Our Story


It all started when a Canadian, a Dutchman, and an Italian went on a ride…

We are a collective of cyclists hailing from diverse corners of the earth and bound together by a love of cycling and Italy. CyclingHero materialized from a shared passion for creating our own extraordinary cycling trips. It’s our dream to introduce cyclists from afar to the wonders of vacationing by bicycle while unencumbered by rigid timetables and group-oriented activities.

Our company empowers cyclists to become ‘cycling heroes’ and discover the hidden gems, epic climbs, and authentic culture of Northern Italy by making use of our cutting-edge mobile technology that places riders in full control of each day of their vacation. Routes lead cyclists off the beaten path, offering a daily choice of ride options, magnificent scenery, favourite cafés, and boutique accommodations. 

We invite you to join us in spectacular Northern Italy to discover the true meaning of an incomparable, personalized cycling vacation with expert and unobtrusive support throughout. CyclingHero trips are designed to welcome you, as friends, to the place we live and love.

The best way to describe CyclingHero? It’s like visiting a cycling friend who knows their region inside and out, and experiencing all their insider tips.

Bob Rogers

The Team

  • Andrea
    Local Expert
    Emilia-Romagna & Tuscany

    Born in Bologna, loves all about mechanics and tidy sprockets. Coaches passionate cyclists like himself and lives atop one of the hills around his hometown, the smartest way to train!

    Follow me on Strava
  • Bob

    Originally from Canada, 30+ years working in the travel industry. Loves to plan challenging rides up serious climbs, but then regrets it. Wears bicycle-themed socks.

    Follow me on Strava
  • Caterina

    Born in Treviso, has a PhD in Biology, and decided to return to Italy after 15 years around the world. Do not eat Hawaiian pizza near her. Never rides in the rain unless Prosecco is involved.

    Follow me on Strava
  • Mark

    Originally from the Netherlands, 20 years as a Fullstack developer. Expert in all things geeky. Rides hard and codes harder.

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  • Orietta
    Local Expert
    Emilia-Romagna & Tuscany

    Born in the beautiful countryside of Emilia-Romagna, has an innate connection to Nature and her Bike (as long as she doesn't need to clean it). Curious about the next challenge: try to catch her up on a climb, if you dare.

    Follow me on Strava
  • Puppers
    Team Motivator

    Over 3 years of experience barking at other cyclists while cycling. Likes to lick your sweaty face on the steepest parts of the climb. Best to stay clipped in when he is around if you care about your calves.

  • Susan
    Back-Seat Driver
    North America

    A cycling industry veteran of over 20 years who emerged from early retirement to lend her experience and expertise to the team. Enjoys rolling routes and climbs near her home in Vermont, and stops for espresso whenever possible.

  • Tomasz

    Geek through and through, loves coding and everything Tech. Cannot do without coffee, black is mandatory. A passionate “Shinnichi” or Japanophile, call him Tomasu and bow if you cannot pronounce his name. Uses a bike with a basket to carry his laptop around the world.

Let Us Help You Create the Perfect Cycling Adventure

Tell us about your dream tour, and we'll be in touch with our customised recommendations just for you.