
Siena Tours in May 2026
Planning for a trip to Siena during May? We offer 20+ tour packages to Siena departing in May 2026 that have 210+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Siena on your May holiday.
See all Siena May 2026 Tours
We guarantee the best prices on all our tours. If you find a lower price within 24 hours of booking, we'll match it.
Note: Prices may vary based on availability and demand.
10 Best May 2026 Tours in Siena
Join one of these handpicked Siena May 2026 tour packages, tailored to the season.
See all Siena May 2026 Tours
Top Siena Tour Activities for May 2026
From city sightseeing tours to cultural, religious and historic sites and others, here are some popular tour activities in Siena with departures in May 2026.
Siena May 2026 Tours for all Age Groups
Siena tours in May 2026 designed for all ages—families, young adventurers, seniors, and everyone in between.
Siena May 2026 Tour Types
Discover Siena May 2026 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Reviews of our Siena Tours for May
Feedback from guests whose tour started in/around Siena during May.
An amazing walk through the Tuscan countryside. Exceptional organisation and attention to detail meant we could concentrate on having a great time and not have to worry about accommodation, meals and transfers. Thanks!
We thoroughly enjoyed our 6 day walk along the Via Francigena amongst Tuscany's spectacular scenery. The clear route notes with the back up app were excellent in their detail and saved us the stress of finding our way. We were lucky too with non-stop sunny weather and no rain. The hotels and B and B's were welcoming and provided excellent accommodation. Hotel breakfasts included a variety of hot and cold food - certainly far more then the expected continental breakfast of a croissant and a cup of coffee! So we would certainly recommend them to organise walking holidays. And many thanks for a wonderful holiday!
I had a brilliant experience walking and wine tasting in Tuscany, led by our fantastic guide, Jordan. This trip has a good balance of picturesque walks, wine tasting and city days and offers a great introduction to one of Italy's most beautiful and historic regions. Our itinerary ran seamlessly and there was never a moment where I felt it was too full-on, as we were given plenty of free time between activities. I would do this trip again in a heartbeat!
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
We had the most fantastic trip on our brunello wine tour. It was the best tour on our whole Italian trip. Daniel our expert guide was so funny, passionate and informative about the full processes of wine making from start to finish. He was also fantastic at answering any questions and a tour guide of the areas we were traveling through. He even stopped at the hilltop town of montalcino and a beautiful hidden Abbey. We visited three separate Vinyards all fantastic however the Vinyard where we had the most outstanding lunch was the highlight. We both thought it was the best lunch of our whole trip, Grazie Laura. We wouldn't hesitate to go in this tour again if we return to Tuscany, if you get Daniel he totally makes your trip. Thank you for a great day.
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!
Get a customized trip to Siena in May 2026
Plan a multi-country or regional adventure across Siena in May 2026, with help from a local expert.