Kirkby Stephen Tours and Trips

4.9

14 reviews on bookmundi

We offer 5+ tours in Kirkby Stephen having in total 10+ customer reviews. Tour durations range from 9 to 18 days. Our Kirkby Stephen tours are offered by qualified and hand-picked tour operators and each Kirkby Stephen trip comes with a best price guarantee and no added booking fees.

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Best Tours in Kirkby Stephen

Discover our highly acclaimed tours in Kirkby Stephen, based on reviews and times booked.

Coast to Coast Guided Rambler Walk - 17 Days

5.0(8 reviews)

Walk the famous Coast to Coast trail guided from St Bees to Robin Hood's Bay. For those seeking a more relaxed pace on one of Britain’s most iconic long-distance trails, our 17-day guided Coast to Coast Rambler walk is the perfect option. While the classic Wainwright route is typically completed in 15 days, this extended itinerary allows extra time to appreciate the journey, engage with the landscape, and enjoy the camaraderie of a small, guided group. Covering approximately 315km (195 miles) across three spectacular national parks, this is English hillwalking at its finest — made all the more rewarding with thoughtful pacing and expert support. Though slightly gentler, the hike remains a true challenge and a deeply satisfying achievement. The adventure begins in the seaside village of St Bees on the Irish Sea, climbing into the dramatic Lake District, where mountain passes and serene lakes appear early in the walk. From there, the trail winds through the Yorkshire Dales, over the mystical Nine Standards Rigg, and along the River Swale to the historic town of Richmond. The 17-day version gives more time to explore the North York Moors, breaking up longer days between Richmond and Blakey before reaching the North Sea coast. The journey ends at Robin Hood’s Bay, where tradition calls for dipping your boots in the sea — and celebrating with a pint, ice cream, or glass of fizz. Along the way, stay in handpicked guesthouses, country inns, and cosy hotels, all known for their warm welcomes and hearty meals. Each day brings timeless villages, dry stone walls, and satisfying English breakfasts. It’s remarkable that this trail was only designated a National Trail in 2022, nearly 50 years after Wainwright’s vision. Walk it with us and discover why it remains a national treasure. Scroll down to compare all our Coast to Coast options and find the journey that suits your walking style best.

17 days

fromUSD 4,390

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Coast to Coast East - Kirkby Stephen to Robin Hood's Bay - 9 Days

5.0(1 review)

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.

9 days

fromUSD 1,590

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Coast to Coast East – Kirkby Stephen to Robin Hood’s Bay – 11 Days

5.0(2 reviews)

Walk the second section of the Coast to Coast through the Yorkshire Dales and North York Moors at a more comfortable pace. This rewarding eastern section of Alfred Wainwright’s legendary Coast to Coast walk takes you from the rugged Pennines, through the Yorkshire Dales, and across the beautiful North York Moors National Park to the dramatic cliffs of the North Sea. This extended 11-day itinerary breaks up the middle stages of the route, allowing for shorter daily distances, more time to explore the scenery, and a more relaxed pace through one of England’s most charming walking regions. Your journey begins in the Pennines Area of Outstanding Natural Beauty, climbing the mystical Nine Standards Rigg before descending into the rolling green hills and timeless villages of the Yorkshire Dales. Follow the meandering River Swale into the historic market town of Richmond, then continue towards Blakey and the heather-covered slopes of the North York Moors. From here, the trail rolls dramatically towards the coast, ending with a triumphant arrival in Robin Hood’s Bay. Tradition calls for dipping your boots in the sea and celebrating with a pint, a glass of champagne, or an ice cream on the beach! Along the way, you’ll experience classic English landscapes of dry stone walls, historic market towns, and friendly village pubs. Accommodation is in cosy small hotels, traditional inns, and welcoming guesthouses—places that showcase the warmth and hospitality of rural England. If you’d like a faster-paced adventure, our 9-day version of this itinerary (trip code WCO) keeps the final two days between Richmond and Blakey Ridge intact for a more traditional challenge. Scroll down to explore all of our Coast to Coast walking options.

11 days

fromUSD 1,880

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Coast to Coast West - St Bees to Kirkby Stephen - 9 Days

4.7(3 reviews)

Cover the first half of the Coast to Coast Walk from St Bees to the village of Kirkby Stephen crossing the Lake District National Park. 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 Coast to Coast offers some of the most spectacular scenery in northern England, crossing the rugged heart of the Lake District National Park and into the edge of the Yorkshire Dales. This 9-day itinerary cleverly splits the final long stage between Shap and Kirkby Stephen into two shorter days, giving you a more relaxed finish without losing any of the route’s highlights. It’s ideal if you’re short on time, new to long-distance walking, or want to enjoy the trail at an easier pace while still experiencing the best-loved landscapes of the Coast to Coast. Your journey begins by dipping your boots in the Irish Sea at St Bees, then heading east with the prevailing wind at your back. You’ll walk through dramatic valleys such as Ennerdale, Borrowdale, and Patterdale, pass shimmering lakes, and cross high passes with the option to tackle famous summits like Helvellyn. As the Lake District fells give way to the gentler landscapes of the Yorkshire Dales, you’ll finish in Kirkby Stephen, a charming market town on the edge of the Yorkshire Dales with rail links—perfect for a celebratory rest after an inspiring week on the trail. Prefer a faster pace? Our 8-day version (trip code UCT) keeps the classic long stage between Shap and Kirkby Stephen intact for a more challenging itinerary. Scroll down to explore all our Coast to Coast walking options.

9 days

fromUSD 1,620

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Walking from Coast to Coast

The world famous Coast-to-Coast is an exhilarating long-distance walking route originally described by the writer Alfred Wainwright in his book of the same name. First published in 1973, the book has grown in renown and today is as popular as ever, with the walk itself featuring on the bucket list of all keen walkers. At nearly 200 miles in length, the route takes you across country, up fells and down dales, from Cumbria's St Bees, on the shores of the Irish Sea, to the picturesque fishing village of Robin Hood's Bay in Yorkshire, passing fabulous landscapes at every turn. The tour runs through three national parks in northern England - the Lake District, the Yorkshire Dales and the North York Moors - and features some of the most spectacular and beautiful scenery in the country. The walking is challenging and recommended for experienced fell walkers and confident map readers only, but the sense of achievement and camaraderie when you encounter fellow coast to coasters makes it all worthwhile. Your accommodation each night is in carefully picked B&Bs, with either ensuite or private facilities, where friendly smiles and warm welcomes to weary walkers are guaranteed! Please note that GPX tracks and a routes and maps guide are provided on this trip, along with our usual maps. This replaces our usual turn by turn route directions.

18 days

USD 3,575fromUSD 3,468

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