Complete the famous 160 kilometre Simcoe Loop Trail over 3 days. Mostly on off-road multi-use flat rail trail, cycle along Georgian Bay, Lake Simcoe, Lake Couchiching, quaint villages and quiet country roads. This is a self-guided and supported trip: we will provide you with the routes and transfer your luggage over the three days, while you cycle at your own rhythm. You can pick any date during the season, and we will confirm availability within 48 hours.

2024 Dates:
on hold

Check out our fabulous 5-day version of this tour - it includes two additional loops through Awenda Park and by the Big Chute Marine Railway.

Duration: 3 days/ 2 nights
Approximate Distance:  160 km  (99 miles)
Skill/Fitness Level: Intermediate 
Trip Departure
: Simcoe County Museum, near Barrie
Cost: Group of 4+: $599 CDN pp +HST ($676.87)
double occupancy, price includes booking fee
Group of 2 people: $649 CDN pp +HST (733.37)
double occupancy, price includes booking fee
Contact us about pricing for groups of 6+
Single Supplement: $199 CDN +HST ($224.87)

Deposits & cancelations:
20% deposit at time of booking is transferable up to 60 days before trip departure. Full refund is available if we need to cancel due to changes in travel/Covid regulations.
Full details in FAQ


  • 3 days/2 nights accommodations
  • 2 breakfasts
  • Maps and GPX files
  • 3 Luggage transfers
  • On call route support service
  • Booking fee
  • Not Included: Airfare/transportation to route departure point, alcoholic beverages, personal expenses.


  • Bike rental
  • Guiding
  • Shuttle
  • Pick up/drop off at Toronto Pearson Airport

We are partnered with licensed TICO agent

OK Cycle and Adventure Tours
666 Kirkwood Avenue - Suite B102, Ottawa, ON K1Z5X9
Toll-free 1-888-621-6818 or Local 613-702-5350
TICO Ontario Registration #50022848


Barrie to Midland 

We will meet you just North of Barrie, to get your luggage and make sure you are all set to ride. You will pass through Anten Mills, Elmvale, Wyevale, and Perkinsfield before finishing in Midland on gorgeous Georgian Bay for the night. Midland has a very relaxing waterfront and many excellent dining options.

  Distance:  ~60 km 


Midland To Orillia

You will start your day on the Tay Shore trail, passing the Martyr's Shrine and Sainte Marie among the Hurons. Arrive in the lovely village of Coldwater just in time for lunch! Finish the day in Orillia on the shores of Lake Couchiching and Lake Simcoe for another relaxing evening. Stay at Champlain Waterfront Hotel in downtown Orillia with shops and dining at your doorstep. 

Distance:  ~57 km 


Orillia to Barrie

Lake Simcoe is just to the south for most of your ride today with several places for you to pop down to see the view and maybe have a swim. Pass through Hawkestone, Oro Station, and Shanty Bay before making your way through Barrie to end the trip where we will meet you with your luggage. Congratulate yourselves on a ride well done!

Distance:  ~47 km 


 Notes: Routes are subject to change without notice based on local conditions and guide judgement. Trips will run with as few as 4 guests.