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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 4 months ago

    Hogwarts Optima Challenge

  2. Paul E Ingram 4 months ago

    Is this what they mean by “reaching”?

  3. Brian Richards 4 months ago

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

  4. Tim Stapleton 4 months ago

    Hmm, where is my life jacket?

  5. Bill Nork 4 months ago

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

  6. Phileta Riley 4 months ago

    Look, Ma, no hands!

  7. Marianne Armand 4 months ago

    New Matrix character – Opti-egress

  8. Dave McCarthy 4 months ago

    The new virtual hiking strap option.

  9. Curtis Johnson 4 months ago

    And he wins by a nose!

  10. Brian Beers 4 months ago

    The next step, foiling crew.

  11. Bill Huber 4 months ago

    Splash Jibe!

  12. Maxwell Graham 4 months ago

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

  13. vincesail 4 months ago

    OOOOOOOHHHH, that water’s cold!

  14. Rosann Allenbaugh 4 months ago

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

  15. Candy 4 months ago

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

  16. John Laughton 4 months ago

    Oh no! My watch isn’t waterproof!

  17. Mark Caplin 4 months ago

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

  18. John Alfonso 4 months ago

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

  19. Thom 4 months ago

    I can fly! I can f… Doh!

  20. Nathan de Vries 4 months ago

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

  21. Kelvin D. Meeks 4 months ago

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

  22. Bill 4 months ago

    I can see my house from here

  23. Robert Goldberg 4 months ago

    A flying finish!

  24. Pat McCormick 4 months ago

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

  25. Pat Benedict 4 months ago

    Damn, those new brakes are strong!

  26. Roger Anderson 4 months ago

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

  27. David Henry 4 months ago

    I can fly! I can fly!

  28. Bill Andrew 4 months ago

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

  29. Goose Gossman 4 months ago

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

  30. Mark E Eastham 4 months 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 4 months ago

    Heck yes I’m an OPTIMIST

  32. Dave Peterson 4 months ago


  33. Beni 4 months ago

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

  34. SAM NEUSTADT 4 months ago

    Social distancing….

  35. Bradford Rex 4 months ago

    Not my hair! NOT MY HAIR!

  36. James Cate 4 months ago

    Where the hell is that flying trapeze?

  37. Bill willcox 4 months ago

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

  38. Bill Huber 4 months ago

    Fosberry’s jibe is a flop.

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