visitingjamestown is a lifestyle brand for those who want to express their passion for cycling through adventure, Cycling Tours and fashion.

Discover Cycling Tours in Tasmania Australia & the worlds best cycling destinations

visitingjamestown offers a collection of Cycling Tours each infused with a distinctive twist – a point of difference that provides our guests unforgettable lifetime experiences. Our commitment to crafting extraordinary adventures extends from the very first pedal stroke down to the very last drop of wine.
We encourage non-riding partners to join us on the holiday of a lifetime.

OUR FAVOURITE CYCLING DESTINATIONS

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  • SLOVENIA CYCLING TOUR

    A playground for road cyclists with scenic backroads, vineyards, rivers and the famous Julian Alps.

    DURATION: 9 days
    START: Ljubljana
    FINISH: Piran
    DIFFICULTY: 3.5/5
    PRICE: AU$12,500
    DATES: 5-13 June 2025

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  • THE ULTIMATE AFRICAN ADVENTURE

    An ultra luxe tour, through vibrant Cape Town, scenic Cape Winelands and bush biking safari in a Private Game Reserve.

    DURATION: 12 days
    START: Cape Town
    FINISH: Kruger Game Reserve
    DIFFICULTY: 3/5
    PRICE FROM: AU$21,995
    DATES: 2026 Dates TBA

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  • MOROCCO GRAVEL ADVENTURE

    An epic journey, across the Atlas Mountains and desert plains on an unforgettable trip to this magical kingdom.

    DURATION: 8 days
    START: Marrakech
    FINISH: Luxury Sahara Desert Campsite
    DIFFICULTY: 3.5/5
    PRICE: AU$10,950 Early Bird Special
    DATES: 8-15 September 2025

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  • TASMANIA GRUPETTO TOUR

    Reasonable distances and moderate pace, on roads less travelled with a focus on good food and wine.

    DURATION: 5 days
    START: Hobart
    FINISH: Hobart
    DIFFICULTY: 3/5
    PRICE FROM: AU$2,995
    DATES: 18-23 November 2024

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  • CROSS TASSIE GRAVEL ADVENTURE

    A true gravel adventure through Tasmania's scenic Central Highlands and includes the iconic Jacobs Ladder climb.

    DURATION: 7 days
    START: Launceston
    FINISH: Hobart
    DIFFICULTY: 3.5/5
    PRICE: AU$4,750
    DATES: 15-21 March 2025

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  • TASSIE EAST COAST GRAVEL ADVENTURE

    Stunning scenery and varied terrain along Tasmania's East Coast and hinterland.

    DURATION: 8 days
    START: Launceston
    FINISH: Hobart
    DIFFICULTY: 4/5
    PRICE: AU$5,795
    DATES: 22 Feb - 1 March 2025

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Looking for a Bespoke Tour?

Any scheduled tour can be made private, with your group of 6 or more and dates that suit.

Go Private - Enquire Now

The Ultimate African Adventure - March 2026

VIEW TOUR OVERVIEW

WE DO WHAT OTHERS DON’T

We pride ourselves on doing things differently, transforming ordinary journeys into unforgettable lifetime adventures. So come, join us, and discover for yourself the visitingjamestown difference.

  • Fully Supported Riding

    We pave our own way taking roads less travelled
    allowing you to immerse yourself amongst the culture and beauty of the land and
    its people.

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  • Unforgettable Experiences

    Our Cycling Tours are about the visitingjamestown lifestyle and creating incredible memories both on and off the bike.

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  • Bigger Isn't Better

    Large groups can’t go where we go. There’s only so much place in a Berber household or a winemakers private cellar, so our groups never exceed 16 guests.

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  • Expert Local Guides

    Our guides make magic happen, because they are showing you the special places they call home, you would otherwise not get to experience.

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  • Luxe Accommodation

    Thoughtfully selected, incredible locations for downtime, rest and recovery.

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  • Food & Wine

    Immerse yourself in the flavours of the region.
    Authentic cuisine, wine tasting in vineyards…the list goes on.

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  • Non-Riding Partners

    visitingjamestown encourages and welcomes non-riding partners to be a part of the adventure, with daily activities to suit your vacation wish list.

    View Cycling Tours 

  • Bespoke Tours

    We can accommodate a privately run tour for your group of 6 or more, customised to your specific needs.
    Let us design your bucket-list tour that ticks all your boxes.

    Express Interest 
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  • EXCEEDED EXPECTATIONS

    "Exceeded my expectations- great rides, support team and apres Velo activities. Took us places we would never have discovered on our own."
    -Michelle. AUS

  • FIRST CLASS

    "The South Africa Experience is a once in a lifetime tour! Everything was perfection. visitingjamestown is first class all the way and we enjoyed everything about this tour!"
    -Vince. USA

  • FIVE STAR TOUR

    "The most meticulously planned cycling tour I've
    experienced. The support riders and vehicle were 1st class. The routes and scenery were off the chart."
    -Darren. AUS

APRÈS VÉLO FASHION

visitingjamestown offers distinctly stylish cycling kit, fashion and lifestyle products with a twist.

NEW ARRIVALS

Fashion is our heritage; Cycling is our Medium for Storytelling

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