Backroads Travel |

Backroads Travel |

Luxury active Trip Leader 

25+ trips led (bike, hike & multisport)

400+ guests served

75+ cultural events organised

5 regions, 3 countries

A whole lot of logistics (and fun)

Each week meant a new group of guests, a new co-leader, and often a new route, so I had to learn the cultural and historical detail of each place well enough to answer anything on the spot. Every day started with a "route rap," walking guests through what was ahead with local storytelling built in, and continued through cultural stops as well as van and bus transfers. Rides ran up to 80km daily.


My own role alternated by the day too, one day leading the ride with guests, the next running logistics from the van, which meant staying in sync with a different partner every week to divide the work well between us. Itineraries could change with a day's notice, especially with unexpected weather, and schedules shifted constantly, which meant staying ready to rebuild a day on the fly. Trips ran from 7am to 11pm, seven to nine days straight, often back to back with no break in between.

Day to Day
Highlights

Beyond
The 
Ride

* AKA

Transferable Skills

Operations & Logistics

  • Managed ride timing to hold a tight schedule without guests ever feeling rushed or pressured.

  • Handled cash logistics daily: managing float, converting currency, and running tip pools for local guides and drivers across each region we passed through.

  • Managed luggage transfers between hotels, coordinating with drivers and hotel staff so bags were always waiting in the right room by the time guests arrived.

  • Rerouted entire days around weather, poor road conditions, obstacles and guest requests without guests noticing a disruption.

  • Handled bike emergencies and malfunctions, fixing problems quickly so a mechanical issue wouldn’t delay a guest for too long.

Guest Experience

  • Curated and booked private dinners and excursions for guests.

  • Hosted local wine tastings and daily meals with guests, often at Michelin-starred restaurants.

  • Collected and managed guest medical and dietary information before and during each trip.

  • Completed formal training in guest conflict de-escalation and behaviour management. On trips costing guests thousands of dollars each, expectations ran high, and navigating difficult group dynamics was a necessity.

  • First Aid and CPR certified, allowing me to care for injured guests on the road

Language & Culture

  • Worked in both French and Italian, coordinating with chefs, vendors, and hotel staff in the local language.

  • Translated cultural and historical content for guests directly, bringing local history and stories to life.

  • Researched, sourced and booked cultural experiences, wine tastings, museum visits & local guides.

Before & After

  • Checked routes, vendor confirmations, prepped the bike fleet, and snacks before every trip started.

  • Cleaned and maintained vans and bikes after the trip was over.

  • Handled bike repairs and van upkeep on the trip.

  • Photographed during each trip for guests to take content home.

  • Closed out every trip with guest feedback, expense reports and a debrief with my team.

  • Filed incident reports and checked in regularly with a regional manager, reporting into the company structure beyond the trip itself.

What it Taught Me


Making meaningful connections with people and curating moments of real joy is what I loved most about this work. At eighteen, without ever having biked before, my dad bought a bike and rode from Canada to Florida alone. When the pandemic hit, and a lot of us weren't sure what the world would look like next, I took a leap of faith (like my dad) and spent most of my twenties doing what I love most: curating and guiding people through active adventures in nature, around the world. In the winters, this paired with private ski instructing in Steamboat Springs, Colorado.

The job looks fun on paper, but it was also physically and mentally demanding. Connecting with people and handling logistics are both genuine gifts that don't come naturally to everyone, and it's what I want to keep building wherever I go next.