My girlfriend awoke and said she dreamed she was a small sailboat...

I replied, "well, you've always been a little dinghy!"

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πŸ‘€︎ u/thomasbrakeline
πŸ“…︎ Sep 09 2020
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I am trading in my sailboat for a motor boat.

I need to go on a power trip.

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πŸ‘€︎ u/khendron
πŸ“…︎ Jul 05 2020
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What did the ocean say to the sailboat ?

Nothing, it just waved

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πŸ‘€︎ u/HellsJuggernaut
πŸ“…︎ May 28 2020
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My son asked me why our sailboat is named Blood

I yelled back, because it’s bloody vessel!

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πŸ“…︎ Jun 10 2020
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Did you hear about that girl who thought she was a small sailboat?

She's just a little dinghy.

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πŸ‘€︎ u/thomasbrakeline
πŸ“…︎ Apr 01 2020
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I knew it was a mistake to take my friend who failed to appear in court out on my leaky sailboat.

As soon as it started leaking, he skipped bail.

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πŸ‘€︎ u/thomasbrakeline
πŸ“…︎ Oct 20 2019
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Why did the sailboat start doing drugs?

Pier pressure

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πŸ‘€︎ u/trappedcouchfarts
πŸ“…︎ Apr 24 2017
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He was violently frustrated to find that his sailboat had drifted a great many miles off course overnight

He needed to work on his anchor management

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πŸ‘€︎ u/The_Possum
πŸ“…︎ Jun 05 2018
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I recently got a job in a boat yard fixing old sailboats.

I shit you knot

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πŸ‘€︎ u/lucidus_somniorum
πŸ“…︎ Feb 13 2019
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What do you call a sailboat you don’t recognize at your regatta?

A catamarando.

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πŸ‘€︎ u/jon1nelsen
πŸ“…︎ Mar 09 2018
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Sailboat dadjoke

Uncle: I just have to paint the sailboat before we can get it back in the water. Dad: Wow, that sounds like a hull of a lot of work...Get it? GET IT?!

He was very proud of that one.

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πŸ‘€︎ u/Frinion
πŸ“…︎ May 12 2014
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One of my dad's few true "dad jokes"

My dad doesn't have a traditional "dad joke" sense of humor, but this one was great. My family was driving to church one day and my sister noticed an empty jar under one of the seats. My sister asked why it was there, but she phrased it as, "what's this?" My dad replied, with a mischievous grin, "it's sailboat fuel."

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πŸ‘€︎ u/SamTMartian
πŸ“…︎ Feb 11 2019
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My boss just dad joked me, didnt see it coming.

So I'm varnishing a sailboat tiller at work and I just put the second coat on it. I went to my boss and I was like I just put a second coat on the tiller. He looks at me straight faced with no sarcasm in his voice and was like "why was it cold" then just walks off.

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πŸ‘€︎ u/CaptainTabor
πŸ“…︎ Jun 19 2014
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Truck driver dad joke

Though usually dad jokes are groan-worthy puns, I think this fits the category as a very dad-like joke despite the lack of punnery:

I got a message from my truck driver brother-in-law, who says he's hauling "post holes and sailboat fuel" back home today.

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πŸ‘€︎ u/et11robot
πŸ“…︎ Jun 20 2016
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