Tuscany Tours in September 2026

We walked the Via from San Miniato to Buonconvento, a major life experience. The Tuscan countryside unfolds and offers picture-perfect vistas every day. The track is very quiet, some days we would only see one or two other walking groups, so plenty of time for reflection. The days were longer than we expected, we certainly weren't fast walkers, so obviously that plays in, but we did find that some of the stretches were uncomfortably hot, in full sun. Often there was long stretches between water, and not many places to stop. You need to factor this in to your thinking and expectations. We had thought about this in advance and carried sun umbrellas that clipped onto our belts and backpacks so that we could walk with our own shade with hands free to use poles... strongly recommend investment. Some of the accommodations were fantastic, others quirky and fun, and a couple disappointing. Highlights in Gambassi Terme and our last night before Buonconvento.

A great trip visiting a lot of beautiful Towns with informative tour guides, also providing free time to explore. The wine tasting at Majnoni Guicciardini was a fantastic setting, informative and picturesque. The trip to Siena and hearing all about The Palio was inspiring and our tour guide in Florence imparted so much knowledge. In all, a great week of exploring the many highlights of Tuscany and the beautiful scenery. The pace was just right with plenty of time to partake in wine tasting!

Title taken from our Group Whatsapp - which was just part of the story. Had high hopes for this holiday and they were fully met. We thoroughly enjoyed ourselves and would recommend this holiday to those seeking a real Tuscan experience.

The week was full of many different experiences. Despite a smaller group than usual, the walking was excellent, even though it was very hot. The wine-tastings were very different, and all informative, some with some nice nibbles included. The hotel is lovely with an excellent (ask for a room with a view) with a swimming pool and home made pizzas to die for. City-wise, we visited St Gimignano, Siena (brilliant guided tour included) and Florence. Our guide, Jordan, did a great job keeping us under control.

Our tour guide Jamie was very helpful and fun throughout the trip. Even if some of us are late, he is still very patient and always keeps a smiling face. He also gave us tips for when we return next time, and some travel tips as well. Great guy.

Wow! Exodus … thank you …we had a fantastic week. The trip was truly amazing. It was a great combination of leisurely (but hot!) walking in the Tuscan countryside, cultural days in Siena and Florence and superb wine tastings. We were fortunate to share our experience with a wonderful group of people and enjoy a few evenings (and bottles!) dining on the lovely terrace of Hotel Le Renaie. The weather was superb and scenery absolutely spectacular.