Cooltours in Tuscany: everything about Tuscany with a cooltural insight!

Cooltours by Anna is a one woman business providing professional driving services with a personal tour leader and wine geek on board!

After years in the tour business, Anna, founder and owner at Cooltours specialized in Tuscany.

Available the all year round and happy to personally run day tours in Tuscany in the coolest attractions Tuscany region offers with its scenic countryside, best wine zones and jewel towns such as Siena, Lucca, San Gimignano just to mention a few.

The main goal is to provide you an authentic and intimate experience composed of technical knowledge about wine, olive oil, cheese making, arts and crafts as well as all my personal knowledge about the places we will visit and the comments about the local culture I will be proud to share during our full day excursion in Tuscany.

Some daily tours have a definite itinerary in the case of joinable tours which anyway are high quality and still a unique experience due to the small group size (8 people) where you will share your passion for Tuscany, wine, food and make new friends while staying in a good budget by sharing the costs.

Every Tuscany Tours and Tuscan Wine Tours can be regularly customized and they will be private tours tailored made according to your requests.

You personally choose which area you want to visit and the emphasis to put on in order to let you spend a full day rich in stunning scenery, breathtaking views, hilltop villages, award winning wines and typical food but of course do not think you will have a quite and shy host!

Anna's Tuscany tours to combine in a full day (min. 8 hrs) scenic drives in the tuscan wine regions such as Chianti Classico and Montalcino, off the beaten path destinations in the Tuscan countryside with well known attractions, walled hilltop towns, medieval hamlets, the best organic products and typical meals.


*Scroll down to have an idea of activities.....


Tuscany Joinable Tours are semiprivate full day excursions from Florence or from Siena.

Pick up directly at your front door.

You'll be driven around the most scenic routes of Tuscany in a comfortable and luxury Mercedes minivan.

Small size group is guaranteed, the van holds a maximum of 8 people so this ensures you will get an insightful way to experience Tuscany, its countryside and of course Tuscany best red wine regions during my educational but cool wine tastings and olive oil tasting sessions.

Tuscany Private Tours are the best way to experience Tuscany with a personal touch and in the comfort of a minivan at your disposal.

Being a private driving service pick up times and activities will be totally customized according to your needs.

Do you need a pick up at the train station? Would you like a transfer-tour while going to your next destination?

Would you like to mix and match destinations like pick up in Florence and drop off somewhere else?

This is your kind of private tour you might need!

Full day tours of private driving service and free walks to visit the typical hot spots of Tuscany and when possible the semiprivate tour will be run.

Pick up in Florence directly at your front door

Montepulciano & Pienza

Volterra & Colle Valdelsa

Siena & San Gimignano

Lucca & Pisa

Tuscan wine tours can be run as private wine tours or semiprivate.

Cooltours® by Anna specialized in two prestigious tuscan wine regions: Chianti and Montalcino where you will be able to sample great Chianti Classico, Riserva, Gran Selezione and Supertuscans or Rosso di Montalcino, Brunello di Montalcino, Riserva depending on the area you will choose.

Private driving services are recommended but ask about what is available during your stay and you might b e able to join other tuscan wine enthusiasts.


Chianti Classico Wine Tour

Brunello Wine Tour

First the full day excursion will include an easy pick up at your lodging, plenty of space to carry your stroller, the possibility to equip the minivan with baby car seats for 0-3 yrs old children ( I will personally provide it).

Scenic countryside drives with cultural insights, medieval villages and frequent stops in the most picturesque and historical areas of the tuscan region.

with award winner driver:


Best Private Driver Guide Operator 2016

Excellence in Service in Tuscany 2018

Best Driving Operator 2018

Private Operator 2019

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