
Chianti Tours in May 2026
Planning for a trip to Chianti during May? We offer 10+ tour packages to Chianti departing in May 2026 that have 100+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Chianti on your May holiday.
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10 Best May 2026 Tours in Chianti
Join one of these handpicked Chianti May 2026 tour packages, tailored to the season.
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Top Chianti Tour Activities for May 2026
From food tours to wine tasting and others, here are some popular tour activities in Chianti with departures in May 2026.
Chianti May 2026 Tours for all Age Groups
Chianti tours in May 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Chianti May 2026 Tour Types
Discover Chianti May 2026 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Chianti Travel Styles
Explore Chianti with our diverse travel styles! Choose from luxurious tours that pamper you with comfort and elegance, or budget-friendly options that let you experience the beauty of Chianti without breaking the bank. Whether you're indulging in fine dining or discovering hidden gems, there's a perfect adventure waiting for you.
Reviews of our Chianti Tours for May
Feedback from guests whose tour started in/around Chianti during May.
Stefania - George and I returned last night from our trip of a lifetime! I keep telling people that it felt like a dream. So with laundry and luggage on the floor, I wanted to stop and send you this message! That tells you just how much we enjoyed our trip. Every detail, every transfer, restaurant recommendation, etc. was spot on. We could not have asked for better insight or a better planned trip. The tours.... oh the tours... were fantastic. We learned so much and while we expected the guides to be nice, we were not prepared for just how thorough and nice they would be. Not to mention funny! We enjoyed them as much as we did the sights that they led us through. The hotels were amazing as well. The rooms were great, but their locations were exactly where we needed to be to have the trip we sought after. But I must say that when we stepped onto the property at Hotel Caruso, I felt like we had stepped into a postcard. The flowers and the views were breathtaking. We spent a lot of time just trying to take it all in. There are no words that I can type, and even with a minor dissertation I couldn't cover it all. I have uploaded over 700 pictures and came home 8 pounds heavier! And this morning I went to the Italian grocer/importer to get my fresh mozzarella. I can't even eat food the way I used to. You planned a trip and anniversary celebration that can never be topped. We thank you!!
We had a fantastic time with a great group of people walking along the beautiful hills of Tuscany - visiting quaint hilltop villages - viewing spectacular scenery and partaking in wonderful food and wine
From sign up to last day this trip was fabulous. Our guide worked tirelessly to insure that our group of 16 was always taken care of on the hike and at the villa. Liz Procter was a completely professional guide who made everyone feel comfortable!! The scenery in Tuscany was gorgeous, and Villa Casalta was a treat to have as a base for the entire week! Hope to use Exodus Travel again and soon!
A really enjoyable and varied week in Tuscany. Three lovely walks through forests and vineyards. Stunning hilltop villages and market towns. Excellent wine tastings and winery visits, each a little different, and we certainly drank a lot of local Chianti. Liz, our guide, was efficient, knowledgeable, capable and so friendly. We had plenty of time to explore the cities of Siena and Florence at our own pace, and on our free day most of us opted for a cookery class at a local restaurant. Enormous fun and the lunch we helped produce, was amazing. The family run farmhouse where we stayed was full of character, and they made us so welcome. The evening meals were generous and based on local produce and served with their own estate wines.
The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.
We had a thoroughly enjoyable varied trip though the walking was more challenging than we anticipated. The uphill and down dale rocky walking was harder for us as we are both in our 70s and these days we have not done so much of this type of walking. Nevertheless, we had an excellent guide in Liz Proctor who made sure that we paced our walking and with her knowledge of the countryside and terrain through woodland, olive groves and vineyards combined with a good humoured small group of 6 persons made our walking very enjoyable. The wine tasting and classes were very informative and fun. On the city days in Sienna and Florence we had excellent guided walks and an in-depth insight into the culture and history ofthese 2 beautiful cities both of which we have visited twice before. The weather was more chilly than expected and the farmhouse although welcoming was not warm enough in the morning or when we came home each evening.th
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