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Welcome behind the scenes at Cooltours! We are a group of passionate travelers, local experts, and adventure seekers dedicated to showing you the world from a fresh perspective. We believe that travel is about connection, discovery, and creating stories worth telling.
Get to know the people behind your next great adventure!
Our Team
Anna Maria Madaffari — Founder & Leader Explorer
With over two decades of wanderlust fueling every step, Anna founded Cooltours to ditch the typical tourist traps and share authentic, off-the-beaten-path experiences.
When not mapping out new itineraries, you’ll find her managing every single tour even from behind the scenes in order to make sure every itinerary or single day tour booked through Cooltours goes smooth and outstanding. Thanks to a sharp eye for detail and a knack for problem-solving, your journey is seamless from the moment you book to the day you return home.
Most of the times she's running personally each tour as she's been doing this over the last 18 years
Favorite Destination: Wine Regions
Paola - Laura — Operational Drivers/Guides
Capturing the soul of every destination is our girls’ superpower. Whether through stunning visuals, engaging stories, they make sure you feel the vibe of a place before you even get there.
Favorite Destination: Siena & Bolgheri
Max - Luca - Cristiano - Federico- Francesco — Operational Drivers/Guides
Capturing our clients with their professionalism, and still easy going approach, they make sure that every tour or transfer service is filled with great tips and a cool sense of humor because travel has to be fun.
Favorite Destination: Umbria & Valdorcia
Roberto - Marco - Valentina - Paola — Senior Local Guides
True locals at heart with a global mindset, they know every hidden alley, secret café, and local legend. They lead our signature city tours with infectious energy and a deep love for community culture.
Favorite Destination: Florence, Siena, Lucca, Perugia and more....
Enrico - Operational Driver/Guide
True Napolitan local leading you through the colorfull spots of Naples and the coast with a great attention to the local foods and unforgettable views you can't miss during the Amalfi coast tour
Favorite Destination: Naples, Sorrento & Positano
Paolo - Senior Operational Driver/Guide
The true Roman expert leading you through the intracated locations of Rome and beyond: unique days also for second visitors who want to experience the surroundings of Rome
Favorite Destination: Rome, Vatican & off the beaten paths
What Drives Us
Authenticity over Itineraries: We design experiences that let you live like a local, not just visit like a tourist.
Sustainability & Respect: We care deeply about the communities and environments we explore, striving to travel responsibly.
Good Vibes Only: Travel should be fun, stress-free, and inspiring. We bring enthusiasm and personal care to every single trip.
Join the Journey....
Ready to explore with us? Whether you're looking for a custom itinerary or joining one of our group tours, our team is here to make it happen. Get in Touch With Us:
cooltoursbyanna@gmail.com
WhatsApp: +39 347 70 71 332
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