Wingman Toby
Toby Cunliffe mid-flip on a wing foil at sunset

WingmanToby

Pro Coach

Duotone Team Rider · GWA Competitor

UK and international wing foil clinics — bringing Toby's love for the sport to riders of every level.

Who are we?

We’re all about sharing our passion for foiling and helping riders take their skills to the next level.
Toby Cunliffe holding his wing at the water's edge

About Toby

Toby Cunliffe is a Wing Foil Pro Coach and Duotone Team Rider based in Rutland, UK. He is also an RYA Senior Instructor and RYA Wing Instructor.

Toby started in water sports at 10, on a windsurfing trip to Vassiliki in Greece. That first trip led to years on the water. When wing foiling arrived, he took it up straight away and quickly rose through the sport.

Our Approach

Wingman Toby was set up to share that passion with more riders. We aim to make wing foiling easy to get into, safe and rewarding, whether you’re holding a wing for the first time or working on your first gybe or freestyle trick.

All coaching is delivered to RYA standards, so you learn safe habits and correct technique from your first session. Our coaching is built on three principles:

  • Small-group clinics. Groups stay small, so every rider gets real attention and more time on the water.
  • Video-reviewed sessions. We film you on the water, then watch it back together frame by frame — so you can see exactly what’s working, what to change, and leave each session with clear goals.
  • Coaching that fits how you learn. Some riders learn by doing, others by watching or by understanding the theory. Each session is shaped around you, your goals and your pace.

Whatever your level, our aim is the same: to get you riding with more confidence, more control and more fun.

Competing on the GWA Tour

In the coming season, Toby will compete on the Global WingFoil Association (GWA) tour in three disciplines:

  • Freestyle
  • Surf Freestyle
  • Wave Riding

Competing at this level keeps his skills sharp. His coaching draws on the same technique, equipment knowledge and progression he uses himself.

Ready to get on the water?

See our latest clinics, private sessions and availability on the booking page.

Click here
Toby Cunliffe upside down mid-air with his wing and foil board

Stithians clinic

From the boat

October 2026 update

Where are we now?

Toby in hospital after foot surgery, smiling and giving a shaka

Post-op, still smiling

October should be the start of the UK clinic season — but I had a bad crash in Vassiliki. My foot twisted in the straps, and I thought it was just a strained ligament and I’d be okay. I was advised to end my season early and head back to the UK to see a specialist.

I saw the specialist the same day. After a CT and MRI, he got me straight into surgery: the bones in my foot were misaligned, the ligaments torn, and there were multiple small fractures.

X-ray of Toby's foot with the injury circled

The X-ray

The operation realigned the bones, with plates and screws to hold everything together and an artificial ligament to hold my first and second metatarsals together.

3D CT scan of Toby's foot showing the injured bones

The CT scan

3–6 months

Recovery time

October UK Clinics

Cancelled

Brazil Trips

Cancelled

Gutted 😭 — but I’ll be back on the water as soon as I can. Join the mailing list to be the first to hear about new clinic dates.

Events

April 2027 Clinics (TBC)

Queen MaryDates TBC

Queen Mary

April 2027 · TBC

A day of wing foiling tuition and inspiration with Toby Cunliffe and Simon Winkley. 12 places maximum, pre-booking required.

2XSDates TBC

2XS

April 2027 · TBC

For those wanting to progress — you'll need to be up on the foil and staying upwind.

StithiansDates TBC

Stithians

April 2027 · TBC

Improve your gybes, tacks and jumps.

£125 per person (2026 price)

Stay in the loop

Join the mailing list

Be the first to hear when clinic dates are confirmed, plus new kit and coaching videos.

Coaching

What we offer

0

Coaching locations

0

Disciplines: intermediate, advanced & wave riding

0

Sponsors & partners

UK Clinics

UK Coaching Days and Clinics

Click to find out more
International Clinics & Adventure Trips

International Clinics & Adventure Trips

Click to find out more
1-2-1 Private Lessons

1-2-1 Private Lessons

Click to find out more

Lessons for every level

UK clinics are for intermediate riders and above. If you’re a beginner or improver, you’ll need a 1-2-1 private lesson.

Not sure what level you are? Check below.

Beginner

You've never done it before

Lessons include

  • Wing handling on land
  • Getting going on a big board
  • Steering and staying upwind
  • Safety, self-rescue and right of way

1-2-1 private lessons

Improver

Learning your first flight

Lessons include

  • Stance and foot position
  • Pumping onto the foil
  • Your first flights and ride height
  • Falling safely and getting going again

1-2-1 private lessons

Intermediate

Sustaining flight & learning to gybe

Lessons include

  • Riding upwind on the foil
  • Carving heel-side and toe-side
  • Your first foiling gybe
  • Tacks and transitions

UK clinics or 1-2-1

Advanced

You can gybe both ways comfortably

Lessons include

  • Freestyle and jumping
  • Wave riding
  • Downwind and pumping
  • Speed, efficiency and fine-tuning your kit

UK clinics or 1-2-1

MiloCoaching tech

Live coaching on the water

Toby coaches with Milo — a hands-free, waterproof voice communicator. Instead of waiting until you’re back on the beach, you get feedback in real time while you’re riding, so you can fix your stance, timing and technique on the very next run.

Hands-free voice

Talk to your coach while you ride — no buttons, no phone, no shouting across the water.

No phone or Wi-Fi

Milo units link up over their own mesh network, so they work anywhere on the water.

Clear in the wind

Six microphones with wind and noise reduction keep every word clear, even when it's blowing.

Built for water

Waterproof, dustproof and made for cold mornings and full sun.

Find out more about Milo →

Reviews

Riders’ words

Emma at the Alton Water clinic

“I gained confidence to try my next tricks with more of a clear idea.”

Emma · Alton Water clinic
Ian at the Alton Water clinic

“I enjoyed working on my foot placement on gybe as well as getting upwind better.”

Ian · Alton Water clinic
Tom at the Alton Water clinic

“My favourite part of the clinic was Toby's enthusiasm for the sport, knowledge and teaching style.”

Tom · Alton Water clinic

Stay in the loop

Join the mailing list

Information on upcoming clinics, new kit, exclusive coaching videos and much more.

FAQs

Got questions?

For UK clinics, yes — they're for intermediate riders and above. If you're a beginner or improver, start with 1-2-1 private lessons. The Club Vass clinics in Vassiliki also run beginner weeks. Not sure of your level? See 'Lessons for every level' on the homepage.

For UK clinics you'll need your own board, wing and foil, plus a wetsuit for the conditions — let Toby know your setup when you book. For 1-2-1 lessons, ask when you book if you need kit arranged.

All clinics and coaching days are booked through Toby's booking platform. Head to the Book page for the general link, or the specific event link for that clinic.

UK clinics run across Cornwall, London, Suffolk and Rutland. International clinics run in Vassiliki (Greece), Jericoacoara (Brazil) and Tenerife.

In the UK, a coaching day is a single day on a Saturday or Sunday, with flexibility to fit the wind. A clinic runs over both days of a weekend with a clear theme and a full progression. Both are run at weekends to make them more accessible.

We confirm whether a clinic or coaching day is going ahead 48 hours before the day. If you cancel within those 48 hours, you'll be refunded 75% of the cost. If you cancel on the day, you won't be refunded at all. You can always watch the forecast yourself and get in touch about your options if conditions don't look right.

Clinics are small-group sessions, so everyone gets individual feedback and tailored coaching while still training together.

Yes — 1-2-1 private lessons are available for every level and are video-reviewed. They're the place to start if you're a beginner or improver, and great for fine-tuning freestyle and wave riding. Book them through the Book button.

Check 'Lessons for every level' on the homepage. Beginner means you've never wing foiled before, Improver is learning your first flights, Intermediate is sustaining flight and learning to gybe, and Advanced is gybing both ways comfortably.

An impact vest, a helmet, leashes for your wing and board, and a wetsuit suited to the conditions. These are part of the kit, not optional extras.

Yes. The Gear section has Toby's recommended products with discount codes, a guide to which setup suits each level, and used Duotone gear from Boardwise. If you're still not sure, message Toby before you buy.

The next Jericoacoara adventure is planned for November / December 2027. Dates will be confirmed in the first quarter of 2027 — message Toby to register your interest and be first to hear.

Online wing foil coaching from Toby — step-by-step video lessons for every level, video analysis and 1-2-1 calls. It's being filmed now: join the waiting list on the Academy page to hear as soon as it opens.

Message Toby on WhatsApp using the green button at the top of the page, email wingmantoby@gmail.com, or use the contact form at the bottom of any page.