A self-guided exploration of Georgian Bay shorelines and Muskoka Lakes with premium waterfront accommodation! Cycle at your own pace along south and east Georgian Bay and through Muskoka. The trip starts with a shuttle from Collingwood to Parry Sound, Georgian Bay, then heads into Muskoka Lakes District and back to Georgian Bay through Port Severn, Midland, Collingwood, and Thornbury. Explore 2 UNESCO biosphere reserves (30,000 Islands and Niagara Escarpment), the Canadian Shield, and Great Lakes basin farmland. Enjoy sections of the Great Lakes Waterfront Trail.  Lakeside accommodations for 4 of 5 nights, with the 5th night in Blue Mountain village.

Tour Dates 2024:
on hold

Custom dates available (conditions apply)

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Duration: 6 days/5 nights
Approximate Distance: 400 km (250 miles)
Cost: Starting at $1795+HST ($2028.35) for September dates, double occupancy; price includes booking fee
July dates $2045 CDN pp + HST ($2310.85 CDN)
double occupancy; p
rice includes booking fee
Single Supplement: September $699+HST ($789.87)
July $899 CDN + HST ($1015.87 CDN)

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

Deposits & cancelations: 20% deposit at the 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.


  • 6 days/5 nights accommodations
  • 4 breakfasts
  • Shuttle from Collingwood to Parry Sound on Day 1
  • Luggage transfers
  • Routes
  • Vehicle support on Days 1-3 and Day 5.
  • Not Included: Airfare/transportation to route departure point, alcoholic beverages, personal expenses, gratuities for guides.


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

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


Parry Sounds and 30,000 Islands 

We will drive you to Parry Sound, a small town in the UNESCO Georgian Bay Biosphere Reserve.  Explore the town's shops, harbour and heritage. 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 lakeside nights at Sherwood Inn, where canoes, kayak and tennis are included.
Included:  Shuttle to Parry Sound, vehicle support during ride
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. Begin by winding north with Lake Joseph to the west and Lake Rosseau to the east, through Port Sandfield and Minett before looping around the top of the lake for a coffee stop in Rosseau village. Next head south on the east side of Lake Rosseau, and end in Port Carling, the “hub of the lakes” at the junction of Lakes Rosseau and Lake Muskoka. A second night at Sherwood Inn.
Included: Breakfast, vehicle support during ride
Distance:  68 km (42 miles)


Torrance to Port Severn 

 Day 3 is a long day with a choice of 110km or 80 km. We begin with a very short shuttle 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). End the day by returning to Georgian Bay at Port Severn, where the Trent-Severn Waterway ends. You stay at Rawley Resort
Included: Breakfast, vehicle support during ride
Distance:  80 or 110 km (75 miles)


Port Severn to Honey Harbour

An independent day. We suggest an easier out and back ride to Honey Harbour, and maybe a visit to Georgian Bay Islands National Park. This is the southern end of the 30,000 Islands that we first viewed in Parry Sound. Accommodation tonight is a second night at Rawley Resort. 
Included: Breakfast
Distance:  35 km (20 miles)


Port Severn to Collingwood 

The scenery changes again today as the trek along Southern Georgian Bay begins. Cycle from Port Severn to Waubashene and join the paved and car-free Tay Shore Trail. Pass cottages, marinas, parks, wetlands, and have frequent views of Georgian Bay.  Sainte-Marie among the Hurons and the Martyr’s Shrine are along the trail.  Take country roads to Balm Beach and Wasaga Beach, the world’s longest freshwater beach, and then end the day at Blue Mountain Resort.  Enjoy an independent evening in Blue Mountain Village. 
Included: Breakfast, vehicle support during ride
Distance:  80 km (42 miles)


Collingwood - Blue Mountains

This is your last day, and we offer a couple of choices for routes. You may choose to loop towards the village of Creemore or towards Thornbury/The Blue Mountains. Whichever direction you choose there are quaint villages, challenging climbs or easy waterfront trails, and stunning views of Georgian Bay.
Distance:  Optional riding

Routes subject to change based on conditions and guide judgement. Trips will run with as few as 4 people.