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Simon Harry

Simon Harry

Enthusiastic | Spirited | Engaging

Mini Bio

I make a yearly pilgrimage to France to catch at least a few stages of le tour, and have actually managed to get my wife interested. I’m a qualified British cycling performance coach, work as a mountain bike leadership tutor training new guides, and volunteer at my local cycle club. I’ve loved all things two-wheeled since being swept up in the BMX boom of the ’80s and then the mountain bike boom of the ’90s. I love combining my love of cycling with guiding, and it’s so rewarding to take folks to some of the most beautiful parts of the UK. I’ve been bikepacking since before it was called bikepacking. Two years ago, I struck off a bucket list item by completing the French Divide, a two-week self-supported Bike backing race. In 2024, we have the Italy Divide, and then, in 2026, the big one – the Tour Divide in America.

With my other hat on, I work as a lecturer at my local university, teaching Forestry and Countryside Management. I also don’t mind getting my hands dirty and can build a mean drystone wall.

Having taken a two year ‘Let’s go to the other side of the world’ sabbatical with my wife-to-be, I headed to New Zealand to live out of a van to get to know the country – the results of which was that on our return, we promptly bought a van, converted it, and travelled extensively on this continent.

Favourite Place to Play

Wales and Yorkshire – having family in each area helps!

Not a lot of People Know This

I was in two episodes of Dr Who and a Bond film. I have also fought the boxer Joe Bugner (it’s on film!).

Experience Read More
  • I have been obsessed with bikes since my first BMX (Skyway TA) in 1984
  • I got my first mountain bike in 1987 (a specialized stumpjumper, ahhh)
  • One of the first Qualified mountain bike leaders way back in 1992
  • I have completed Paris Roubaix, Tour of Flanders, and Gent Wevlegem
  • Completed the French divide in 2022
  • Can build and use a pretty good Bow and Drill for fire lighting
Biggest Adventure Read More

French Divide 2022 – 2250kms, 35000m of climbing, 80% off road, self supported. One one of 45 to finish out of 152 and only one of 8 to complete it on a gravel bike.

Specialist Subject Read More

Bikes, bikes, bikes!
Also natural history, forestry, and ecology

What Fellow Travellers Say About Simon

As mentioned earlier, Scott and Simon were excellent!!! They were very knowledgeable about the local areas as well as the history. They were amazing bike riders and it helped them go back and forth to constantly be checking in on the other tour members. They were also helpful in making bike adjustments and repairs in a timely manner.

Rahul Ravel
Road Cycling - The Grand Tour
Reviewed on 17/10/2023

Scott and Simon were very friendly and personable. Their riding prowess and route knowledge was evident. Loved hearing about the routes and the corresponding history and facts.

Lori Avis
Road Cycling - The Grand Tour
Reviewed on 06/10/2023

Simon and Scott were outstanding guides. Very knowledgeable, attentive, and also very amusing.

Jill Bobek
Road Cycling - The Grand Tour
Reviewed on 04/10/2023

Simon and Scott were friendly, approachable, knowledgeable and warm. They kept the stories flowing every evening and are great fun. I felt safe with them as guides and they genuinely came across as people who are passionate about their jobs

Yvonne Neubauer
Road Cycling - The Grand Tour
Reviewed on 03/10/2023

Simon and q did an outstanding job looking after our needs/wants

Stephen Chappell
Road Cycling - Outer Hebrides
Reviewed on 05/09/2023

We were constantly looked after by our guides,..Simon stood out because he was always checking in, regardless of the time of day. The care was so appreciated by both Simon and Q.

Pamela Millar
Road Cycling - Outer Hebrides
Reviewed on 04/09/2023

Simon and Dan were the best guides I have ever had and I have ridden in guided tours to Croatia, Bosnia, Montenegro and Spain.

Gregory Reeks
Road Cycling - Outer Hebrides
Reviewed on 08/08/2023

Simon & Dan are rock stars!! Kind, generous, easy going, interesting, fun good people. Thank you so much to both of them for making this experience as memorable as it was.

Jeff Faber
Road Cycling - Outer Hebrides
Reviewed on 03/08/2023

Guides were prefect in every way. Simon and Dan went out of their way to be amazing perfect wonderful kind thoughtful helpful marvellous all week

Samantha Barker
Road Cycling - Outer Hebrides
Reviewed on 24/07/2023

Detailed previously. Very pleased with both caring, professional and often funny guides. Couldn't have dine better.

Patricia Mulcahy
Road Cycling - Outer Hebrides
Reviewed on 24/07/2023

I cannot say enough about our guides. Simon was kind, supportive, and thorough in setting expectations. He made sure we were always safe. Gave us realistic expectations for what was in store, and cheered me on when I thought I could go no further/higher. He even gave me one final push to help me crest the top of a particularly challenging ascent.
Simon and Dan were knowledgeable about the areas we cycled through. History, customs, flora and fauna were shared. Really added to the experience.
And Dan's cheese jokes cracked me up!

Eve Barringer
Road Cycling - The Grand Tour
Reviewed on 31/05/2023

Both Dan and Simon were great guides. I think they are super assets to the company and make the experience more safe and more fun. I appreciated their kindness, understanding, and lastly their encouragement during the ride. They were patient, empathetic, and genuine people to keep us company during the ride.

James Faklis
Road Cycling - The Grand Tour
Reviewed on 26/05/2023

Our guide Simon was great, he looked after our every need, he provided sustenance advice and encouragement . He was good company and knowledgeable.

Peter Morrison
Self Guided+ Cycling - The Outer Hebrides
Reviewed on 02/05/2023

Is there something better than excellent? I have run out of words for telling Simon and Will how good they are as guides. I hope they know how much our group truly appreciates them and all their hard work. They are the benchmark that all professional guides should aspire to. It was their first time on this itinerary and we honestly couldn't even tell. Not even 60mph, falling trees and a bonafide hurricaine threw them - they just quietly made a plan B and it was amazing. They are delightful, thoughtful, intelligent gentlemen and we would be so lucky to travel with them again.

Karen Dean
Road Cycling - The Five Countries Tour
Reviewed on 08/10/2018

Simon and Will are simply the best guides we have ever experienced and we have cycled all over the world.

Guy Dean
Road Cycling - The Five Countries Tour
Reviewed on 07/10/2018

Will and Simon are very special to our group. They are part of it, not just our guides but also our friends. Only warm thoughts, big smiles and huge thanks from me.

Donna Mosford
Road Cycling - The Five Countries Tour
Reviewed on 05/10/2018

Simon and Will could not have done more for us- they thought of everything. When they found out about our Dublin room days later, they were horrified that we hadn't said anything.

They not only looked after us, they gave us confidence that we could achieve the demands of the trip, and were good company throughout.

Kerry Davey
Road Cycling - The Five Countries Tour
Reviewed on 03/10/2018

I have never been on a tour with two better guides than Will and Simon. Their thoughtfulness, tirelessness and attention to detail is extraordinary.

Joan Dean
Road Cycling - The Five Countries Tour
Reviewed on 24/09/2018

Book a trip with Simon

Trip / DepartureAvailabilityStatusPriceBook
E-bike – The Cotswolds
8th Jun - 14th Jun 2024
9 place(s) leftGuaranteed 2,895Book Now

Make Trip Private

Sometimes it's nice to get family and friends together and travel privately for some quality time. This means you benefit from all the features of the group departure, including hand-picked accommodation and expert local guides and we'll take care of it all. Then you can make your choice of departures dates and we'll get back to you to finalise the details.

We work together with our team of guides to decide which departures they lead each year. As part of that, guides provide available dates that they are free to be booked. This means that any of the dates you see in the first field of the form below, could be perfect for your private departure or customised tour.

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© Simon Harry / Wilderness England

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