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Welcome to Our First Caption Contest(!) for 2022

We’re going overboard with our first Caption Contest(!) of the year. We can only imagine what was going through this young sailor’s mind as he was flying off his dinghy and into the water. Let us know what you come up with in the comments below.

Caption contest(!) Jan. 2022
Your caption here.
© 2022 Jeffry Matzdorff

Remember to check out the December Caption Contest(!) winner and runners-up in Latitude 38‘s January issue.


  1. Mark Wieber 1 year ago

    Hogwarts Optima Challenge

  2. Paul E Ingram 1 year ago

    Is this what they mean by “reaching”?

  3. Brian Richards 1 year ago

    You want to inspect your boat closely before you buy it.

  4. Tim Stapleton 1 year ago

    Hmm, where is my life jacket?

  5. Bill Nork 1 year ago

    For my next tack, I’ll demonstrate how to get to the high side by going UNDER the boat!

  6. Phileta Riley 1 year ago

    Look, Ma, no hands!

  7. Marianne Armand 1 year ago

    New Matrix character – Opti-egress

  8. Dave McCarthy 1 year ago

    The new virtual hiking strap option.

  9. Curtis Johnson 1 year ago

    And he wins by a nose!

  10. Brian Beers 1 year ago

    The next step, foiling crew.

  11. Bill Huber 1 year ago

    Splash Jibe!

  12. Maxwell Graham 1 year ago

    OK, Sailboat?…CHECK, Sunscreen? …Check, Waterproof Watch and Life Preserver?…ARGHHHH!!

  13. vincesail 1 year ago

    OOOOOOOHHHH, that water’s cold!

  14. Rosann Allenbaugh 1 year ago

    Testing out my new waterproof GPS watch built to military specs!

  15. Candy 1 year ago

    Go for a sail they said. It will be fun they said…

  16. John Laughton 1 year ago

    Oh no! My watch isn’t waterproof!

  17. Mark Caplin 1 year ago

    “if you can read this sticker, you have fallen overboard”

  18. John Alfonso 1 year ago

    What happens when the instructor yells “Fall off and gybe!”

  19. Thom 1 year ago

    I can fly! I can f… Doh!

  20. Nathan de Vries 1 year ago

    The boat really heels over in a blow – watch this! *blows*

  21. Kelvin D. Meeks 1 year ago

    When an accidental jibe causes the tiller to unexpectedly catch you in the “chimichangas”.

  22. Bill 1 year ago

    I can see my house from here

  23. Robert Goldberg 1 year ago

    A flying finish!

  24. Pat McCormick 1 year ago

    Cell Phone Overboard!!!!…….I Got it!

  25. Pat Benedict 1 year ago

    Damn, those new brakes are strong!

  26. Roger Anderson 1 year ago

    Who put the snake in my Opti???!!

  27. David Henry 1 year ago

    I can fly! I can fly!

  28. Bill Andrew 1 year ago

    Inspired by Peter Pan, James quickly regretted thinking his happy thought.

  29. Goose Gossman 1 year ago

    It’s a bird…it’s a plane…it’s Opti-man!!

  30. Mark E Eastham 1 year ago

    alright…here is whats going on in this cool pic of me…I ran aground on a lee shore….totally stuck….no way out….I could not walk at all because I had really cold totally numb feet from not wearing shoes all day….so i decided to handstand my way to shore….totally worked !…..

  31. Dan Colton 1 year ago

    Heck yes I’m an OPTIMIST

  32. Dave Peterson 1 year ago


  33. Beni 1 year ago

    Look Mom, I’m foiling…..
    Sure hope the watch is waterproof.

  34. SAM NEUSTADT 1 year ago

    Social distancing….

  35. Bradford Rex 1 year ago

    Not my hair! NOT MY HAIR!

  36. James Cate 1 year ago

    Where the hell is that flying trapeze?

  37. Bill willcox 1 year ago

    So that’s where the bolt for the hiking strap goes!

  38. Bill Huber 1 year ago

    Fosberry’s jibe is a flop.

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