PT CYCLING

OAKVILLE TO MONTREAL
September 19-28, 2026
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Watch the world's best racers in one of the world's most beautiful cities!  

This ride is for those who label themselves as "Challengers" - distance matters and it's all about the ride.  We will ride from Oakville, Ontario to Montreal, Quebec where we will cheer on the cycling stars of today!
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DAY ONE:  Oakville to Port Hope
​September 19

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​​Details: 
Most of today's ride is on bike paths, so please stay on your side and be aware of others around you.  There are some hidden gems on this route that are worth making a short detour to as well, including Ireland Park on Toronto's harbour front with it's haunting statues and Guild Park in Scarborough that has been turned in to a resting spot for remnants of old buildings.
  • 160 km - 658 m elevation gain

Highlights: 
  • Camp X
  • Camp 30 POW Camp

DAY TWO: Port hope to kingston
​September 20

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Details:  
We begin our ride in to the historical loyalist towns and landmarks with cute storefronts in Brighton, Bloomfield, and Picton, many places to stop for treats, and expect to spend some time in the infamous Bloomfield Bike Shop.
  • 173 km - 566 m elevation gain

Highlights: 
  • Lake on the Mountain
  • Free Ferry after Picton every 15 min from 10:15 am to 7:30 pm
  • UEL Heritage Museum
  • Penitentiary Tours​

DAY THREE: kingston to cornwall
​september 21

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Details: 
All of your elevation gain will be met leaving Kingston today, but expect your heart rate to slow as you admire the woodworking carvings and other fun pieces dotting the road enticing you to stop and catch your breath.
  • 192 km - 411 m elevation gain
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​Highlights:  
  • First Railway Tunnel in Brockville is worth a short stop
  • Fort Wellington​
  • Long Sault Parkway
  • Upper Canada Village

DAY FOUR:  CORNWALL TO MONTREAL
​SEPTEMBER 22

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Details:​   
Our route will take us through quaint Quebec towns, beautifully landscaped urban gardens, quiet country roads, and tree lined bike paths as we get closer to the second largest city in Canada.  

Be on the lookout for the sport's biggest names as they will be out training today.  Or we can check out the time trial races with the Junior men and women and mixed relays being contested.

  • 135 km - 229 m elevation gain ​

DAY FIVE: WORLDS 2026 CYCLOSPORTIF
​SEPTEMBER 23 

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Details:​  
We anticipate that there will be a Cyclosportif, or Granfondo, today where we will be able to register to ride on the World Championships course before watching the road races that begin tomorrow!

Riders will be responsible for registering for the event themselves.
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  • Ride: TBD


DAY SIX:  Explore montreal
​SEPTEMBER 24

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Details:​​  
You may choose to play tourist in Montreal today or watch all/some of the races as the Women's U23 and Men's U19 categories take to the start line.  

We will discuss ride options the night before to ensure that everyone gets in every kilometre that they would like.  Though if you've never been to Montreal it is work spending at least half a day in the old town and learning about Quebec and Canadian history.
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  • 0 to 150 km​

DAY SEVEN: explore montreal
​SEPTEMBER 25

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Details:
   
Events taking place today are the Men's U23 and Women's U19 categories toeing the start line for the road race. Choose to cheer them on or play tourist in the city with a visit to the 1976 Olympic Velodrome which is now a biodome.​

We will also discuss other ride options the night before, so there will be something for everyone and all decisions can be made based on how you are feeling.
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  • 0 to 150 km​ ​

DAY EIGHT: Cheer on the racers
​SEPTEMBER 26

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Details: 
Today we will cheer on the Elite Women as they contest the rainbow stripes. Canadian Magdeleine Valliers became the first elite Canadian to win a road World Championship title in 2025 and she will be extra motivated to perform in her home province in 2026.  Be ready to lose your voice as we watch these amazing women tackle the streets of Montreal.

Our accommodations are 13 km from the finish line.  We will determine transportation options the night before - riding your bike, walking, getting dropped off/picked up, or public transit.

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  • 0 to 150 km​

DAY NINE: CHEER ON THE RACERS
​SEPTEMBER 27

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Details:

​Today we will cheer on the Elite Men as they race over 273 km in pursuit of a World Championship title.  Grab your noise makers and scout out a seat at a pub where you are guaranteed to meet new friends from around the world.  With the race on home soil expect all the big Canadian names to be in the fight.
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Our accommodations are 13 km from the finish line.  We will determine transportation options the night before - riding your bike, walking, getting dropped off/picked up, or public transit.

  • 0 to 150 km ​

DAY TEN: DEPARTURE
SEPTEMBER 28

The PT Cycling team will drive your bikes back to Oakville as you catch a flight, take the train, or arrange a drive.  Athletes are responsible for their own return transportation.

INCLUDED

  • One support van
  • 9 nights accommodation
  • 9 breakfasts and lunches
  • Bike and luggage transfer from Montreal to Oakville
  • Snacks and beverages in the support vans (fruit, sandwiches, local treats, chips, water, electrolyte powder, and much more)​

NOT INCLUDED

  • Transfer home
  • Dinners
  • Bike
  • Registration in the Cyclosportif
  • Travel Insurance
  • Personal consumption: alcohol, snacks en route, souvenirs, etc.

FEES IN CANADIAN DOLLARS

  • $3,900 + HST for shared accommodation
  • ​$4,300 + HST for single accommodation
  • Save your spot with a $1,500 CAD deposit
  • Click here to register
  • All fees due 30 days before trip starts
  • Link to cancellation policies ​

Montreal CYCLING TRIP REGISTRATION:  

CLICK HERE

    HAVE QUESTIONS?  WE WOULD LOVE TO HEAR FROM YOU:

Submit

OR REGISTER VIA E-MAIL OR PHONE
[email protected]
416-458-6859

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  • Home
  • Train
  • Travel
    • Cobbled Classics
    • Croatia
    • Montreal Cultural
    • Montreal Challengers
    • Custom Trips
  • Learn
  • About Us
    • Our Story
    • Our Team
    • Testimonials