Cycling Tour Operators 2021

bikes

Cycling Tours Across Ontario

(Also see Cycling Events Across Ontario 2021)

Interested in joining a bike tour? There are lots of options and bike tour operators offering tours around the province. Most of these tours are for smaller sized groups and can include B&B or hotel accommodations, luggage transfer, food and tour guide options.

Regional Bike Tours & Tour Operators

See the Ontario By Bike Map and Bike Tour Category for localized regional bike tours that include the listings below. The following companies offer tours seasonally. Visit their website or give them a call for more information.

South Western Ontario

Central Ontario

Eastern Ontario

Northern Ontario

Multiple Locations

  • opens in a new windowBike On Tours – Self-guided bicycle tours for fourteen areas in Southern Ontario including an 11-day tour between Windsor or Sarnia through Ottawa to Montreal. Custom Tours with bicycle rental, accommodation and luggage transfer on request.
  • opens in a new windowHumdinger Bicycle Tours – Humdinger is central and northern Ontario’s first and only bicycle tour company to offer premium, multi-day, fully supported and guided bicycle tours, specializing in Georgian Bay, Muskoka, Haliburton, Huntsville, and Simcoe. Custom tours are available on request for group bookings.
  • opens in a new windowRandonnee Tours – Offering an exceptional line of self-guided bicycle tours in Prince Edward County and Niagara Region.
  • opens in a new windowVelo Quebec Voyages – Multi-day bike tours in Niagara, Georgian Bay and 1000 Islands.

Cross-Regional Tours By Date

*Please note that due to COVID-19 some of the tours and dates listed below may be changed or cancelled. Please refer directly to tour operators’ website. 

May

  • opens in a new windowWine Trail Rides – Every Saturday from May to October, roll through farmland to wineries along the Lake Erie coastline on two wheels. Fall in love with Canada’s southernmost region on a national award winning cycling tour while indulging in the food and drink of Canada’s best kept foodie secret.
  • opens in a new windowNiagara Wine Region Cycling – Starting every Sunday from May 1st, this self-guided, supported 8 days cycle tour is the perfect introduction to this lovely corner of Canada. Explore historic landmarks and towns, pedal past traditional red brick farmhouses sheltered by stately maple trees, and trace the course of the fascinating Welland canal.
  • opens in a new windowPrince Edward County Cycling (6 Days) – Starting from May 1st, this self-guided, supported tour takes in the quiet country roads dotted with vineyards and wineries with overnights in charming locales and offers an insider’s guide on how to enjoy “The County’s” secrets.
  • opens in a new windowTour du Canada Century Ride Weekend – May 29-30, 2021. Kick start your cycling season with a classic cycling weekend held annually in May. Riders start at Maple with a choice of 100 kilometres or 100 miles to Barrie on Saturday and return to Maple on Sunday.
  • opens in a new windowGrand Experiences Cycle and Paddle Tours – Starting in May and available on multiple dates throughout the year, Grand Experiences Canoe and Kayak Outfitter offers a variety of guided and unguided adventure trips in Central Ontario, featuring a mix of cycling and paddling with stops at organic farms, local artist studios and craft breweries.

June

  • opens in a new windowPedal, Pints, and Pubs (Orillia) – TBD. Over 2 days and 1 night enjoy this fully supported and guided tour aimed at novices, ~70 km over 3 days. Modelled on their original Pedal, Pints, and Pubs, the Collingwood-Blue Mountains version takes advantage of the area’s delightful combination of natural beauty, cultural happenings, and unique shops and boutiques.
  • opens in a new windowAlvar Treasure Rides – June 14-18 or June 21-25 or June 28-July 2, 2021. Enjoy a 5-day all-inclusive cycling tour on Manitoulin Island explores one of the most sought after cycling destinations in Ontario. Lakeside cottage overnight stays. Cycling distance 298km, 42-73 average per day
  • opens in a new windowRideau Lakes Cycle Tour – June 12-13, 2021. Join this two day supported tour with four scenic routes to choose from, including three from Ottawa and one from Perth. Meet in Kingston at the end of day one for a social gathering in the evening and overnight stay, before heading back to Perth or Ottawa on day two. Total weekend distances range from 220 to 420 kms

opens in a new windowOntario By Bike June Ride – June 19-20, 2021. Join us for our first of four annual Ontario By Bike Rides exploring the Niagara Region. These intimate group rides include accommodation, route guides, lunches, breakfast and ride support.

July

  • opens in a new windowSimcoe Circle – July 10-12, 2021. The guided tour circumnavigates Lake Simcoe starting out of Barrie with overnight stays in Orillia and Georgina.
  • opens in a new windowSignature Georgian Bay-Muskoka Tour – 2021 Tour Dates: July 18-23, August 15-20 and September 19-24. Cycle from Parry Sound, Georgian Bay to Muskoka Lakes District and back to Georgian Bay through Port Severn, Midland, and Collingwood. Enjoy the rugged beauty of the Canadian Shield, the sweet water sea that is Georgian Bay, and the tranquil lakes and forests of Muskoka. Discover ghost roads, First Nation’s history, and experience cottage country culture.
  • opens in a new windowOttawa & The Rideau Canal Bike Tour with Freewheeling – June 27-July 3, July 18-24 and September 5-11, 2021. Spend six nights and seven days of quiet, flat cycling with moderate distances, on paved and gravel roads, featuring some stretches along the Rideau Canal, and some bike paths in Ottawa. Upper Canadian history, charming inns, and the National Capital region contribute to the charm of this ride.
  • opens in a new windowPedal, Pints, and Pubs – TBD. Enjoy 2 days and 1 night in beautiful Haliburton on a tour designed for a novice/intermediate rider. More beer, less biking amongst the spectacularly beautiful, Haliburton Highlands, a haven for recreation, artists, artisans, and, yes, craft beer.
  • opens in a new windowVelo Quebec Thousand Islands – July 18-24, 2021. Enjoy water everywhere and a constant Lake Ontario view between Picton and Cornwall with Vélo Québec Voyages. Ride your own bike, stay in 3-star hotels and set your own schedule along this gorgeous ride.
  • opens in a new windowHills of Huntsville and Haliburton – TBD. Sign up for this fully guided and supported tour, ~350km over 5 days. The tour begins with 2 days of excellent cycling in the Huntsville area including the Lake Vernon and Lake of Bays loops. It then moves to the spectacular Haliburton Highlands which includes challenging riding, amazing food and lovely lakeside accommodations
  • opens in a new windowPedal, Pints, and Pubs (Orillia) – TBD. Custom dates for groups possible, over 2 days and 1 night enjoy this fully supported and guided tour aimed at novices, ~70km over 2 days. Modeled on the original Pedal, Pints, and Pubs, the Orillia version takes advantage of the area’s natural beauty, rich history, and two exceptional new craft breweries.
  • opens in a new windowVelo Quebec Voyages Georgian Bay – July 25-August 1, 2021. Explore Ontario’s “free as the air” formula. This tour showcases all southern Georgian Bay has to offer and something for everyone, including the Blue Mountains, agriculture, history and wine.

opens in a new windowOntario By Bike July Ride – July 3-4, 2021. Join us on our second Ontario By Bike Ride, looping through Sarnia Lambton. These intimate group rides include accommodation, route guides, lunches, breakfast and ride support.

August

  • opens in a new windowVelo Quebec Voyages Niagara – August 1-7 and August 22-28, 2021. Explore Ontario with Vélo Québec Voyages “free as the air” formula. Enjoy the relatively easy route that showcases all Niagara has to offer and something for everyone, including agritourism, architecture, history, wine and of course the Falls.
  • opens in a new windowSignature Georgian Bay-Muskoka Tour – Multiple dates: July 18-23, August 15-20 and September 19-24, 2021. Cycle from Parry Sound, Georgian Bay to Muskoka Lakes District and back to Georgian Bay through Port Severn, Midland, and Collingwood. Enjoy the rugged beauty of the Canadian Shield, the sweet water sea that is Georgian Bay, and the tranquil lakes and forests of Muskoka. Discover ghost roads, First Nation’s history, and experience cottage country culture.
  • opens in a new windowVelo Quebec Voyages Thousand Islands – August 15-21, 2021. Enjoy water everywhere and a constant Lake Ontario view between Picton and Cornwall with Vélo Québec Voyages. Ride your own bike, stay in 3-star hotels and set your own schedule along this gorgeous ride.
  • opens in a new windowVelo Quebec Voyages Georgian Bay – August 8-15, 2021. Explore Ontario’s “free as the air” formula. This tour showcases all southern Georgian Bay has to offer and something for everyone, including the Blue Mountains, agriculture, history and wine.
  • opens in a new windowNiagara Vineyards – TBD. This one-week tour begins in Hamilton and “wines” its way through the Niagara Peninsula to finish in Niagara Falls. Spectacular views and gentle terrain – the route does climb the Niagara escarpment but follows canal paths.
  • Pedal, Pints, and Pubs (Haliburton) – TBD. Enjoy 3 days and 2 nights on a tour designed for a novice/intermediate rider. More beer, less biking amongst the spectacularly beautiful, Haliburton Highlands, a haven for recreation, artists, artisans, and, yes, craft beer.
  • opens in a new windowPedal, Pints, and Pubs (Orillia) – TBD. Custom dates for groups possible, over 2 days and 1 night enjoy this fully supported and guided tour aimed at novices, ~70km over 2 days. Modeled on the original Pedal, Pints, and Pubs, the Orillia version takes advantage of the area’s natural beauty, rich history, and two exceptional new craft breweries.
  • opens in a new windowThe BiQue Ride – August 7-14, 2021. Explore Toronto to Montreal on the 26th annual BiQue Ride (BiQue is pronounced – Bike). 6 days cycling / 7 nights accommodation.

opens in a new windowOntario By Bike August Ride – August 14-16, 2021. Join us on this popular 3-day ride through the 1000 Islands region along the St Lawrence River. Ontario By Bikes intimate group rides include accommodation, route guides, lunches, breakfast and ride support.  

September

  • opens in a new windowOttawa & The Rideau Canal Bike Tour with Freewheeling – September 5-11, 2021. Spend Six nights; seven days of quiet, flat cycling with moderate distances, on paved and gravel roads, featuring some stretches along the Rideau Canal, and some bike paths in Ottawa. Upper Canadian history, charming inns, and the National Capital region contribute to the charm of this ride.
  • opens in a new windowAlvar Treasure Rides – September dates; 6-10, 13-17 & 20-24, 2021. Enjoy a 5-day all-inclusive cycling tour on Manitoulin Island explores one of the most sought after cycling destinations in Ontario. Lakeside cottage overnight stays. Three tour distance variations are available. More information on their website.
  • opens in a new windowSignature Georgian Bay-Muskoka Tour – 2021 Tour Dates: July 18-23, August 15-20 and September 19-24, Cycle from Parry Sound, Georgian Bay to Muskoka Lakes District and back to Georgian Bay through Port Severn, Midland, and Collingwood. Enjoy the rugged beauty of the Canadian Shield, the sweet water sea that is Georgian Bay, and the tranquil lakes and forests of Muskoka. Discover ghost roads, First Nation’s history, and experience cottage country culture.
  • opens in a new windowPedal, Pints, and Pubs – TBD. Enjoy 2 days and 1 night in beautiful Haliburton on a tour designed for a novice/intermediate rider. More beer, less biking amongst the spectacularly beautiful, Haliburton Highlands, a haven for recreation, artists, artisans, and, yes, craft beer.
  • opens in a new windowVelo Quebec Voyages Georgian Bay – September 5-12 & September 12-19, 2021. Explore Ontario’s “free as the air” formula. Now offering two dates in September. These tours showcase all southern Georgian Bay has to offer and something for everyone, including the Blue Mountains, agriculture, history, wine.
  • opens in a new windowVelo Quebec Voyages Niagara – September 19-25 and September 26-October 2, 2021. Explore Ontario with Vélo Québec Voyages “free as the air” formula. Enjoy the relatively easy route that showcases all Niagara has to offer and something for everyone, including agritourism, architecture, history, wine and of course the Falls.
  • opens in a new windowCornwall Multi-Day Bike Tour – September 25-26, 2021. Tour the beauftiful waterfront trails west out of Cornwall, Long Sault Parkway and to Upper Canada Village as well as ride an urban tour of city on day 2. Package includes transportation, bikes, knowledgeable helpful guides, accommodation and meals. E-bikes available.

opens in a new windowOntario By Bike September Ride – September 11-12, 2021. Our last ride for 2021. Join us on the Cataraqui Kingston Cruiser to explore Southeastern Ontario By Bike. Ontario By Bikes intimate group rides include accommodation, route guides, lunches, breakfast and ride support.

Have we missed a cycling tour?

With so many options, we just may have.
Please let us know and we will add to the list.
Email: info (at) ontariobybike (dot) ca