Road Cycling Trip: Cycle from Parry Sound, Georgian Bay to Muskoka Lakes District and back to Georgian Bay through Port Severn, Midland, Collingwood, and Thornbury. Discover 2 UNESCO biosphere reserves (30,000 Islands and Niagara Escarpment), the rugged beauty of the Canadian Shield, and the tranquil lakes and forests of Muskoka. Enjoy beautiful lakeside accommodations, excellent food, and experience Ontario's cottage country culture.


All multi-day tours are booked through our booking partner and licensed TICO agent

OK Cycle and Adventure Tours
Katherine Morewood, Office Manager, Licensed Travel Agent
66 Kirkwood Avenue - Suite B102, Ottawa, ON K1Z5X9 
Toll-free 1-888-621-6818x102 or Local 613-702-5350x102
TICO Ontario Registration #50022848

Duration: 6 days/5 nights
Approximate Distance: 400 km (248 miles)
Cost: $2399 per person + HST ($2710.87) double occupancy. Price includes booking fee.  
Single Supplement: $792 + HST ($894.96).

Skill/Fitness Level: Intermediate/Advanced
Trip Departure
: Orillia, van transport to Parry Sound. 

2019 Tour Dates:

June 16th-21st
July 7th-12th

August 11th - 16th
September 15th-20th


  • 6 days/5 nights accommodations
  • Meals - breakfast (except Day 1), lunches, dinner (except Day 6), and snacks/drinks during rides
  • 2 boat cruises
  • Humdinger cycling jersey and water bottle
  • Van support and guides
  • Luggage transfers
  • Secure bike box storage
  • Not Included: Airfare/transportation to route departure point, alcoholic beverages, personal expenses, gratuities for guides.


  • Pick up/drop off at Toronto Pearson Airport
  • Bike rental
  • Extended bike and/or bike box storage beyond trip dates

Explore Ontario's Premier Cottage Vacation Destinations


Parry Sound and 30,000 Islands 

We will drive you to Parry Sound, a small town in the UNESCO Georgian Bay Biosphere Reserve.  Explore the town and get your first glimpse of the stunning 30,000 Islands, and then hop on the bikes to explore further and ride into Muskoka for our first of two nights at our delightful lakeside accommodation. 
Included: Lunch, Snacks, Dinner
Distance:  50 km (30 miles)


Rosseau Lake Loop 

Today’s ride is hilly with several short steep climbs and one long, gentle slope of approximately 4 kilometres. We begin by 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 and Bent Rivers. Now heading south on the east side of Lake Rosseau, we end in Port Carling, the “hub of the lakes” at the junction of Lakes Rosseau and Lake Muskoka. Here we will explore the town, including The Wall photo mosaic, and eventually retire to back for a second night in Muskoka. 
Included: Breakfast, Snacks, Lunch Dinner
Distance:  68 km (42 miles)


Torrance to Port Severn 

 Day 3 is a challenging day of 120km, or you can take a bump along the way to make the ride ~80km. We begin with a very short van transfer to Torrance. The route includes Torrance Barrens Dark-Sky Preserve (albeit by daylight), Sparrow Lake, and the Big Chute Marine Railway (an inclined marine railway that carries boats up and down 18 vertical metres, the only one of its kind still in use in North America). We end the day by returning to Georgian Bay at Port Severn, and will dine and sleep at Rawley Resort
Included: Breakfast, Snacks, Dinner
Distance:  120 km (75 miles)


Port Severn to Honey Harbour

An easier out and back ride on Day 4 - we will ride north to Honey Harbour and visit Georgian Bay Islands National Park. This is the southern end of the 30,000 Islands that we first viewed in Parry Sound, and the park protects 63 islands within the world's largest freshwater archipelago. We will take a boat-ride to visit Beausoleil Island, and then return by boat and bike back to Rawley Resort
Included: Breakfast, Snacks, Dinner
Distance:  50 km (30 miles)


Port Severn to Collingwood 

And the scenery changes yet again today as we begin our trek along Southern Georgian Bay. It is just a few kilometres from Port Severn to Waubashene where we join the paved and car-free Tay Shore Trail. We will pass cottages, marinas, parks, wetlands, and have frequent views of Georgian Bay. We pass the historic Sainte-Marie among the Hurons and the Martyr’s Shrine. The trail ends in Midland, where we then head south to explore Georgian Bay’s famous sandy shores, including Wasaga Beach, the world’s longest freshwater beach. The last few kilometres of the day bring us into the four-season playground of Collingwood, where we will have a well-deserved pub lunch. 
Included: Breakfast, Snacks, Dinner
Distance:  78 km (41 miles)


Collingwood -Blue Mountains Loop

Options, options, options! There are numerous possible rides around Collingwood and the Blue Mountains. Depending on wind direction, the state of our legs, and group consensus, we may choose to loop over towards the village of Creemore, or head into Grey County and the town of Thornbury. We may cover some of the Apple Pie Trail, named one of the world's most enticing food and drink trails by CNN in 2017! Whichever direction we choose there are quaint villages, challenging climbs, and stunning view of Georgian Bay. This is our last day - we will wrap up the riding early so that you have a chance to do some shopping and site-seeing before we drive back to Orillia to say our good-byes. unch. 
Included: Breakfast, Snacks, Dinner
Distance:  60 km (37 miles)

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