Our Cycling Tours

visitingjamestown offers a collection of unique Cycling Tours, with a twist...a point of difference, that provides our guests with unforgettable lifetime experiences which include:

> Immersive and authentic experiences both on and off the bike, catering for riders and their non-riding partners.
> Roads less travelled allowing you the opportunity to take the detour and escape the noise.
> Smaller groups providing a higher host to guest ratio, allowing for safety and comfort.
> Great food and wine local to the region.
> Itineraries which understand the importance of downtime and peace.

      Reward your life's hard work by joining us on one of our trips and discover some of the world’s most beautiful cycling and culinary destinations.
    Our cycling tours are not just about the bike. They are about the visitingjamestown lifestyle and creating fond memories that will last forever.

    The cycling tours we currently offer are outlined below. Please click on the tour you are interested in for more information.

    We also offer bespoke cycling tours to cater for your individual and specific requirements. Email us to design a tour that ticks all your boxes.

     #apresvelocyclingtours

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    MARCH 6th - 16th, 2024

    If you love the idea of spectacular road cycling around beautiful Cape Town and the quiet gravel of the scenic Cape Winelands, through to bush biking in a Big 5 African Safari – and you’re looking for a memorable luxe adventure with epic encounters, we are offering an unforgettable 11-day cycling experience that showcases the very best of South Africa's diverse terrain and unspoiled landscapes.

    Experience the ride of a lifetime on this ultimate luxury African adventure. Limited to 12 Riders
    This trip has been designed for both seasoned and recreational cyclists, as well as for non-riding partners seeking to experience a holiday like no other.

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    AUGUST 28th - SEPTEMBER 4th, 2023

    Mallorca is possibly the greatest destination in the world for road cyclists and is fast becoming the holiday destination of choice for tourists and cyclists around the world.
    The fact that pro teams choose to train here is not just some happy coincidence. The perfect holiday for cyclists and non-riding partners.

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    SEPTEMBER 9th - 16th, 2024

    This once in a lifetime trip is an unforgettable and unique Gravel cycling adventure, both on and off the bike, catering for riders and non-riding partners, alike.

    This is a trip for adventure seekers that will create fond memories which will last forever.

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    NOVEMBER 27th - DECEMBER 2nd, 2023

    Do you take your eating and drinking as seriously as your riding? Do you love nothing more than a challenging ride followed by an excellent beverage and fantastic food? Do you want to learn more from brewers, distillers, winemakers and chefs? Are you keen to find out for yourself why Tasmania has become one of Australia’s gastronomic capitals?

    If you answered yes to the questions above, then this five-day trip is the stuff of dreams. Reward yourself with an unapologetically indulgent week of cycling, eating and drinking.

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    FEBRUARY 19th - 24th, 2024

    The ultimate Aussie Cycling Adventure, designed for cycling purists.
    Discover why the island of Tasmania has some of the most spectacular mountain, lake, and coastal scenery in the world, and internationally acclaimed produce and wine.

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    FEBRUARY 4th - 10th, 2024

    A true gravel adventure from Launceston to Hobart, off the beaten track, led by ride captain and professional photographer, Beardy McBeard.
    Ride the rugged Central Highlands through the heart of Tasmania.
    Climb the spectacular switchbacks of Jacobs Ladder, Australia’s most iconic gravel climb.
    Embrace the visitingjamestown lifestyle in unique homesteads once the wheels stop spinning.

    This is a trip for adventure seekers that will create fond memories which will last forever.

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    NOVEMBER 20th - 25th, 2023

    We understand that not everyone wants to spend big days in and out of the saddle across numerous and challenging climbs. With our Grupetto Tour de Tassie, all is good in the world again! We are surrounded by like-minded souls who are Living the Ride. Grupetto life on tour is wonderful.

    Discover why the island of Tasmania has some of the most spectacular mountain, lake, and coastal scenery in the world, and internationally acclaimed produce and wine.

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    2024 DATES TBA
    If you love bikes – and you’re looking for a memorable holiday that leaves you not just a fitter, but also a smarter cyclist – then this exclusive camp at the UCI World Cycling Centre in Aigle, Switzerland is going to blow you away.

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    We also offer bespoke cycling tours to cater for your individual and specific requirements.
    Contact us to design a tour that ticks all your boxes.