Planning on a trip to Tuscany in 2024? I’d love to show you around my adopted hometown of Siena and discover the history of the Palio (which you can watch on 16 Aug here), learn about Renaissance wonders in Florence, or marvel at the towers of San Gimignano together. Check my availability here.

Please note that I am a city guide and not a travel agent or a driver, but I have contacts (scroll to the bottom of this page) who can help you plan the perfect Italian holiday and drive you where you need to go; I’ll meet you along the way!

Click here for tour ideas, here for some local events, or keep scrolling for videos, photos, and more…

Check availability here!

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Check availability here! 〰️


For more events, see the calendar here

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For more events, see the calendar here 〰️


Some instagram fun! Click on an image to see the other photos in the post (you don’t need to have an account, but if you do, please follow me)!


I hope you saw the instagram/facebook post about the Synagogue of Siena and the damage caused by the Feb. 2023 earthquake. If you would like to find out more about the restoration project and make a donation, please click here. Thank you!



Join us as we talk about Venice, Florence, and Rome! For more videos and interviews, visit the Featured In page here!

Let’s go to Siena with with Rick (recorded Jan 2022)!


Passionate, prepared, and, as her college professor called her, “la Piperatissima”! A native English speaker fluent in Italian, Anna now calls Siena home.


How to book?

Well well well, what have we here? Looking for 2022 tours? Click here to check availability and to book your spot!


In-person tours are back! Have a look here for some inspiration about what we can experience together!


We loved everything about our too-short, 3-hour, personal tour with Anna-the-Americana: the Cathedral's remarkable pavement and façade...Catherine's thumb and head...But most of all we loved Anna's uniquely world-wise, funny and very high high-speed story-telling. We will do our very best to plan far-enough ahead to get on Anna's schedule again the next time we come to anyplace she offers to guide us through the long, rich history and artistic treasures of the region. Thank you, Anna!

— Charles & Marilyn