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Classic Challenges

Don’t miss these classic cycling challenges, aimed at enabling the whole family to get some great miles in and conquer some of the most iconic cycling routes. An achievable challenge we guarantee will inspire the whole family!

Designed with confident cyclists in mind, our range includes iconic classics such as the Coast to Coast, alongside place-to-place journeys in Europe. 

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Found 8 holidays

Trips to book before it's too late. For all other dates check-out the Departure Dates menu below

Explore the Hadrian's Cycleway and check out the Roman sites along the way. This trip travels along the northern boundary of Britannia and the Roman Empire and is your chance to rediscover the Emperor Hadrian’s Wall on two wheels.

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0 1 2 3 4 5

Utilising the National Cycle Network, with that extra Skedaddle ingredient, we cycle along the boundary of the Old Roman Empire, starting and finishing at either end of Hadrian's Wall. During the cycling you'll follow in the footsteps of Roman soldiers, whilst experiencing some of the rich heritage that Cumbria and Northumberlan... .. Read More

Adult Prices From:

£450 p.p.

5 days

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0 1 2 3 4 5

A beautiful self-guided family cycling holiday in Austria that takes you along the foothills of the Alps. The soft countryside around Salzburg provided the inspiration for the classic film The Sound of Music, and what could be more enjoyable than biking along the shoreline paths of clear lakes in such wonderfully unspoilt count... .. Read More

Adult Prices From:

£795 p.p.

8 days

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0 1 2 3 4 5

A gently paced self-guided, family cycling holiday in Germany exploring the lakes of Bavaria. Enjoy your time cycling through tranquil, secluded valleys and lush alpine scenery with the ever-present dramatic backdrop of the Karwende massif. This holiday starts and finishes in Munich, which is easily accessed from airports throug... .. Read More

Adult Prices From:

£725 p.p.

8 days

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0 1 2 3 4 5

Scotland is renowned for its glistening lochs and majestic glens, and the Lochs and Glens is a wonderful self-guided family cycling holiday in the UK that enables you to experience it all by bike! We follow National Cycle Network routes and enjoy riding on traffic-free paths and quiet roads with some sections on cinder trails an... .. Read More

Adult Prices From:

£435 p.p.

5 days

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A wonderful self-guided holiday, taking you from the southern shores of Lake Garda to the charming city of Venice. Full to the brim with great riding, you'll be able to check off some wonderful areas of Italy as you ride, including Sirmione, Verona, Padova, Venice and Chioggia. This is your chance to enjoy a fantastic cycling ho... .. Read More

Adult Prices From:

£1,325 p.p.

8 days

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0 1 2 3 4 5

Following the Danube, your trip starts in the world's city of charm, Vienna. One of Europe's most classic and picturesque cities, it's the perfect spot to spend a few hours exploring and discovering the capital's sights! In the morning your trip really begins and you'll find yourself cycling along mostly flat pastures down cycle... .. Read More

Adult Prices From:

£635 p.p.

8 days

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0 1 2 3 4 5

This 'must-do' family cycling holiday is a wonderful way to see the varied and beautiful landscapes of northern England, following the well signed National Cycle Network route from the Irish Sea in the West to the North Sea in the East, cycling along quiet country lanes, cycleways and paths. Leaving the Irish Sea behind, you... .. Read More

Adult Prices From:

£635 p.p.

6 days

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0 1 2 3 4 5

Following the ancient route of La Via Claudia from Lake Resia, on the Austrian border, to the northern shores of Lake Garda, this self-guided cycling holiday has been designed specifically with families in mind. Covering both the emblematic and the lesser visited, this trip offers the perfect balance of stunning views, tasty tre... .. Read More

Adult Prices From:

£1,325 p.p.

8 days

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