Private Day Trip Siena, San Gimignano And Chianti From Florence

Alessandro was an excellent guide. His knowledge was incredible and he made the trip an outstanding experience!

This tour was amazing and was the highlight of our trip to Tuscany. We highly recommend to anyone visiting Florence.

Delightful day with friends riding along with Alessandro.he picked us up outside our apartment . Alessandro was an excellent guide and driver. He dropped us off at planned points and picked us up at a designated area. It was very easy. We travels to three towns. We were given fabulous tips. He chose a wonderful restaurant that offered an excellent selection of gluten-free items, as well as, delicious food and wines. We had a beautiful day.

Excellent! Highly recommend! Allessandro is outstanding. Every step of the process from the first contact to the tour was highly professional, warm, responsive. Took us to all the best places. Excellent conversation. No hidden costs. Very engaging personality. Lovely car, very comfortable.

As with most tours, the success of the tour depends on the tour guide and Carlos didn’t disappoint . He was very knowledgeable about wine and the absolutely gorgeous countryside of Tuscany. He was very entertaining and also very aware of his audience and the type of wine we would enjoy. So, at the third winery he took the owner aside and suggested she change the menu of wines we were going to taste. It was a success because the owner sold a lot of delicious wine that day. Not sure if I should mention the winery , Castlevecchio, but the views of the patio were spectacular. After the first winery we had a delicious on an outdoor pastry with another view of the valley. Definitely recommend the 3 winery tour.

This was a wonderful day! Don’t miss the winery lunch- delicious!! We all love every minute of the tour! Great driver too!

This was a wonderful experience! Alessandro was knowledgeable, friendly and very personable! The cities were so quaint and the Siena Cathedral was amazing!! I highly recommend the lunch at the winery; the highlight of our trip and beautiful surroundings. The food was delicious! This is a tour well worth the money! Don’t miss out! 5 Stars Plus!

Alessandro was an amazing guide for our day in Tuscany - prompt, engaging, funny, informative - he was great. Our tour was terrific. Highly recommend UniqueTuscany tours.

He gave us a great experience. He explained what we were looking at as he drove us to to the different places. He was very accommodating and helpful.

Everything about this day trip was outstanding and flawless, from the communication and pick up to exploring Tuscany and our return back to Florence. Alessandro is so knowledgable about Florence and Tuscany and he provided in great detail about history and culture. He was an excellent transfer and guide and I hope we will return again soon! This is a must-do!

Pickup and logistics were flawless. He recommended the Wine Tasting and lunch which were fantastic. We had the Mille Miglia going on the same day which caused a little traffic but added to the whole experience. Alex gave us plenty of time at the various stops. No feedback at all. While it was a little pricy, it was money very well spent. His van was very nice and comfortable for our family.

The trip was absolutely amazing with memories for a lifetime! Alessandros made some attritional recommendations that were wonderful, and provide my family memories and joy or quite some time. Alex was so knowledgeable and kind, he provided us with so much useful information/history/culture and not just a ride. Thank you so much, would highly recommend this trip and Alessandros (Alex) as your guide and driver.

From planning right through to drop off, Alessandro made everything run so smoothly. He adjusted the itinerary to meet our wishes and recommended a picturesque spot for a delicious lunch. We didn’t feel rushed. The vehicle was comfortable with air conditioning during the heatwave and we had great conversation about wine, history, and the little villages and towns that we visited. Thank you Alessandro for a fantastic day!

We had a wonderful day visiting the beautiful Siena, then an amazing wine tasting and lunch at a small winery and finished off in San Gimigano. Alessandro our guide was very responsive and had great tips. He was informative and personable!! Would highly recommend this fantastic tour.

Our tour guide , Alessandro, made sure we had a perfect day! He was timely, friendly and informative. His van was luxurious and made the trip very comfortable. He recommended some great restaurants and we tried ll Vezzo which was the best food we had in Florence!!

Alessandro created an incredible day with our requests in mind. He was well prepared and timely. We saw everything and avoided the summer crowds. The van was so nice and spacious. I will definitely work with him again.

Our guide, Alessandro, was excellent and was very knowledgeable about the region, history and best places to visit in the towns. He found nice driving routes for sight-seeing in the Tuscany countryside and was a true pleasure to spend time with!

Alesandro was an amazing guide for the day. Great experience, the winery lunch well worth it, and the entire day was one of the best!

Great day spent seeing the Tuscan countryside and ancient cities. Alessandro was a wonderful and knowledgeable driver.

We came to Florence for the first part of our honeymoon and wanted to do a day trip around Tuscany. We booked this tour with Alessandro and had a fantastic time! We liked that he picked us up and dropped us off at our hotel. His car was very comfortable, and he was a great host - teaching us about the history of Tuscany, Florence, wine, and olive oil making! We went to both Siena and San Gimignano, and nothing ever felt rushed - the pacing was perfect. We liked that the itinerary was chill, with free time to roam ourselves in the towns. He even provided recommendations of places to see. Additionally, we had lunch and a wine tasting at a winery - the views were straight out of a movie! He even gave us recommendations for places to eat and drink in Florence when we came back. 10/10 would recommend!

Alessandro was a fantastic driver with great local knowledge and recommendations. Very attentive, courteous, friendly!

Exceptional! So knowledgeable and fun!

He was great! Super chill gave good Recommendations easy to understand,

This was such a fun day trip out of florence to see the tuscan country side and surrounding towns. Alessandro was very informative and helpful throughout the whole process. We loved every minute!!

Alessandro was a fantastic guide and driver for our day out. Wonderful visits to Siena , Monteriggioni Castle and San Gimignano. We had a wonderful meal in Monterggioni which enhanced a full day’s activities.

Alessandro was amazing! We had a wonderful experience driving to Siena, San Gimanagno, etc walking through those beautiful and historic villages. Alessandro was extremely helpful every step of the way, calling out historical significance and just making simple recommendations. It was a fabulous tour and I highly recommend!!

Seriously, our day in Siena, San Gimignano, and Chianti was pure magic. We wanted a private tour that didn't feel like a boring history lecture, and Alessandro totally crushed it. He’s an impeccable host and super chill—it felt like we were cruising around with a local friend who knows all the insider spots. From the luxury van to the hidden wine tasting in the Chianti hills, everything was 10/10 and totally stress-free. If you're looking for a top-rated private driver from Florence who actually gets it, Alessandro is your guy. Don't even think about it, just book him. Best vibes and a truly beautiful day!"

Alessandro did a wonderful job with this tour. We got out into the Tuscan countryside and he was a wealth of knowledge about the history of Florence and the entire area. We got to see Siena and San Gimignano which are 2 completely different experiences. The wine tasting and lunch was a great addition. I would highly recommend this tour if you have never spent anytime here. The area is beautiful and so rich in history.

The ride was very enjoyable! Our guide was very friendly, knowledgeable and we learned a lot of very interesting facts from him! He also helped recommend some very good restaurants. I highly recommend this experience!

Alessandro is an amazing guide. Friendly, knowledgable and an excellent driver. The Tuscan countryside enroute to Siena was stunning. Rolling hills, olive trees and vineyards. Our first stop after leaving Florence was Siena. Siena cathedral is a stunning example of Gothic architecture. Built primarily in the 12th and 13th centuries, the cathedral is laden with black-and-white marble façade. Interior sculptures and paintings are everywhere. After a refreshing affogato, we headed to San Gimignano first stopping for lunch and wine tasting at Tenuta Guardastelle. Nothing short of spectacular and picturesque with amazing wines. Next stop was inside the walls of San Gimignano, a perfect example of a Tuscan medieval city. Lots of shopping for salami’s, pecorino, leather and of course gelato. A fantastic tour for sure all thanks to Alessandro. Gratzie!

We had a great time with Alex on our day trip from Florence. He picked us up right from our apartment in downtown Florence. He was very knowledgeable about the area and arraigned easy drop offs and pickups from each site. He gave us some tips of places to visit and the best spots for photos. The best part was lunch at the winery, a very warm and welcoming experience.

What a beautiful experience our guide Alessandro had for us! His love for the hills and beauty of the area, knowledge and demeanor made for the perfect day. We highly recommend the experience and to listen to all his recommendations. Highly recommend!

Alessandro was a fantastic tour guide. He gave us just the right about of context and history as we drove to fully appreciate each stop but also enough silence to enjoy the ride and scenery. His van was extremely comfortable and clean with spacious windows including the skylight. The villages were a perfect combination to explore the Tuscan countryside.

This was my second private Tuscany day trip with Alessandro. The first time was 3 years ago and the second time was today. Both experiences exceeded our expectations. I also work in the travel industry and have designed over 1,900 customs trips to Italy. I sell this tour for my clients on a regular basis. I’d highly recoiled it.

We so enjoyed our tour with Alessandro. From Florence to Sienna to San Gimingano and back. Perfection. 100% recommended!

Alessandro was fantastic- fun and knowledgeable. Lunch with tastings was great. Ask him for advice about Florence as well, he sent us to the best gelato spot we tried, and we tried plenty.

A wonderful experience! We went for our honeymoon and this was truly a sweet relaxed day! Completely customed to what we would like to do with the day and our guide was so knowledgeable.

We just had a wonderful time with Alex today. He was so thoughtful for calling the hotel to make sure he knows where to drop us off without glitches. He also made reservations for our lunch in such a quaint beautiful farm in San Gimignano. The drive was smooth, well planned and we felt so comfortable with him taking care of all the details. He went out of his way to make sure we know where to go and not get lost. He always welcomed us back with a big smile and stayed with his words for being only 5 min away so he gave us space to enjoy our time in Siena. Highly recommend Alex to all our friends next time we come to the breathtaking Tuscany.

Excellent day trip. Tour guide was very knowledgeable about the Tuscany region and was accommodating for my mother who has trouble walking. To end the day he took us out of the way to get a beautiful view of Florence. Definitely recommended.

Although it ended up being a very rainy day, we had a great time. Alessandro was a wonderful and accommodating guide and driver. He clearly knew a lot about the history of the area and shared his knowledge generously. He was kind and of good humor.

We loved our trip with Alesondros. He was very knowledgeable about the area. We had a lovely lunch inside a medevil village.He was also punctual in picking us up.

We had an excellent tour of Tuscany today with Alessandro. He was an outstanding guide and driver, and our day with him has been a highlight of our trip to Italy. He planned an itinerary for us so we were able to explore Siena, Monteriggioni and San Gimignano at leisure. He also booked an excellent restaurant for lunch for us. His knowledge of and love for Tuscany is obvious. He is a true professional. He contacted us well in advance of our trip to ask us our preferences for the day. We felt fully confident that our day would be amazing, and it absolutely was. Thanks again, Alex.

We had a wonderful day visiting the Tuscan region. Alessandro was so helpful and knowledgeable! He shared so much information about all the places we visited!

I cannot recommend this enough! My husband and I booked this for our honeymoon and it was such a great experience!! It was so wonderful to get to know the Tuscany countryside and Alessandro was just the greatest guide ever, he explaines everything to perfection and gives you free time to explore on your own. We will always remember this experience, it was one of the best days of our honeymoon. Please do not hesitate to book the optional wine tasting it was a once in a lifetime experience and everything was delicious!!!

Alessandro was a wonderful guide for a day in Tuscany! We were grateful for all the knowledge and stories he shared of the areas we visited. He managed the day very smoothly and flexibly based on our preferences/timing. We also enjoyed a great lunch and wine tasting at a beautiful winery. Highly recommend to those looking for an easy and fulfilling tour.

We had a lovely day out with Alessandro to Sienna, lunch and wine tasting at Marronaia and some time in San Gimignano. Alex provided a lot of information on the history of the region, interesting details on the various wines of the region and gave great recommendations for restaurants and gelato in Florence. We would recommend Alessandro for any guided tour needs. (We were a group of 7 ).

Great tour! Alessandro arrived right on time and took us to small villages in Tuscany. Along the way he gave us history of the area and what we were seeing, and arranged a guide to show us around Sienna. The ride was comfortable, water was provided, and plenty of stops for snacks along the way plus lunch at a great restaurant. This is a great tour!

Allesandro is the most friendly and knowledgeable guide we had on our vacation. We had the best day! Allesandro went above and beyond with every step of the tour. He had clear instructions at every stop and told us all about the things we were seeing. He choice an excellent restaurant for us too. We highly recommend him for your trip to Florence! Best wishes Allesandro! Thank you!

Alessandro was an excellent guide! He provided us with a lot of information about Florence, Tuscany, and Chianti. We stopped at a beautiful little vineyard for lunch with a spectacular view of San Gamignano in the background. He allowed us as much time as needed and was very helpful with his recommendations.