The Castle to Abbey Coastal Challenge

  • Location North East
  • Duration 1 day
  • Price £35.00 per person
  • Hiking
  • Microadventure

Adventure Highlights

2019 is the 50th anniversary of the North York Moors National Park’s flagship long distance Cleveland Way National Trail. To mark the milestone of the 109-mile trail, one of our favourites, we’re introducing a 24-mile walking challenge along a stunning coastal stretch of the Cleveland Way. Setting off from Scarborough Castle our challengers will follow the trail northwards passing some of the most iconic sights of North Yorkshire’s coast and accompanied by stunning seascapes all the way until the finish at Whitby Abbey. This is the perfect new challenge for those of you looking to take part in a sponsored walk or indeed just for a personal challenge. In a nutshell: - Feel elated after completing a new challenge that is the coastal equivalent of Yorkshire’s Three Peaks. - Soak up the superb scenery and enjoy the company of fellow challengers - Raise a glass in honour of completing the challenge with a free pint of beer given to all finishers by Whitby Abbey.

This adventure is perfect for individuals and small groups, and can be tailored for:

  • Corporates
  • Families
  • Hen / Stag parties

Make this adventure your own: Message Adventure Leader

Adventure Details

Day 1

Start time 07:00

NB: This challenge is self-guided but we’ll be supporting you by providing transport between the start and finish and having vehicles at important junctions along the way.
We will also have first aid trained guides along the route and bringing up the rear.
At 7 am registration opens at Whitby Abbey. Once everybody has registered we hop on the coach and drive to the start.
What better way to start a march than at Scarborough Castle, a prominent 12th-century fortress where you can imagine Henry ll’s troops being given their marching orders.
From the Castle entrance, you pick up the Cleveland Way heading north alongside the beachfront before leaving the spa resort of Scarborough behind.
The undulating route winds its way up onto the cliff tops with open fields to one side and enticing seascapes to the other before entering National Trust woodland at Hayburn Wyke.
The name derives from the Anglo Saxon word Hayburn which means hunting enclosure by a stream and the Norse word Vik which means sea inlet. Wandering through the woodland all that makes perfect sense especially once you reach the star of the show, the waterfall that tumbles directly onto a pebble beach.
It’s worth having a breather here but with more great views up ahead don’t linger too long. Instead, press onwards and upwards through the woodland to emerge into the open cliff tops once more.
A few more miles along you come to ‘the town that never was’ or Ravenscar, a hamlet which is hard to believe was once destined to be a rival spa town to Scarborough in Victorian times if the developers hadn’t gone bust. Today you’ll notice a few of the streets that were constructed and the old railway line as you pass the conveniently-located tearoom.
Further along, another slice of Ravenscar’s history is discovered as you pass through the remains of the alum works, which were considered to be the World’s first chemical industry making an agent that fixed dyes in cloth making.
From here the path begins to descend gradually to Stoupe Beck and then the delightfully-named Boggle Hole, so-called because goblins were said to inhabit one of the caves near the sandy cove. Here the YHA’s Quarterdeck café with its view out to sea provides an enticing prospect for re-fuelling.
You then leave Boggle Hole through a woodland path and back onto the headland where you’re rewarded with fine views particularly when the village of Robin Hood’s Bay comes into sight.
As you reach the village the Cleveland Way weaves its way through the cobbled alleyways and tiny snickets between the cottages where you can easily imagine what life was like in the heyday of smuggling.
There’s plenty to hold you here but press onwards knowing you’re on the final leg of the journey. Pass above Saltwick Bay and you’ll see the remains of the shipwrecked fishing trawler the Admiral Von Tromp near the rocks.
Once past Saltwick Bay and with the outline of Whitby Abbey acting as a beacon, all that remains is a 20-minute stride out to reach the finish.
Here Whitby Brewery which is conveniently located alongside the Abbey will welcome you into its tap room where a celebratory pint will be poured in your honour and those thoughts of ‘I so need a drink’ can become reality!

End time 18:00

Effort Level

You’ll be working up a sweat. Bring along a touch of enthusiasm and a little determination

  • Chilled
  • Active
  • Tough


What's included

  • Guide Fully guided
  • Transportation Supported challenge with checkpoints and support vehicle.
  • Drink Celebratory drink at Whitby Brewery. (Bring your own drinking water for the day)
  • Equipment Full pre-event support from training advice to kit lists.
  • Other First aid trained guides along the route to help and assist when needed. Coach travel from registration to the start in Scarborough.

What you'll need to bring

  • Warm Clothing
  • Waterproofs
  • Food
  • Drink
  • Other Age Limit: You must be over 14 to take part in this challenge, anyone under 18 must be accompanied by an adult. There is no upper age limit.


Strict - Cancel up to 31 days before your adventure to recieve a 75% refund

Cancelling less than 30 days before results in no refund.

Refund excludes processing fees. Alternate dates may be able to be agreed at no additional cost, but this is not guaranteed.

See Booking Terms & Conditions


Starting point:

Scarborough, UK

Adventure leader

Large Outdoors

Large Outdoors