• Guided Cycling Itinerary and Package Content

The guided cycle will cover the 280km over 4 days (with 4 nights accommodation). There are no rest days. Post-finish accommodation is not included but can be arranged on request.

You will need to have a good level of cycling fitness and stamina to cope with the profile and possible adverse weather conditions that multi-day cycling through the Lake District, Yorkshire Dales and North York Moors encounters. It will be an average of 70km each day for 4 days in succession and so you should have completed two back-to-back half-day cycles prior to this holiday of comparable distance/terrain.

The 2021 itinerary is:

10th July

Arrival and accommodation In Kirkby Stephen. Evening Meal in the town

11th July

Transfer to St Bees for arrival by 10am. Ride through the beautiful Matterdale and Whinlatter Forests in the Lake District. Overnight in Braithwaite near Keswick. 50KM

12th July

Ride under the imposing Skiddaw and then on the quiet lanes to the shores of Ullswater and to Pooley Bridge. Then past Lowther Castle and through Bampton and Shap to the lovely village of Orton in the Westmorland Dales. Final section of this day is across Sunbiggin and across the Settle-Carlisle railway before dropping into Kirkby Stephen. 76KM

13th July

An unavoidable climb to start today bringing the ride across the watershed and into N Yorkshire. Follow the tributaries of the Swale down Birkdale, through Keld and into the majestic Swaledale. Then through the small villages of Marske and Merrick before the drop into Richmond. From here it’s a flat afternoon across the Vale of Mowbray to the sumptuous village of Osmotherley. 92KM

14th July

A day on and in the stunning N York Moors. Our route takes us on the roller-coaster across the hills and dales of this largest expanse of heather in the world. Pass through places including Kildale, Castleton, Glaisdale and Grosmont before finally entering Robin Hood’s Bay for well-earned refreshment and splash in the sea! 72KM

Transfer back to Kirkby Stephen and onwards for home OR option on overnight in Robin Hood’s Bay / Kirkby Stephen


The price per person for the Guided Cycle Package is £545.00. (Post-finish accommodation and single rooms are optional extras). Dinners to be paid for locally.

What Our Package Price Includes

High Quality Accommodation

You will be staying in our personally selected and high quality, friendly accommodations with secure storage for your bike. We curate a great range of country inns, guest houses, farmhouses and small family-run hotels for your trip, each visited by our team to ensure excellence. Delicious filling breakfasts are included with your stay.

Daily Luggage Transfers & Store

Our drivers travel the route each day on a consistent and reliable schedule moving your bag with care and professionalism from accommodation to accommodation, always ensuring it is there by 4pm (and often much earlier depending on location along the route).

If you are coming to England as part of a longer holiday and have items you do not need for the Coast to Coast, we can store them safely and securely in our office for the duration of your trip and then drop off at your final accommodation.

Passenger Transfers

If you are unfortunately unable to cycle on certain days due to injury or illness, our knowledgeable and friendly drivers will be there to pick you up with your bags and drop you off at your next accommodation, providing local insight along the driven route.

Secure Car Parking & Transport to the Start & Back from Finish

We have a secure (locked) car-park at our operating base in Kirkby Stephen, where you can leave your car for the whole duration of your trip. We will then transport you and your bike to the start in St Bees and bring you back from Robin Hood’s Bay.

You can also access your car when you pass through Kirkby Stephen.

Assistance Pre- & Post Trip

If you need assistance or advice on anything related to your trip then we will happily help and can arrange for you. For example, finding train tickets from the airport, hotels in Manchester, and taxis from Robin Hood’s Bay (purchases are all additional expenses).

Detailed Information Pack

We have written and produced a comprehensive guide to your Coast to Coast Holiday covering all the things you should need to know to prepare and pack for your trip. It also includes details of what to expect and look out for along the way and the services to be found in each village (such as cash points, banks, shops etc), as well as the times to expect your bag(s) to be picked up and delivered each day.

GPX Files of the Route

We supply you with the gpx file of the route if you have an appropriate navigation device.

Support From Us

We’re available 7 days a week and not just in office hours to help you with any query or request either prior to or during your wonderful trip.

Don’t forget we are the only local and the only specialist Coast to Coast holiday provider. Meaning we can freely give you any insights into the route, we will meet you as you pass through, we can even look outside our window to tell you exactly what the ground conditions are like and what the weather is doing.

What’s Not Included

Our package covers most of the vital items you will need for your trip but there are a few key things you need to budget for:

Evening Meals

Allow around £20 – £25 per person for a two-course meal.


Your appetite may change along the route as you adapt to the challenges and you may have special requirements, which is why we avoid choosing your lunches for you. As with evening meals, there are often many great local options to choose from and in any case your accommodations can provide a packed lunch (which you simply order on arrival). Allow around £5-£7pp for a full packed lunch including sandwich, snacks and drink.

Travel Insurance

Another new development you may also be interested in is that we have developed a partnership with Suretravel – a trading name of Travel Insurance Facilities Plc. They provide a wide range of travel insurance products offering high levels of cover for medical emergency, repatriation, personal baggage, cancellation and much more.

This partnership grants you 10% discount on their policies when you give the unique referral code C2C. To see more please click here.

Please note that the insurance policies are only available to current United Kingdom, Channel Islands, European Union and BFPO residents who have been living in their country of residence for at least 6 months prior to the date of purchase, and registered with a doctor there.


These are not included (as we presume you will want to ride your own). We can facilitate bike hire should you require (from Dales Biking Centre).

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