Guided Cycling Tours

Embark on expertly curated cycling adventures through some of the most stunning landscapes in the UK with Wilderness England. We take care of every detail, from planning routes to arranging cosy accommodation and mouthwatering meals, so that you can focus on the joy of riding. With the guidance of our friendly guides, you’ll be free to explore, with navigation, any bike niggles and all delicious snacks taken care of.

Our team’s extensive knowledge of the historic and varied terrain of England and Wales allows us to offer an exciting selection of exceptional cycling holidays, with something for every skill level. Whether counting the climbs on a new road cycling route, venturing off the beaten path on a gravel bike, or enjoying soaking in your surroundings on an E-bike, there is a trip designed just for you. And our E-bikes aren’t limited to our E-bike holidays – they’re available on request on any road cycling tour if you would like an extra boost when needed.

Our team’s personal connection to the regions we explore inspires every cycling journey we design. The enthusiasm and expertise of our guides bring each unique destination to life. Whether it’s your first time experiencing the rolling hills and scenic landscapes of England and Wales or a return to familiar trails, we look forward to welcoming you on an unforgettable adventure on two wheels.

Whether you’re a confident cyclist or taking your first steps into the world of cycling, we’re excited to have you along on the ride. Our thoughtfully designed and perfectly paced cycling adventures traverse some of the country’s most breathtaking and celebrated landscapes. From exhilarating climbs and sweeping descents to idyllic picnic spots and cyclist-friendly cafés, every journey is a carefully woven tapestry of stunning scenery, fascinating culture and captivating history.

Opt for iconic point-to-point routes like the renowned Coast to Coast road cycling trip or broaden your horizons with a cross-border adventure, such as our Five Countries tour. These journeys invite you to embrace new vistas in a way that allows for a full immersion in the local culture. Ride along lesser-known trails and discover hidden gems, while staying in boutique accommodations specially chosen for their charm, welcoming hospitality and delicious cuisine.

The landscapes of England and Wales are made for cycling, offering a breathtaking mix of contrasts. Rolling countryside and pastoral valleys unfold into deep blue lakes while rugged, windswept peaks rise dramatically toward the sky. From the honey-hued villages of the Cotswolds to the wild, untamed beauty of Eryri (Snowdonia) National Park, every ride is an adventure.

Connect with the history of beautiful places as you weave through medieval market towns or pause beneath the imposing towers of a Medieval castle. In Bath, layers of history blend seamlessly with modern vibrancy, offering the perfect place to explore both on and off the bike. The legendary Coast to Coast ride takes you from the Irish Sea to the North Sea, crossing the Lake District, the Yorkshire Dales and the North York Moors in one spectacular trip. Whether tackling rolling hills, soaking up coastal views or cruising through storybook villages, every turn of the pedals provides a new view and another story. Not sure where to begin? Explore some of our favourite destinations below or get in touch with our friendly Adventure Consultants—we’d love to help you find your perfect trip.

Our expert local team designs all of our cycling holidays to showcase the breathtaking beauty of England and Wales, from dramatic windswept moorland to rolling green countryside. With a passion for adventure and an in-depth knowledge of the landscapes, our trip designers carefully craft each journey for small group sizes, blending quiet, scenic routes with historic sites, charming accommodations and hidden gems along the way. Whether tackling a rewarding hill climb or coasting along tranquil country lanes, each moment is as enriching as it is exhilarating. We take care of all the details, so all you have to do is hop in the saddle and enjoy the ride.

Robin Hood’s Bay

Travel That Gives Back

Every pedal stroke through these stunning landscapes supports the communities you pass through. We partner with locally owned accommodations, cafes and businesses to ensure your journey directly benefits those who call these regions home. Sustainability is at the heart of what we do, from minimising our environmental footprint to keeping our trips as locally rooted as possible. By cycling with us, you’re not just exploring—you’re helping to preserve the landscapes and cultures that make England and Wales so extraordinary.

Artisan coffee shops

Authentic Local Connections

Travel is about more than just the places you visit—it’s about the people you meet along the way. From a welcoming chat with a B&B owner who knows the best hidden trails to the stories shared over a hearty pub meal, these connections bring a more profound sense of place to your journey. We’ve built strong relationships with an incredible network of local businesses, meaning every stop along the way is filled with warmth, authenticity and a true taste of the region.

Unique and Off-the-Beaten-Path Experiences

England and Wales are brimming with breathtaking landscapes, each destination with its own story to tell. Our English cycling tours take you beyond the well-trodden routes, revealing hidden gems and unexpected delights.

One moment, you might be pedalling around a quiet bend to discover a sweeping view over a verdant valley; the next, you could be riding through an ancient forest or stopping at a secluded RSPB nature reserve teeming with birdlife. Whether tracing the rugged coastline or following winding country lanes, every ride is filled with moments of beauty and discovery.

For those with an eye on the skies, the UK’s national parks—like Northumberland and Bannau Brycheiniog (Brecon Beacons)—offer some of the darkest night skies in the country, making for breathtaking stargazing. Or, if you prefer to keep your gaze on the road ahead, the Yorkshire Dales lets you quite literally ‘cycle through time’ with its dramatic limestone formations and ancient geological wonders. From the wild landscapes of Eryri (Snowdonia) to the rolling charm of the Cotswolds, England and Wales are playgrounds for cyclists seeking something truly special.

Honister Pass

Ride Your Own Way

Our itineraries are designed to adapt to you, ensuring you get the best out of every ride. Do you love the challenge of lung-busting climbs and thrilling descents? Your guide will be right there with you, pushing the pace. Would you prefer a gentler ride? Take things at your own speed, or hop into the support van when you fancy a break.

E-bikes add another layer of flexibility, making it easy for mixed-ability riders to enjoy an adventure together. If you’re keen to tackle a road cycling trip but your companion prefers a little extra boost, an E-bike (available as an upgrade) lets everyone ride side by side and enjoy the journey without limits. Find out more about our bike fleet here.

A trio of cyclists in the English landscape.

The Benefits of Small Groups

Cycling with a small group transforms a great trip into something truly special. Our guided tours keep numbers low to create a more personal, immersive experience—one where you’re not just part of a group but part of a shared adventure.

With fewer riders, our guides can tailor the experience to the group’s interests and abilities, making every day feel more like a private tour. From a practical perspective, smaller groups mean smoother logistics, seamless transitions and a more relaxed, enjoyable atmosphere. And, more often than not, the friendships formed on these rides last long after the final pedal stroke—many of our guests return year after year, reuniting for another adventure together.