About 'Ride Of The Ruperts'

The “Ride of the Ruperts” (RotR) is the most prestigious of motorcycle rides taking place in Sussex and London each September and open to everyone who rides. “Oh the Rupettes Ride” (OtRR) is a new and rather special RotR event held each July celebrating women on two wheels and is only open to men upon special invitation from a female rider.

Our aim is to raise money for worthy causes whilst having fun and keeping overheads to an absolute minimum. We do this through a network of kind volunteers and partners/sponsors.

It’s no secret that the RotR’s origins lay in the Distinguished Gentleman’s Ride. A small group of us always loved taking part so much that one chap decided to organise a small private ride where we could dress dapper on our motorcycles and recreate the moment. Of course, that ride never actually happened, as the Ride of the Ruperts grew out of all intended proportions and became what it is today.

Due to popular demand we run a simple but official registration process to enable up to 300 bikes to take part in each of the three major rides. We also keep an active ‘Reserves List’ for eager riders ready to jump in at a moment’s notice should a space become available.

Throughout the year we also lay on a small number of bespoke rides and events as additional fundraisers, such as our annual visit to the popular Bike Shed London Show at Tobacco Dock.

Back in 2018 the RotR committed to raising funds for the Movember Foundation and, to date, with the benefit of Gift Aid, we have donated just shy of £32k to their cause.

Coronavirus restrictions affected our activities in 2020 but this has enabled us to rethink and refresh our events With this came a decision to support The Movement for Non-Mobile Children (Whizz-Kidz) and to change our end venue, and we look forward to forming strong relationships with new partners, as well as continuing to support our existing ones.

Whizz-Kidz, a fantastic charity that transforms the lives of disabled children by providing vital equipment such as wheelchairs, as well as the support and life skills they need to reach their full potential.

The RotR Sussex Ride

Meeting at the Milk Churn Café, Rudgwick, West Sussex (RH12 3DH), the ride winds it’s way through some of the glorious Sussex countryside, villages and towns with ample opportunity for you to greet surprised and delighted onlookers with a “Tally Ho!” and a cheery wave! Naturally, some rest stops have been planned into the route to assist those on older models.

The ride finishes with a private party at The B Road Hunting Club near Uckfield, set in 800 acres of beautiful land in East Sussex, where lunch, liquid refreshment and live music is available.

The RotR London Ride

Starting at Horsenden Farm, Perivale, one of London’s hidden jewels, just minutes from the Ace Cafe, Ride of the Ruperts – London heads out of town, to give a taste of what lies beyond the urban sprawl.

Looping our way through Middlesex and Buckinghamshire, there will be plenty of time for smiles, waves and “Tally Hos” as we pass through the towns and villages along the way, with a chance to catch a glimpse or two of the Thames thrown in for good measure.

Strategically placed rest stops give everyone a chance to regroup, refresh and of course for those all important Instagram moments.

Heading back into London, we end where we began, for refreshment and entertainment, before heading home with memories of what lies just beyond the M25.

Oh the Rupettes Ride

Meeting in the beautiful grounds of Fosse Bank Independent School near Sevenoaks, Kent (TN11 8ND), the ride winds it’s way through approximately 60 miles of stunning local scenery before finishing at the impressive Laguna Motorcycles Harley-Davidson and Honda dealerships, where participants can get a bite to eat and enjoy the delights in store.

Remember that it is our intention that RotR events are open to ALL who ride, such is our love of motorcycles. So if you want to witness the spectacle of a gentleman or lady riding a Ducati in tweed, register yourself to ride! Our events also mean that if you can’t take part in the DGR because your machine doesn’t meet the needs of the style guide, you can take part in the Ride of the Ruperts without any worry.

Registration costs are deliberately charged per bike as superbly dressed pillions are actively encouraged to come along. All that is asked is that you dress to impress and jolly well enjoy yourself.

What does the future hold for the RotR?

Well, we’re always keen to speak to potential partners and sponsors to see how we can work well together. It works out great for our current ones!

We’re also always happy to talk if you feel you have what it takes to host one of our rides in another location for bikers to enjoy. If you think the RotR is something you might want to get involved in then please contact us.

Stefano Morrelli
Founder RotR


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The Sussex Ride 26th Sept 2021
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The London Ride 26th Sept 2021
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Oh the Rupettes Ride 22nd August 2021
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