Anna
Anna: Your Tuscan Wine Tour Guide

Hi! I'm Anna Maria Madaffari but if you ask people around most probably they will not know about me...not under this name.

Because since more than six years everybody knows me as "Anna" the cool tuscan wine guide running Tuscany tours and scenic wine tours around the most amazing and juicy wine regions such as Chianti Classico (easy to recognize through the Black Roaster) and Montalcino where the famous Brunello is produced.

Am I a native tuscan? Not by birth cause I was born in Calabria, the deep south of the italian boot where I absorbed the greek and the roman culture to be finally adopted by this wonderful region at the age of 14 years old when as a young student I first came here as a tourist.


Still too young to live here I left with the dream to come back to Tuscany where I ended up 12 years ago, I set up a family first and a company then with the wish to give tourists an authentic tuscan experience without feeling treated like tourists but like friends.

Anyway culture is a building up process and I tried hard to learn as much as possible in my life and I am sure this is still the very beginning!

How did I learn about languages and history? 

I got two degrees, one in Foreign Languages and one in Modern Cultures at the University of Florence and soon I started working as interpreter and this gave me the chance to travel all over Europe for two years and to develop my will of being among people although in a very informal and friendly way (totally the reverse when you work as an interpreter!).

How did I learn about wine making?

My desire to really melt with the locals led me to follow a training which resulted in a certification in Informazione Accoglienza Territoriale e Turistica (IAT) and by chance I ended working at an award winning winery producing both Chianti Classico and Supertuscan wines. 

It is there that I started to learn technically about winemaking cause I still remember when the winemaker asked me what did I know about winemaking during my interview, I was going to answer "I open the wine bottle and drink it"!

How did Cooltours by Anna start?

After more than 6 years of collaboration as a driver/tour escort for several upscale companies and tour operators Cooltours by Anna was born in 2012 as a one-woman business.

Which advantage do you have booking with me?

First you will meet cool Anna to enjoy all my talkative and bubbling personality and if I am not available I will try to meet you as soon as possible during your stay but I will never send you another person instead of me. I want my customers to enjoy "Anna's Tuscany Experience" as stated on many Trip Advisor reviews.

Second I'm a holder of an official license as a state-register driver and this gives me access to all the downtown areas otherwise forbidden to private vehicles and this means I can legally pick you up and drop you off at the doorstep of your lodgings in town and we do not need to set up a meeting point half hour away from it.
But also I can legally do transfer services from the airports to the cities and back and I can be hired as your private driver and drive you all over Italy.

Trip Advisor Excellence
Third I am certified as "tour leader"  and I proudly belong to the association of tour leaders and guides of Florence and I'm so happy to share my passion and enthusiasm about Tuscany -my adopted region - and my native country Italy although remember city tours are free visits while you will be with me driving you around.

So if you believe I already shared a lot with you just in few lines, you got it: 

I am the right person for you and for your countryside and wine tours in Tuscany! 

A day with Anna is the highlight of your trip, a true Tuscany experience with your "professional" friendly tuscan guide.