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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 2 years ago

    Hogwarts Optima Challenge

  2. Paul E Ingram 2 years ago

    Is this what they mean by “reaching”?

  3. Brian Richards 2 years ago

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

  4. Tim Stapleton 2 years ago

    Hmm, where is my life jacket?

  5. Bill Nork 2 years ago

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

  6. Phileta Riley 2 years ago

    Look, Ma, no hands!

  7. Marianne Armand 2 years ago

    New Matrix character – Opti-egress

  8. Dave McCarthy 2 years ago

    The new virtual hiking strap option.

  9. Curtis Johnson 2 years ago

    And he wins by a nose!

  10. Brian Beers 2 years ago

    The next step, foiling crew.

  11. Bill Huber 2 years ago

    Splash Jibe!

  12. Maxwell Graham 2 years ago

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

  13. vincesail 2 years ago

    OOOOOOOHHHH, that water’s cold!

  14. Rosann Allenbaugh 2 years ago

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

  15. Candy 2 years ago

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

  16. John Laughton 2 years ago

    Oh no! My watch isn’t waterproof!

  17. Mark Caplin 2 years ago

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

  18. John Alfonso 2 years ago

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

  19. Thom 2 years ago

    I can fly! I can f… Doh!

  20. Nathan de Vries 2 years ago

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

  21. Kelvin D. Meeks 2 years ago

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

  22. Bill 2 years ago

    I can see my house from here

  23. Robert Goldberg 2 years ago

    A flying finish!

  24. Pat McCormick 2 years ago

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

  25. Pat Benedict 2 years ago

    Damn, those new brakes are strong!

  26. Roger Anderson 2 years ago

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

  27. David Henry 2 years ago

    I can fly! I can fly!

  28. Bill Andrew 2 years ago

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

  29. Goose Gossman 2 years ago

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

  30. Mark E Eastham 2 years 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 2 years ago

    Heck yes I’m an OPTIMIST

  32. Dave Peterson 2 years ago


  33. Beni 2 years ago

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

  34. SAM NEUSTADT 2 years ago

    Social distancing….

  35. Bradford Rex 2 years ago

    Not my hair! NOT MY HAIR!

  36. James Cate 2 years ago

    Where the hell is that flying trapeze?

  37. Bill willcox 2 years ago

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

  38. Bill Huber 2 years ago

    Fosberry’s jibe is a flop.

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