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Discover Canada’s Southernmost Bike Trails

Windsor Essex Pelee Island

Looking for a way to safely explore a new area while on two wheels? Whether it be within the city or out in the county green spaces, Windsor Essex has plenty of ways for you to plan your next cycle-friendly adventure.

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2020 Ontario By Bike Rides

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Ontario By Bikes 2020 group rides are available for booking now. Join us on a group ride this summer to explore Ontario By Bike. Accommodation, lunches and luggage transfers included. Let us take care of the logistics while you ride along on these fantastic tours with like-minded people. 
Just bring your bike and ride.

Book your spot early to avoid disappointment as these small group tours tend to sell out fast.

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2020 Cycling In Ontario Guide

2020 Ontario By Bike Photo Contest

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Ontario By Bike's 2020 photo contest is now open for submission. Whether it's in a winter wonderland, the season of bloom, the heat of summer or the cooler temperatures and colourful fall foliage, take a break and snap a few great photos featuring you and your bikes as well as places you stop.

Click HERE for information about submission and last year's winner.

 

 

Celebrate by Bike

Ontario150 flash final1Choose to explore Ontario on one of these 15 world class, legacy cycling itineraries! Read More...

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Ride These Epic Routes

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Explore 3,000km+ of extraordinary cycling
along the Great Lakes Waterfront Trail and Greenbelt Route.

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Cycling Tour Operators

Guided and Self-Guided Bicycle Tours | Ontario By Bike

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Cycling Tours Across Ontario


(Also see Cycling Events Across Ontario 2020)

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

  • Born To Ride Bicycle Tours – Guided bicycle tours with set and customized itineraries, across Central Ontario.
  • CK Maggs Adventures - Week-long Cycling Tour Experience in historic Elora with visits to West Montrose, Grand Valley, and St. Jacob's. Guided rides, with overnight stays in relaxing glamping style tents.
  • Collingwood Cycling ToursCycling tours, custom tours and corporate groups in Collingwood.
  • Minii Adventures  – Offering guided mountain bike tours, weekky rides and women mountain bike clinics in and around Collingwood.
  • Pedal Pushers – Private and custom group clinics, tours, coaching also available in Collingwood and Blue Mountain areas. Program areas include road, gravel and mountain biking.
  • Pedal Toronto - Daily guided bicycle tours in Toronto. Custom tours available.
  • Ride Guides – Guided mountain bike and fat bike tours, skills camps, private and group instruction based in Collingwood ON, but operating at multiple locations through central and southern Ontario.
  • Toronto Bicycle Tours – Bike tours in Toronto

  • Eastern Ontario 
    • Bare Bones Cycling Tours – Group tours ranging from one-day Century Rides, to five-day cross-country packages, for both established and expert bikers as well as beginner riders.
    • Bike Centric - Explore breweries and wineries in small batch craft bike tours in Cornwall and St Lawrence River area.
    • Bike On Tours – Customized self guided touring routes and packages around the province
    • Bloomfield Bicycle Company – Bike tours and rentals in Prince Edward County
    • Escape Bicycle Tours – Guided, fully-supported bicycle tours to urban and rural destinations in the Ottawa, Ottawa Valley, and the Outaouais area
    • Hard Maple Travel Adventure travel by mountain bike in Eastern Ontario
    • Kingston By Bike - Bike tours around Kingston, rentals available. 
    • OK Cycle & Adventure Tours - Ontario, as well as international, multi-day cycle tours in Ottawa and Prince Edward County.
    • Ottawa Cycling Tours- Bike tours in and around the nation's capital, and bike rentals from Rentabike Ottawa.
    • Steel Pigeon Bike Experiences - Bike tours and local experiences in Ottawa. 
    • St. Lawrence By Bike - Cycling itineraries, bike rentals, luggage transfer and shuttle services between Toronto and Quebec. 
    • Valley Cycle Tours - Single and multi day tours in and around the Ottawa Valley area. Custom tours available. 
    • Wildrock – A local bike shop in Peterborough & the Kawarthas, who offers a variety of weekly events including group rides and guided bike tours in and outside of the region.

    Northern Ontario Multiple Locations
    • Humdinger 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.
    • Randonnee Tours - Offering an exceptional line of self-guided bicycle tours in Prince Edward County and Niagara Region.


    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

    • Wine 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.
    • Niagara Wine Region Cycling 8 Days - Starting every Sunday from May 1st, this self-guided, supported 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. (Also available on 5 days)
    • Prince Edward County Cycling (6 Days) - Starting from May 1st, this self-guided, supported tour takes in the quiet country roads dotted with vineyards and wineies with overnights in charming locales and and offers an insider's guide on how to enjoy "The County's" secrets.
    • Tour du Canada Century Ride Weekend – On May 23rd-24th, 2020, 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 the Saturday and return to Maple on the Sunday.
    • The Natural Path - 2 day Cycling & Voyageur Experience - Starting in May and available on multiple dates throughout the year, sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.

    Ontario By Bike May Ride - Postponed to 2021 - Join us on May 30-31, 2020, for a ride from Dundas to Port Dover on our Hamilton Port Dover Rail Trail Adventure. The ride follows a well-maintained trail system from Dundas to Brantford on day one and to Port Dover at Lake Erie on day 2. Logistics, food and accommodation included.

    June

    • Manitoulin Passage Ride – On June 6-7, 2020, ride on Manitoulin Island on this fully-supported tour with great food, good music, camaraderie, long lasting friendships and free ferry for all registered participants and your cycle (not your car).
    • Hills of Huntsville and Haliburton – On June 7-11, 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
    • Tour de Breweries & WineriesBike Centric small batch craft tour, 2 breweries starting from Cornwall, TBD.
    • The Natural Path - 2 day Cycling & Voyageur Experience - Sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.
    • Pedal, Pints, and Pubs (Collingwood - Blue Mountains) – On June 21st-23rd, over 3 days and 2 nights enjoy this fully supported and guided tour aimed at novices, ~80 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.
    • Alvar Treasure Rides - Currently offered on two dates in June including June 15th-19th & 22nd-26th (sold out), 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 www.manitoulincycling.com
    • Rideau Lakes Cycle Tour - On June 13-14 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.  

    OBBR Marketplace ENG w bleed 011619 1Ontario By Bike June Ride - On June 27 - 29, one of our most popular rides will bring you out to ride the 1000 Islands along the St Lawrence River. Join us on a spectacular three-day ride along the waterway all the way from Gananoque to Brockville. Enjoy scenic views, cute little towns and the rich cultural heritage of the former Upper Canada Region. Accommodations, food and return shuttle to starting destination included.


    July

    • Signature Georgian Bay-Muskoka Tour – July 12-17, 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.
    • The Natural Path - 2 day Cycling & Voyageur Experience - Sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.
    • Ottawa & The Rideau Canal Bike Tour with Freewheeling - On June 28 to July 4th, 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. Second trip available on July 19 - 25.
    • Niagara - Explore with Ontario with Vélo Québec Voyages "free as the air" formula. From July 12th-18th and September 13th-19th, 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. www.explorebybike.com 
    • Pedal, Pints, and Pubs – On July 19th-21st, 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.
    • Thousand Islands - Enjoy water everywhere and a constant Lake Ontario view between Picton and Cornwall from July 14th-19th from Vélo Québec Voyages. Ride your own bike, stay in 3-star hotels and set your own schedule along this gorgeous ride. www.explorebybike.com
    • Tour de Breweries & Wineries - Bike Centric small batch craft tour, bike to a winery & creamery starting from Morrisburg, July 20.
    • The BiQue Ride – Explore Toronto to Montreal on the 24th annual BiQue Ride (BiQue is pronounced - Bike). 6 days cycling / 7 nights accommodation. 2019 Dates include July 21st-26th
    • Hills of Huntsville and Haliburton – On July 27-31, 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
    • The Natural Path - 2 day Cycling & Voyageur Experience - July 27-28, sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.
    • Pedal, Pints, and Pubs (Collingwood - Blue Mountains – NEW in 2019 - On July 28th-30th, enjoy 5 days and 4 nights enjoy this fully supported and guided tour aimed at novices, ~80 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.
    • Great Waterfront Trail Adventure - Cycle the North - On July 28th to August 1st, Join hundreds of cyclists for 65 -107km (40 – 67 miles) of riding per day through the majestic scenery that inspired the Group of Seven from the seat of your bike as you ride 410 km (255 miles) from Sault Ste. Marie to Sudbury through 26 communities and four First Nations. For more details, and to register click here.

    August

      • The Natural Path - 2 day Cycling & Voyageur Experience - August 10th-11th, sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.
      • Ottawa & The Rideau Canal Bike Tour with Freewheeling - On August 11th-17th, 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.
      • Signature Georgian Bay-Muskoka Tour – August 9-14, 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.
      • Georgian Bay - Explore Ontario with Vélo Québec Voyages "free as the air" formula. Now offering two tour dates, August 16th-23rd and September 6th to 13th, these tours showcase all southern Georgian Bay has to offer and something for everyone, including the Blue Mountains, agriculture, history, wine. www.explorebybike.com
      • Niagara Vineyards – This one-week tour between August 25-30, 2018, 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.www.cyclecanada.com
      • Pedal, Pints, and Pubs (Haliburton) – On August 16-18, 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.
      • Pedal, Pints, and Pubs (Collingwood - Blue Mountains) – On August 21st-23rd, over 3 days and 2 nights enjoy this fully supported and guided tour aimed at novices, ~80 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.
      • Tour de Breweries & Wineries - Bike Centric small batch craft tour, bike to a winery and brewery starting from Alexandria, TBD.
      • Niagara Vineyards – (August 24-29, 2020) - Sign up for this one-week tour called Niagara Vineyards, a route that "wine"ds its way through the Niagara Peninsula. Cyclists start their ride in Hamilton, a neighbouring city of Toronto.

    OBBR Marketplace ENG w bleed 011619 1Ontario By Bike August Ride - On August 22 to 23 we will head out to Simcoe County for a ride along the Simcoe County Trail. Join us on this ride from Barrie to Midland and Orillia for a fantastic ride weekend including almost entirely trails. Accommodation, food and luggage transfer included. Read more

     

    September

      • Ottawa & The Rideau Canal Bike Tour with Freewheeling - On September 6th-12th, 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.
      • Alvar Treasure Rides - Currently offered on two dates in September including September 7th-11th & 14th-18th, 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. Two tour distance variations are available. Cycling distance 298km, 42-73km/day. www.manitoulincycling.com
      • Simcoe Circle  – A 5-day tour in 2020 (Custom Dates), begins and ends in Bradford and loops around Lake Simcoe. www.cyclecanada.com
      • The Natural Path - 2 day Cycling & Voyageur Experience - September 7th-8th, sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.
      • Signature Georgian Bay-Muskoka Tour – September 13-18, 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.
      • Pedal, Pints, and Pubs – On September 22nd-24th, 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.
      • The Natural Path - 2 day Cycling & Voyageur Experience - September 28th-30th, sign up for this 2-day guided adventure cycling the Trans Canada Trail & Paddling down the Grand River with stops at organic farms, local artist studios and craft breweries.

    OBBR Marketplace ENG w bleed 011619 1Ontario By Bike September Ride - Our last ride for 2020 will be a new tour exploring the Region of Waterloo. Heading our from Guelph we will make our way towards Waterloo following the beautiful Kissing Bridge and passing through Mennonite Country and St. Jacobs. Explore the vibrant downtown core of Waterloo before heading back to Guelph on day two passing through Kitchener and Hespeler. Accommodation, food and luggage transfer included.

      October


      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 

       

       

       

       

       

       

       

       

       

       

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