Cycling Holidays in Scotland

On all of our cycling holidays, we carefully select local accommodations and independent guesthouses that perfectly blend comfort and character. After a day spent exploring Scotland’s scenic roads and trails, you’ll be welcomed into cosy rooms with a warm, inviting atmosphere. Whether perched by the coast or nestled in remote glens, these handpicked stays offer hearty meals and the chance to unwind in comfort.

Each accommodation is unique, reflecting the charm of its location, and features friendly hosts eager to share their insights into the local landscape, customs, and culture. These thoughtfully chosen retreats ensure you’re well-rested and ready for another day of adventure.

Our small group cycling trips typically run with a maximum group size of 8 people, ensuring a friendly and personal experience. You’ll be in the company of like-minded individuals who share a love for travel and the unique pace of exploring a destination on two wheels, with participants coming from a variety of countries and backgrounds. Group ages vary from trip to trip, and you can see these ranges in the reviews on each trip page.

Our cycling tours strike the perfect balance between camaraderie and personal space. Whether you’re pedalling together along scenic routes, sharing stories over dinner, or soaking in the serenity of the open road, the shared experiences and connections create an enriching and memorable adventure. Curious about what past travellers have thought? Simply scroll down any trip page to read our most recent reviews.

Our guides are the heart of every Wilderness walking trip, bringing expertise, passion, and a personal touch to the adventure. As well as being genuine, affable, and charismatic, all our guides are highly qualified professionals who prioritise the safety and wellbeing of every traveller, while tailoring the experience to meet your motivations for travel.

Our world-class guide training programme helped shape the Adventure Travel Trade Association (ATTA) International Guide Standards and our continual investment in in-house training sees specialist guides deliver workshops on advanced navigation, folklore, and rare flora and fauna, among many others. Their ability to bring the stories of Scotland to life through knowledge sharing, storytelling, and infectious good humour is a talent we and our travellers cherish.

Scotland’s weather is part of its charm, offering an ever-changing backdrop to your adventure. Summers are typically warm and comfortable, with temperatures perfect for relaxed days in the saddle. The milder climate means you can enjoy extended daylight hours, which gives you more time to explore. While winter brings many crisp, frosty days, especially in the Highlands, the West Coast benefits from milder, refreshing breezes and exciting winter storms thanks to the Atlantic. With the occasional rain shower adding to the country’s lush greenery and the feeling of freshness, it’s always a good idea to pack layers and waterproofs to ensure you’re ready to embrace Scotland’s natural beauty in any weather.

From fresh seafood caught off the coast to locally sourced meats and seasonal vegetables, Scotland boasts an incredible natural larder. Whether it’s a hearty bowl of Cullen skink, a freshly baked oatcake, or a sweet serving of cranachan, Scotland’s flavours are as distinct as its landscapes. On our cycling holidays, we ensure you’re well-fuelled for the journey, with selected accommodations and eateries offering delicious meals that celebrate local ingredients and cater to all dietary needs. From the staunchly traditional to the innovative and modern, every meal is an opportunity to savour Scotland’s culinary heritage and energise for the next day’s ride.

We offer round-the-clock 24-hour support to ensure that help is always available on any of our trips. Our guides and office team are trained to handle a wide range of issues and requests efficiently, effectively and discreetly where necessary. With a commitment to providing prompt and reliable assistance, we ensure a smooth and worry-free experience throughout your journey so you can relax and let us take care of the details.

Cycle through the rugged splendour of the Highlands, a region renowned for its ancient Caledonian pine forests, dramatic mountain landscapes, and diverse wildlife. Your expert guide will lead you along scenic trails and quiet roads, sharing insights into the natural and cultural heritage of the area. Look out for red squirrels, golden eagles, and the elusive capercaillie as you pedal through this spectacular landscape. Stop at landmarks like Ruthven Barracks or explore charming Highland villages such as Kingussie and Aviemore. Whether cycling past shimmering lochs or learning about the park’s unique ecosystems, the Cairngorms promise an unforgettable journey into Scotland’s wild heart.

Arran, Islay, and Jura offer a captivating trio of islands, each with its own distinct character. Arran, often called ‘Scotland in Miniature,’ boasts dramatic peaks, ancient castles, and pretty coastal villages. At the same time, Islay, the ‘Queen of the Hebrides,’ is famed for its world-class whisky distilleries and sweeping sandy shores. The wild isle of Jura, with its towering Paps, has one main road and many sites of historical interest, including Iron Age Forts, ancient burial grounds, and standing stones. Choosing a slow adventure through these magnificent coastal landscapes makes for an unforgettable cycle tour.

Explore the remote, elemental beauty of the Outer Hebrides and St Kilda, known for unspoilt beaches, ancient sites like the Callanish Stones, and rich birdlife, including puffins, gannets, skuas and razorbills. Your expert guide will help you spot wildlife and provide a fascinating insight into the rich tapestry of island life. On the Isle of Harris, visit St Clement’s Church and on North Uist, an RSPB Nature Reserve, to seek out the secretive corncrake. Whether you’re walking along the rugged coastline or learning about the crofting history of these islands, this region offers a unique glimpse into Scotland’s past and present.

Where emerald waves break clean and clear on sandy beaches, discover the boundless, salt-stung beauty of the Orkney Islands. Here, narrow roads snake along wind-scrubbed cliffs and ancient sites pepper the landscape. Perfect to explore by bike, soak up the vast views as you pedal, spend time exploring Kirkwall, visit the Ring of Brodgar (Scotland’s largest Neolithic stone circle), and explore the 5,000-year-old settlement of Skara Brae. As you ride, look for fulmars flying low over the spray and hen harriers hovering high above great expanses of marshland. With ties to Viking history and extraordinary remnants of Neolithic times, Orkney offers a fascinating destination for a cycling trip.

Escape to the North West Highlands and the region of Wester Ross, where the dramatic peaks of Torridon sandstone, old wooded glens and beautiful coastlines provide an unparalleled feeling of remoteness. On our North Coast 500 cycle tour, enjoy riding the best sections of this iconic route. Pedal beneath Stac Pollaidh, visit Handa Island and cycle along slender roads strung out along the coast. Awarded a UNESCO-endorsed European Geopark status in recognition of its outstanding geology and with a landscape rich in a history of clan battles, the North West Highlands will take your breath away.

Dumfries and Galloway, located in the southwest of Scotland, is a beautiful landscape with an undulating coastline, sandy beaches, and great swathes of fields, forests, mountains, and moors. Scattered with historical landmarks including grand manors, tumbling castles and ancient standing stones – the region’s history can be traced back to Roman times. Beyond the window, some of the darkest skies in Europe are lit up by glittering stars, making stepping out before bed a magical experience. Cycling here means exploring the trail less travelled, enjoying the openness of a landscape often empty of other people and instead full of scenic views, red kites and grazing sheep.