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 DayHighlights-
Crisis Response · Discretion · Composure Under Pressure
Guests rode at their own pace along a marked route, each with their own GPS, so riders spreading out was normal and built into how the day ran. At one checkpoint a guest didn't arrive. He'd stopped for photos and set off again alone without telling anyone, ten to fifteen minutes before we noticed the gap. He was riding without a phone, and with the side routes threading through the French countryside there was no quick way to know which way he'd gone. My co-leader searched by van, with local police and residents joining her. I called nearby businesses and hospitals and swept side roads when I could, while keeping the rest of the group's afternoon ride and cultural stops running as normal. We found him a few hours later, safe and happy, full of stories about his own detour and unaware anything had happened. Of the whole group, only his wife ever knew he was missing. The rest finished their afternoon and never learned anything had gone wrong.
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Client Care · Resourcefulness · Quick Thinking
On a trip in Brittany, France, a guest fell into a WWII bunker and needed 21 stitches. I was leading the van that day, meant to sweep the trail and greet the group at the finish. I wrapped his wound, helped him into the van and drove him to hospital, then stayed for several hours to translate and keep him calm while he was being treated. With the rest of the group due to arrive without me, I called the hotel and talked them into an unscheduled wine and cheese welcome, something they'd never done before, to surprise and hold the guests until my co-leader got there. Ironically, some of the guests said that was their favourite surprise of the trip. Two other guests I've cared for through injuries on separate trips later sent me thank-you letters for the gentleness in how I looked after them.
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Experience Design · Attention to Detail · Relationship Building
On a private trip for twelve couples, most of the wives hadn't really biked before. I marked milestones along the way like biggest climbs, distances ridden, a birthday, and one couple's wedding anniversary, for which I'd planned a special solo evening for them. Mornings started with small celebrations too, my team and I made up awards for things like biggest climb of the week, coolest outfit, best attitude, while decorating their bikes for fun. Once, we hid the husbands' bikes across the lunch venue to give the wives a head start, but everyone ended up laughing too hard to actually race each other. One guest said she felt like a kid again and that she hadn't had that much fun since she was young. This group was my favourite I've led to date, and planning the surprises was as much fun as watching them land. I'm still part of their group chat to this day. Relationships like this are part of why I stayed at Backroads as long as I did, not just with coworkers, but with many of the guests I served, staying in touch with several of them for years after our shared trips.
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Adaptability · Fast Learning · Resilience
I hadn't biked since I was a kid when I became a cycling guide, and I arrived in France without knowing how to drive manual either. I trained intensely on the bike and taught myself to drive, trailer included, in two days. Yes, the clutch on that poor practice car is probably still recovering. A week later, on my first trip, a fire blocked the one-way street we were already halfway down, and I had to get the van and trailer out quickly, guests inside, with a five-point turn on a narrow European street built for one car. The guests were struck by how calm I was. I told them afterward it was my first time driving manual and they couldn't believe it.
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.