On our fourth visit to Siena and without a car we wanted to explore the beautiful Tuscan region as easily as possible. Tuscan Escapes was a great find. Our guide Kiko was very experienced, efficient and managed to bring our group of 8 together over the wine tasting and dinner as if we were old friends. A comfortable mini-bus took us first to Monteriggioni then on to San Gimignano-the gelato really was excellent- and then taste local wines at a small family-run winery in the hills of San Gimignano. A stunning location, an excellent discussion about wines, Italian history and more followed before dinner in a private home. A beautiful 4 course meal, accompanied by more wine and a safe return to Siena by 11pm. Could not recommend this tour more highly and full credit to Kiko and Tuscan Escapes for providing a real Italian experience.

What an amazing tour! Elio made it so much fun. The best day of our trip by far. We loved the wine tasting and all the beautiful views.

We’ve been to the Tuscan region several times but mostly enjoyed the cities and larger towns. We’ve always wanted to tour the wine region and some wineries but driving a car and deciding on which stops to make and how to navigate it all was something we weren’t keen on doing ourselves.. Mission accomplished! We booked two full day tours and for this one Guillermo (Will) was our authoritative and fun guide. Courteous, simpatico and a wealth of information on the area, wines, culture, …you name it. We had originally booked these tours through a third party and when we needed to make changes to our itinerary we went directly to Tuscan Escapes staff who were so easy to work with. Montepulciano and Pienza are not to be missed. The Val d’Orcia is as iconic and beautiful as anything we’ve experienced. We would wholeheartedly recommend Will and Tuscan Escapes for the quality of tours they deliver. We still have a couple more tours we’d like to do the next time we’re in the region.

This was an amazing tour! Our guide, Juliana was so knowledgeable about the history of the area and especially the wine. She was very personable and the entire group really appreciated her. San Gimignano was a wonderful little town with great history. Juliana stopped at the ideal place to capture a picture of the city skyline. The wine tasting was wonderful. Filipe was the winemaker and was very passionate about the wine they were making. The fact that they mix 9 grapes for their Chianti was impressive but when he explained how they shade the grapes by hand to ensure they all ripen at the ripe time you could see his passion for the craft. Our Italy trip ranged from Venice to Rome but Siena and especially this tour was the highlight of our trip.

Fantastic guide! Had been a winemaker so knew all kinds of helpful and interesting information. Went to 3 wineries- each different. Had a fantastic lunch at 2nd one. Got to see an old Abbey, and time for walking around charming city of Montepulciano.

The guide provided an historical perspective with extensive knowledge. A wonderful day of food, wine, and touring that we highly recommend.

Wonderful experience! Our guide, Elio, was excellent. He was amiable and congenial as well as knowledgeable. He was also flexible, allowing us to pursue our particular interests, even though we had to break off from the group at one point.

It was an amazing tour. We had a personable guide / driver who entertained us along the way. We visited small family wineries and the hosts were informative and welcoming and the wine was great! We visited 3 wineries with a light lunch at the second one. Honestly, could have skipped the 3rd one, as it began to seem much the same, though the host was lovely. The driver was kind enough to drop us off closer to where our car was parked at the end of the day -- very much appreciated it!

The tour was awesome! We had the opportunity to check out three distinct wineries in the absolutely stunning region of Montalcino. The wines were fantastic & the info from our guide, free time to explore, and the group we were with made for an awesome day :)

Enjoyed this very much. Tour guide was knowledgeable of the region and classifications. Explained the difference between Brunello and Chianti regions and grapes used for both. We visited 3 vineyards. All were excellent and some of the tastings were intimately catered in a home. I can’t think of a more memorable experience to enjoy wine. Thank you!

I did this tour with my mom and husband last week. Our guide Checco was awesome! He shared so much information about Brunello di Montalcino and the surrounding region and he brought us to 3 wineries that we really enjoyed. The group size was perfect- not too many people, so the tastings still felt intimate. The wines we tasted were fabulous and we bought several bottles to enjoy during the rest of the trip (and a case to ship home). Our guide Checco was very friendly, he was a safe driver, and he was very patient with me as I practiced my Italian and asked him countless questions about daily life in Tuscany. He also didn’t stress or rush us when it became clear that our tastings were going a little longer than planned (I <3 “Italian time.”) I would definitely recommend this tour!

this was the perfect day adventure in chianti country with our knowledgeable and friendly guide Keko with Tuscany escapes, planning another trip now!

We went to Pienza and Montepulciano with Juliana yesterday. She was an amazing tour guide, very knowledgeable!

First of all, out guide - Guillermo, is a funny and friendly guy, with a passion for Italy, history and not only! 🥇 On this trip we visited a small town for coffee, then Pienza with the amazing views (here we took the lunch at a local farm with great pecorino selections, pasta and a delicious dessert). At the end of the trip we hit Montepulciano where we enjoyed the wine tasting and Guillermo was very kind to response to all questions that the group had about the wine, grapes, different kind of soils, olive. I highly recommend this trip! Big 👏 for the idea to do small groups!

This was a very small group tour, about 7 of us in total, and that makes it very personable and fun. Our tour guide, Guillermo (William, Bill..) was awesome, making sure we learned a lot along the way. We were blessed with seeing a couple of added bonuses: the small town and castle of Montereggioni, and lunch at an agriturismo in the countryside! Montereggioni is a hidden gem. Very small and quaint, but worth a quick visit. It's very walkable and so pretty! My sister and I really found it to be a great surprise! Heading on to San Gimignano was also great! This was the second time we would be visiting this town, having already visited it once on another tour, so we were more familiar with what we wanted to see. Guillermo gave us ample time to visit this place, so we climbed the tower to see the Tuscan countryside. What an extraordinary view! Tuscany is just so beautiful, and seeing it from the top of an old tower was the icing on the cake! Guillermo had been very kind in stopping outside of San Gimignano before we arrived, so we all could get a great picture of this place. He was very accommodating and patient. After San Gimignano, we were treated to an incredible lunch at an agriturismo place I believe, with our charming hostess whose place grows saffron! Her property is gorgeous, overlooking the countryside. All of the food is organic, and we were fed like family! We learned how to harvest saffron and how it grows. What a wonderful experience this was for us! We then continued on to Volterra after lunch, and we were given time to look around this lovely place. The Roman ruins were fascinating, and this town really surprised us. The roads were larger than other Tuscan towns we had been to, and it appeared to be a good size town with about 10,000 inhabitants. I would like to come back to Volterra in the future to see it again! Guillermo also treated us to a visit to an alabaster factory in Volterra with a gentleman who has been making alabaster for over 45 yrs! We saw the process, the effort, and the dedication that goes into creating some beautiful pieces! It What a talented man he is! I highly recommend this tour and I have to say that Tuscan Escapes did an amazing job! Please take this tour as you will be rewarded with amazing once in a lifetime experiences!