Scheduled departures
Pick a route. Join the group.
Best for solo riders, pairs, and anyone who likes having a date on the calendar. Groups go ahead with at least two confirmed riders.
See 2027 trip plansSmall-group bikepacking from Toronto · 2027
Ontario by bike, without having to figure it all out.
Join a scheduled departure or plan a private trip. Bring your own setup, or we’ll sort out bikes, bags, and the details together.
From the Halfwoods trip archive
01
Two ways to get out there.
Choose a date and meet a small group, or build a trip around your own people, pace, and idea of a good night’s sleep.
Private and custom
Your people. Your version of the trip.
Choose a known route or start with a blank page. We’ll adjust distance, support, learning, and stays to fit the group.
Build a private trip02
A few good ways to begin.
Popular routes with forgiving surfaces, useful stops, and enough flexibility to make the days feel like yours.
03
The useful parts are handled.
You still do the riding. You just don’t need to spend six months becoming your own route planner, gear department, and emergency plan.
Route and day planning
Daily distances, surfaces, food stops, water, and a plan that fits the group.
Gear conversations
Bring what you have. Bikes, bags, camping gear, and third-party rentals can be arranged.
Practical instruction
Packing, pacing, trailside basics, camp systems, and questions as they come up.
Stay your way
Camping, hotels, yurts, cabins, and unconventional stops can all be part of the plan.
Supported options
A support vehicle can move gear, prepare camp, meet the group, and provide bailouts.
A clear backup plan
Weather, mechanical, pickup, and communication plans are reviewed before departure.
New is welcome here
This can be your first bikepacking trip.
You don’t need the right-looking bike, a wall of outdoor gear, or an impressive daily distance. We’ll talk honestly about your riding, choose a workable route, and make sure you know what the days involve.
04
From curious to rolling.
A short conversation first. A useful plan next. No pressure to know the jargon.
Choose scheduled, private, learning-focused, or simply say you are not sure.
We match distance, dates, bike, gear, stays, and support to you.
Review the trip outline and booking terms, then place the 25% deposit.
Show up knowing what is happening, what to bring, and who to call.
05
Good questions.
Do I need bikepacking experience?
No. The route, distance, packing conversation, and instruction can all be shaped for a first trip. You should be comfortable riding a bike; we’ll talk through the rest.
What if I don’t have a bike or camping gear?
You can bring your own, use available Halfwoods inventory, or have third-party rentals arranged. We’ll confirm fit, availability, and costs before the trip is booked.
Can I come alone?
Yes. A solo rider can reserve a place on a scheduled trip and may be grouped with other riders. Scheduled departures need at least two confirmed riders to run.
Do we have to camp?
No. Depending on the route, a trip can use camping, hotels, yurts, cabins, or a mix. Private trips offer the most flexibility.
How does support work?
On supported trips, a second crew member drives the support vehicle, moves equipment, helps prepare camp, meets the group at planned points, and provides a bailout option.
When will the 2027 dates be available?
They are being planned now. Join the departure list and you’ll get the first date and price release before it is posted broadly.