Road Cycling Trip: Cycle a picturesque and rolling route from Orillia to Port Carling. Ride along the shores of Lake Muskoka, Lake Joseph, Lake Rosseau, and Sparrow Lake. Experience cottage country culture.

Duration: 3 Days/2 nights
Total Distance: 228 km ( 141 miles)
Cost:  $799 CDN plus HST ($902.87)
per person, double occupancy. Includes Booking Fee.

Single Supplement: $220 CDN plus HST ($248.60) 
Trip Departure: Orillia, ON

Skill/Fitness Level: Intermediate/Advanced

2018 Tour Dates

May 22th – 24th  (NO SPOTS AVAILABLE)
June 3rd-5th 
September 9th-11th

Custom dates: Please contact us


  • 3 days/2 nights accommodations
  • Most meals – breakfast (except Day 1), lunches, dinner (except Day 3), and snacks/drinks during rides
  • 1 boat cruise
  • Van support and guides
  • Route extensions
  • Luggage transfers
  • Secure bike box storage
  • Detailed route descriptions
  • Not Included: Airfare/transportation to route departure point, alcoholic beverages, personal expenses, gratuities for guides.


  • Bike rental
  • Extended bike and/or bike box storage beyond trip dates

Explore Ontario's Premier Cottage Vacation Destinations

Day 1

Orillia to Port Carling 

We will start on the shores of Lake Couchiching in Orillia and will soon be passing through the pastoral farmland to the north of the city, before heading into cottage country. Our route takes us over a swing bridge, hugs the shores of Sparrow Lake, and winds and rolls through the first glimpses of the Canadian Shield. Sites include the Torrance Barrens Dark Sky Preserve and the village of Bala.  Our accommodation for both nights is the beautiful Sherwood Inn on the shores of Lake Joseph. 
Included: Snacks, Lunch, Dinner
Distance: 89 km (55 miles)

Day 2

Port Carling to Gravenhurst

Today's ride has spectacular scenery and lots of ups and downs to challenge the legs. We make our way along the north side of Lake Muskoka for most of the day, and will take advantage of some high points to stop for fabulous views of the lake. The route passes through Bracebridge and then continues south into Gravenhurst, which is known as the gateway to Muskoka. We will explore Gravenhurst’s Muskoka Wharf and enjoy a boat cruise to end the day.
Included: Breakfast, Snacks, Lunch, Dinner, Boat Cruise
Distance: 71km (44 miles)

Day 3

Lake Rosseau Loop

Today’s ride is hilly with several short steep climbs and one long, gentle slope of approximately 4 kilometres. The day begins winding north with Lake Joseph to the west and Lake Rosseau to the east. We pass through Port Sandfield and Minett before looping around the top of the lake through Rosseau and past the Rosseau River and Bent River. We end the day in Port Carling, and will have time to explore this town known as the “hub of the lakes” before transferring back to Orillia by van.
Included: Breakfast, Snacks, Lunch
Distance: 68km (42 miles)

 Note that routes are subject to change without notice based on local conditions and guide judgement.