Follow the Coast to Coast Walk from St Bees towards the historic villages and beautiful landscapes of the Yorkshire Dales. Experience the most dramatic section of Wainwright’s legendary Coast to Coast route on this self-guided walking holiday from the Irish Sea at St Bees to the market town of Kirkby Stephen. The western half of the trail showcases some of the most spectacular scenery in northern England, taking you across the rugged heart of the Lake District National Park and into the edge of the Yorkshire Dales.
If you're short on time, new to long-distance walking, or prefer to explore the route in manageable stages, this itinerary is an ideal way to sample the best-loved landscapes of the Coast to Coast. It’s also perfect for hikers who simply want the thrill of crossing the Lake District on foot, experiencing the quiet valleys, shimmering lakes, towering peaks and traditional fellside villages. You’ll start your journey by dipping your boots in the Irish Sea at St Bees, then head east with the prevailing wind at your back. The route leads through dramatic valleys such as Ennerdale, Borrowdale, and Patterdale, with the chance to take optional high-level detours to iconic Lakeland summits like Helvellyn. As the Lake District fells give way to the gentler landscapes of the Yorkshire Dales, your walk concludes in Kirkby Stephen, a charming town with rail links and a great place to relax after an inspiring week on the trail.
Looking to take things at a gentler pace? Our 9-day version of this trip (trip code WSK) breaks up the longer stage between Shap and Kirkby Stephen, offering a more relaxed alternative.
Scroll down to explore all our Coast to Coast walking options.
Trekking and Hiking
Tour Type
Group Tour
Accommodation
Guest House, Hostel, Hotel, Hut, Resort
Age Range
18-99 yrs
Operated in
english
Destinations
London, St Bees, Ennerdale Bridg
London, St Bees, Ennerdale Bridge, Borrowdale, Grasmere, Glenridding, Shap, Kirkby Stephen
Wander through the storybook villages and golden-stone cottages of England’s countryside on the Best of the Cotswolds Self-Guided Walk. This nine-day trekking trip, designed for experienced travelers seeking a gentle pace, leads you through the prettiest North Cotswold towns—Chipping Campden, Broadway, Guiting Power—and the historic Saxon capital of Winchcombe.
Stroll along riverside paths, enjoy rolling hills, and visit renowned gardens at National Trust manors like Hidcote and Kiftsgate. Shorter walking days mean ample time to explore local pubs, tea rooms, and the region’s horticultural gems at your leisure.
The unique selling point of this tour is its blend of quintessential English scenery, historical intrigue, and self-guided flexibility, offering a relaxed yet immersive way to experience the heart of the Cotswolds.
Ever wondered what it’s like to experience the very best of southern England in just two days? The Heart of England Express (Hotel) tour answers that call. This easy-paced art and architecture trip is designed for experienced travelers and seniors, offering the chance to visit Windsor’s royal heritage, the mystical stones of Stonehenge, and the Roman elegance of Bath. Stroll the idyllic lanes of Castle Combe and soak up the academic atmosphere in Oxford before returning to London. With comfortable 3-star hotel stays, guided sightseeing, and seamless transport, this tour package is your shortcut to England’s historic heartland—ideal for a quick yet rich escape.
Art and architecture
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Craving a winter escape that feels plucked from the pages of a fairy tale? The 'Winter Skye High' tour serves up three days of Scottish wonder—starting and ending in Edinburgh—where you’ll journey through the storybook landscapes of the Highlands. Traverse the dramatic Glen Coe and follow the legend-haunted shores of Loch Ness, all before spending two nights immersed in the snow-capped magic of the Isle of Skye.
Designed for those who yearn for adventure and folklore, this sightseeing trip shows off Scotland’s rugged beauty at its most enchanting. The highlight: a full day exploring Skye’s mystical scenery and timeless legends. Whether you’re a seasoned explorer or a first-time visitor, this tour package brings together epic views, cozy camaraderie, and a taste of Scotland’s wild winter spirit.
Follow the rugged Cornish Coastal Path from Padstow to Penzance in Cornwall. From Padstow to Penzance, this South West Coast Path adventure offers a rich blend of natural beauty and Cornish heritage in a 13-day itinerary. Follow the Camel Estuary and cliff-top paths past hidden coves and golden beaches to the surfing hub of Newquay. Explore ancient Iron Age forts at Trevelgue Head and spot remnants of Cornwall’s tin mining past near Perranporth and Portreath. Highlights include the dramatic cliffs at Hell’s Mouth, seal sightings near Godrevy Point, and a scenic walk through the Hayle dunes into charming St Ives. Beyond the cobbled streets and art galleries of St Ives, the trail continues past shipwreck sites like the Carracks, inland to Zennor, and along the rugged Penwith coastline. Visit iconic Land’s End, the cliffside Minack Theatre at Porthcurno, and the old smuggler’s pub , the “Lamorna Wink”. Pass through the picture-postcard fishing village of Mousehole (pronounced “Mowzl) and end your journey in the bustling coastal town of Penzance with sea views of striking St Michael’s Mount.
Experience a delightful slice of Scotland on the Lochs, Castles & The Kelpies tour. This journey weaves together the majesty of Loch Lomond—the country’s largest loch and a muse for poets and painters—with the dramatic history of Stirling Castle, where kings met their fate and rebellions were born. Marvel at the world’s largest horse sculptures, The Kelpies, and soak in the wild beauty of The Trossachs National Park.
This trip is a fantastic introduction to Scotland’s legends, landscapes, and lore. With a blend of natural wonders, historic intrigue, and a touch of whimsy, it offers a memorable day for those wanting to experience the very best of Scotland in just one tour.
A mixture of coastal and moorland walking The Cleveland Way. Walkers familiar with Wainwright’s Coast to Coast path will already be well acquainted with a couple of spots along the rolling Cleveland Way such as The Wainstones, Urra Moor and Robin Hood Bay. In fact it shares about 10 miles of routing with the ‘C to C’. Maybe they will be intrigued enough by their flirtation with the trail to don their boots once again and take up the challenge of the 110 mile Cleveland Way route from Helmsley to Filey in its entirety. What stands out is the experience of half a walk over hill and scarp edges and half along the hilly coastline of the Yorkshire seaside. There is much to enjoy for those interested in history, those ‘collecting’ National Trails and for aficionados who wish to enjoy arguably the best Fish ‘n’ Chips in England at Whitby Bay! This is the second of the ‘National Trails’, dating from 1969 and is rooted in the North York Moors National Park / Yorkshire Heritage Coast. Along its length there are contrasts in walking between field - quilted farmlands, forest patches, dramatic sandstone rock scarps, bleak moorlands and the highly eroded coastline, punctuated by beautiful little fishing villages, clinging to the cliffs. It is an area that has been threatened by the expansion of the Tyne – Tees Conurbation on the one side and by the encroaching North Sea on the other. However apart from busy coastal towns such as Scarborough, it remains a tranquil area, bolstered and protected by the presence of the National Park of which about 80% of the walk occupies. Highlights of the Cleveland Way include, the remains of the Norman Rievaulx Abbey, and 13th century Whitby Abbey (but dating from the 7th century!), the Captain Cook Monument and Robin Hoods Bay with it's cliff-hanging cottages. Most of the route follows well sign-posted footpaths, which generally have good surfaces and are easy to follow. The exception to this is along the coastal path, which, in some places, is overgrown and uneven underfoot. The amount of daily ascent and descent is moderate, with much of the walk being on level or gently sloping ground. There are a number of steep ascents along the section from Osmotherley to Urra Moor and at some places along the coast, but these are generally of no more than one or two hundred metres at a time.
Trekking and Hiking
Tour Type
Group Tour
Accommodation
Guest House, Hotel, Resort, Villa
Age Range
18-99 yrs
Operated in
english
Destinations
Filey, Helmsley, Scarborough, Os
Filey, Helmsley, Scarborough, Osmotherley, Clay Bank Top, Great Ayton, Saltburn, Whitby Bay, Robin Hood’s Bay
Walk part of the Coast to Coast Walk through the Yorkshire Dales and North York Moors at your own pace. Embark on the eastern half of Alfred Wainwright’s legendary Coast to Coast walk, tracing the route from the rugged Pennines through the Yorkshire Dales and across the heather-covered North York Moors to the dramatic cliffs of the North Sea.
Your hike begins near the halfway point of the trail in the Pennines Area of Outstanding Natural Beauty. Cross into the Yorkshire Dales National Park and climb the mystical Nine Standards Rigg. From there, you will follow the scenic River Swale past timeless villages and rolling farmland before arriving in the historic market town of Richmond. The journey continues into the North York Moors National Park, where panoramic vistas and sweeping moorland paths guide you towards the coast.
The final stretch leads to Robin Hood’s Bay, where tradition calls for dipping your boots in the North Sea and marking your achievement with a pint, a glass of champagne, or an ice cream on the beach. Along the way, you’ll enjoy the charm of classic northern England; fields of sheep, rolling hills, dry stone walls, friendly local communities, and hearty full English breakfasts. Accommodation is in cosy country hotels, welcoming guesthouses, and traditional pubs—each reflecting the warm hospitality of rural England.
For a gentler pace, our 11-day itinerary (trip code WCO) breaks up the final two long stages between Richmond and Blakey Ridge, giving you more time to savour the scenery. Scroll down to explore all our Coast to Coast walking holiday options.
Trekking and Hiking
Tour Type
Group Tour
Accommodation
Guest House, Hotel, Camping
Age Range
18-99 yrs
Operated in
english
Destinations
Robin Hoods Bay, Kirkby Stephen
Robin Hoods Bay, Kirkby Stephen, Keld, Reeth, Richmond, Osmotherley, Blakey, Egton Bridge, Robin Hood’s Bay
Walk through the Cheviot Hills from Scotland to England en-route to Britain's very own Galapagos. The St Cuthbert’s Way is a long-distance path that was established in 1996. The route reflects the life of this 7th century monk, extending from Melrose Abbey in the Scottish borders, where he became bishop to the island of Lindisfarne just off the coast of Northumberland in northeast England, where he was buried. So the ‘Way’ links places associated with his life. It includes a variety of delightfully unspoilt countryside: the Tweed Valley (origin of the famous woollen cloth), the Eildon Hills, the Cheviot Hills (origin of one of the most famous breeds of sheep), and the Northumberland coast with its broad horizons, sandy beaches and dramatic contrasts between high and low tide. The small historic towns en route - Melrose, Kirk Yetholm and Wooler - are equally unspoilt and offer a pleasant contrast with the thinly populated countryside. There is an abundance of historical features, including ruined abbeys at Melrose and Lindisfarne, the battle site at Harestanes Moor and old castles. The standard route is intended to be walked in 4 long days, but we have made several modifications to make the day stages slightly shorter and perhaps more interesting. The tour ends on Lindisfarne, but we recommend that if you have time, you opt for the extended tour which takes you back to the mainland and the beautiful village of Bamburgh overlooked by its grand castle and further down the coast, past the magnificent ruins of Dunstanburgh Castle to near the ancient kipper producing village of Craster.
