Our Signature trip with premium accommodation! Six glorious days to bask in the unique scenery of south and east Georgian Bay and famous Muskoka. Fully guided and supported tour. 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. Visit Georgian Bay Islands National Park. Experience part of the Great Lakes Waterfront Trail. Enjoy beautiful lakeside accommodations, excellent local food, and experience Ontario’s cottage country culture.

Tour Dates 2023:
July 16-21
Aug 13-18
Sept 10-15

(2023 pricing to be announced)

Custom dates available (conditions apply)

Book Now!


Duration: 6 days/5 nights
Approximate Distance: 400 km (250 miles)
Cost: $3299 CDN pp + HST ($3727.87 CDN)
double occupancy; p
rice includes booking fee
Single Supplement: $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 to another trip 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
  • Meals from lunch on Day 1 to breakfast on Day 6, except dinner on Day 5.
  • Snacks and drinks during rides
  • Van support and guides
  • Luggage transfers
  • Boat trip to Georgian Bay Islands National Park, park entrance
  • Transfer from Collingwood to Parry Sound
  • Not Included: Airfare/transportation to route departure point, alcoholic beverages, personal expenses, gratuities for guides.


Book Now!




  • 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: 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. 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. Lunch on a lakeside patio, then 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 long day with a choice of 110km or 80 km. 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, where the Trent-Severn Waterway ends. We will dine and sleep at Rawley Resort
Included: Breakfast, Snacks, Lunch, Dinner
Distance:  80 or 110 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, explore and swim, and then return by boat and bike back to Rawley Resort.
Included: Breakfast, Snacks, Lunch, Dinner
Distance:  50 km (30 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.  After a coffee break in Midland, take country roads to Balm Beach and Wasaga Beach, the world’s longest freshwater beach, and then we end the day in Collingwood. Guests check in at Blue Mountain Resort and are on their own this evening to explore the shopping and dining in Blue Mountain Village. 
Included: Breakfast, Snacks, Lunch
Distance:  78 km (41 miles)



The trip ends after breakfast: You can head on a ride (No guiding today), do some shopping or head to the beach.  If you decide to ride depending on wind direction and the state of your legs, you may choose to loop towards the village of Creemore or towards The Blue Mountains. Whichever direction you choose there are quaint villages, challenging climbs or easy waterfront trails, and stunning views of Georgian Bay. We will provide you with GPX files for self navigation. 
Included: Breakfast
Distance:  Optional riding

“We had a great time- perfect biking weather, a route that took us through many highlights of the region and first class accommodations.  But the best part of the tour was the guides… We were given the royal treatment with Humdinger Bicycle Tours and hope to travel with you again in the future.”  Guest message summer 2019

 Notes: Routes are subject to change without notice based on local conditions and guide judgement. Trips will run with 6 or more guests.