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.
Found holidays
Trips to book before it's too late. For all other dates check-out the Departure Dates menu below
Travel along the northern boundary of Britannia and the Roman Empire and rediscover the Emperor Hadrian’s Wall on two wheels.
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 Northumberland have to offer. This wonderful cycling holiday passes through open hill country, peaceful river valleys and finishes at the North Sea at Tynemouth. After arriving into Newcastle you spend the fir...
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 countryside? This holiday allows you to explore the region of Salzkammergut and the Trumer Lakes as you and your family cycle through emerald green pastures and mighty forests, with the dramatic backdrop o...
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 Karwendel massif. This holiday starts and finishes in Munich, which is easily accessed from airports throughout the UK and Europe. Suitable for families with older children, with only a few short climbs where you can walk if you wish. On a combination of cycle paths and quiet roads you meander along l...
A classic family cycling holiday in the UK, from Newcastle upon Tyne to Edinburgh, on The National Cycle Network Route 1: Coast and Castles, utilising the North Sea Cycle Route. Arriving in Newcastle with its excellent transport connections, you'll spend your first night in this vibrant city. The next day, following the Coast and Castles route, you'll head up the dramatic and beautiful Northumberland Coast, with its long sandy beaches and spectacular castles. Over the next few days you'll make your way to the Scotti...
This is a 'must-do' family cycling holiday in the UK! With its quiet country lanes, cycleways and paths it's a wonderful way to see the varied and beautiful landscapes of northern England, on the National Cycle Network route from the Irish Sea across to the North Sea. After leaving the sea at Whitehaven, we head eastwards into the solitude and space of the Lake District, Cumbria and the North Pennines. This well paced cycling holiday ends 140 miles later as we cross the fabulous millennium bridge in Newcastle before reac...
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 and well surfaced off-road trails. Cycling from the pretty village of Balloch, also known as the gateway to Loch Lomond & The Trossachs National Park, to Perth on the banks of the river Tay, the rou...
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 holiday, giving you an insight into the natural wonders of northern Italy. This trip has been set up to give you the chance to visit the hidden Renaissance gems of the "Belpaese". The first few day...
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 paths and country roads. Upon reaching Bratislava, you will be able to get some shopping done in the scenic old part of town. Souvenirs packed up, and transferred with your luggage, your journey...
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 head into the solitude and space of the Lake District, Cumbria and the North Pennines. This popular route and firm Skedaddle favourite, is not without its challenges, taking in Hartside Pass, where a...
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 treats and family fun! Whilst the Via Claudia was originally used for the transportation of wine and olive oil from Spain, oysters from the Mediterranean and even spices from Asia, it now serves as t...