” which I think speaks volumes about the kind of guide and person he is. Alessandro, grazie mille for all your time, care, and effort in making both of our trips so wonderful. We’re so grateful for the memories!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
  
 
 
 ehickman2023 
 
22 October 2026
 
 
 Verified 
Great Transfer Shuttle Experience
Tuscany Excursions was a fantastic experience. While in Florence we found out the trains would be possibly be on strike on the day we were scheduled to travel to Cinque Terre Manarola. Leonardo made arrangements to drive us over to Manarola which is approximately a 2.5 hour drive. He provided water and the Mercedes was very comfortable. He was extremely professional and caring. He spoke very good English and was able to call our AirBNB in Manarola to make arrangements for arrival and check in prodecures. I would highly recommend this company.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
  
 
 
 joann6337 
 
20 October 2026
 
 
 Verified 
A Day in Tuscany
My family and I had a wonderful day visit to Villa Banfi, Siena and San Gimignano. Our driver and guide, Leonardo, was exceptional. We would highly recommend him to friends and family. He made our day perfect. We can’t say enough about his professionalism, knowledge and care he demonstrated. Beyond a 10!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
  
 
 
 Paul F 
 
16 October 2026
 
 
 Verified 
Fantastic Day!!
We had a great day. We loved our Driver our conversation and all the special things that are provided in a personal private tour. I recommend!
  
 
 
 
 
 
 Posted on Google  
 
  
 
 
 Frank Qi 
 
11 October 2026
 
 
 Trustindex verifies that the original source of the review is Google. 
Imagine yourself on the trip of a lifetime to Tuscany.  Of course it's full of hopes and anticipation to see and taste everything in your dreams.  But the reality of travel - yes, even vacation - is that the stress and pressure of trying to maximize your experiences within your limited time/energy (and money!) can detract from your trip.

This is where Leonardo comes in.  His white glove service unburdened us from the stress of making sure "we did everything" and provided an expert-level, reassuring and calming presence while he chauffeured us through multiple towns in Tuscany.

If you are looking for a loud tour guide shouting into a bullhorn while carrying an umbrella in the air, then please look elsewhere.

What Leonardo / Tuscany Excursions provide is a bespoke, professional and unique service tailored to your interests.  Think of him as a Michelin star sushi chef.  You can order items a la carte.  Or you can surrender to his expertise and go "omakase".  Either way, you won't go wrong.

Highly recommend with absolutely zero reservations!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
  
 
 
 Franky5183 
 
11 October 2026
 
 
 Verified 
Let Leonardo and Tuscany Excursions unburden you from the stress of planning and executing the trip of a lifetime!
Imagine yourself on the trip of a lifetime to Tuscany. Of course it's full of hopes and anticipation to see and taste everything in your dreams. But the reality of travel - yes, even vacation - is that the stress and pressure of trying to maximize your experiences within your limited time/energy (and money!) can detract from your trip. This is where Leonardo comes in. His white glove service unburdened us from the stress of making sure "we did everything" and provided an expert-level, reassuring and calming presence while he chauffeured us through multiple towns in Tuscany. If you are looking for a loud tour guide shouting into a bullhorn while carrying an umbrella in the air, then please look elsewhere. What Leonardo / Tuscany Excursions provide is a bespoke, professional and unique service tailored to your interests. Think of him as a Michelin star sushi chef. You can order items a la carte. Or you can surrender to his expertise and go "omakase". Either way, you won't go wrong. Highly recommend with absolutely zero reservations!
  
 
 
 
 
 
 Posted on Google  
 
  
 
 
 peyton keller 
 
9 October 2026
 
 
 Trustindex verifies that the original source of the review is Google. 
+2
Alessandro was an amazing tour guide and driver. Showed us all the highlights and was very knowledgeable about everything. Highly recommend!
  
 
 
 
 
 
 Posted on Google  
 
  
 
 
 Jerrod S 
 
23 September 2026
 
 
 Trustindex verifies that the original source of the review is Google. 
We had Alessandro conduct our tour ya couple days ago and it was fantastic. Tuscany Excursions set up a great of wineries including lunch.  They curated a tour based on my interests in wine and the region.  Also, Alessandro was fantastic in that we had a wonderful conversation about the wine, grapes and the region history.  The conversation with Alessandro was so. Helpful and informative providing us with a good contextual understanding of the area, wineries and its history.  It wasn’t a tourist oriented canned presentation.  We will use Tuscany Excursions again.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
  
 
 
 Jerrod S 
 
23 September 2026
 
 
 Verified 
Great wine tour
We had Alessandro conduct our tour ya couple days ago and it was fantastic. Tuscany Excursions set up a great of wineries including lunch. They curated a tour based on my interests in wine and the region. Also, Alessandro was fantastic in that we had a wonderful conversation about the wine, grapes and the region history. The conversation with Alessandro was so. Helpful and informative providing us with a good contextual understanding of the area, wineries and its history. It wasn’t a tourist oriented canned presentation. We will use Tuscany Excursions again.