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Cheeky Schoolie Tournament

The world's largest fly fishing only tournament



March 25, 2020

Hello Schoolie Tournament Participants,
It is with a heavy heart that I write to announce the 2020 Cheeky Schoolie Tournament will be postponed.  While this is certainly disappointing news for us all, it is imperative that every one of us is doing our part during the COVID-19 crisis.  Please continue to be smart, stay healthy, wash your hands, and keep your social distance.  There’s a lot at stake right now and many folks are dealing with incredibly difficult times.  Right now, that should be our focus within the fishing community and our communities at large.  We need to get through this together.
We have been working for nearly two weeks on a contingency plan for the 2020 Cheeky Schoolie Tournament.  The tournament has always been an event to kick off the saltwater fly fishing season in New England, and assuming it is safe to be held, this year it will be a party to close the season.  The 2020 Cheeky Schoolie Tournament will be held on Saturday, September 19th with the kick-off party the night before.  Personally, I am excited to have something on the calendar to look forward to, and I hope you, our awesome participants, share this sentiment. 
If there’s a silver lining, we’ve always toyed with the idea of hosting a fall run tournament.  This year, we will have the opportunity to do it.  It will be different.  It will be fun.  It will be unique.  And it will be about supporting the fisheries we love.  These are all things the Schoolie Tournament strives to be every year.  Who knows … maybe there will be an albie component?  We will also keep you engaged all summer long.  Right now, in conjunction with the sponsors, we’re working on a badass e-raffle to be held on the original event date of May 16, and hopefully other prizes and mini-competitions throughout the summer. 
We recognize that circumstances have changed dramatically and that many plans will change as a result.  We certainly hope you will stick with us through these uncertain times, but we will offer a full refund to anyone who needs to cancel.  I have spoken personally to a great many of our sponsors, and I have been blown away by their continued support and desire to rally around this particular community event.  
Folks, if it’s safe to do it, we’re going to have an epic party come September.  We’ve all built this event together, and we hope you will be there in the fall.
Please be safe.
Ted Upton
Founder & CEO, Cheeky Fishing 


Registration for the 2020 Cheeky Schoolie Tournament remains open.  To register, you MUST complete ALL 3 steps below. Anyone who has not completed all 3 steps will not be registered. 

3 Step Registration Process:

  1. Complete Your Registration Form (One form required per team)
  2. Submit Your Tournament Entry Fee ($90 per person/$180 per team)
  3. Sign & Submit Your Electronic Tournament Waiver (Must be signed & submitted by each individual participant)

Every team that completes the three steps to register will receive an email confirmation confirming their spot within one business day. Thank you for your patience.


The 2020 Cheeky Schoolie Tournament will be held Saturday, September 19th [postponed from original May 16th date due to COVID-19] at our NEW venue, The Cape Playhouse campus, Dennis, MA. There will be a Costa Del Mar pre-party held at the same location the evening of Friday, September 18th.

Check out what's NEW for 2020:



The 9th annual Cheeky Schoolie Tournament is a low barrier to entry, grass roots style event designed to encourage the interest and growth of saltwater fly fishing and to welcome our hard working schoolie stripers to their summer vacation home on Cape Cod, MA. The 2020 Tournament will mark the 9th year for the annual event, which has become the world's largest fly fishing tournament.


The Cheeky Schoolie Tournament is about the fish. This is a Catch and Release only tournament, and proper fish handling during a release is of paramount importance. Cheeky Fishing partners with KeepEmWet Fishing to provide an opportunity for everyone to learn more about best practices for catching and releasing fish. We’re excited to expand on this partnership in 2020.

In addition, it was our great privilege to donate $10,000 from last year’s event to Stripers Forever, a nonprofit dedicated to striped bass conservation. We’re hoping to go even bigger this coming year! 


  • Teams of two, must stay together
  • Shore/wade fly fishing only. No boats, motors, paddles, flippers, swimming, etc. Two feet on the ground!
  • Catch and photo release only
  • Team with the most total inches wins
  • Boundaries: Anywhere on Cape Cod
  • Must complete, sign and submit a Tournament Waiver 


Over $15,000 in prizes will be up for grabs! A full list of prizes will be published closer to the tournament.





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