What are some cool/funny seafaring songs to help wile away the time on a boat?

Gilligan’s Island theme song

The Owl & The Pussycat

Here is a whole playlist.

Having spent a great deal of my life on boats I can almost guarantee that as soon as you start singing, seasickness will no longer be an issue. Hypothermia will replace it because you will be bobbing about in the North Atlantic admiring the transom of your friends’ boat as it moves rapidly away from you.
Have yourself some fun!!! :-)

I have always played Stevie Ray Vaughan tunes on my boats :)
Not exactly pirate songs but that’s ok

I just thought of this one for you

Get thee to Grooveshark.com and listen to Stan Rogers. And maybe some of Gordon Lightfoot’s sailing-based stuff.

Arrghhh…Crank these up me matey!
Seven Deadly Sins
I’m Shipping Up To Boston

Here’s one from the Animaniacs (a funny animated cartoon from the 90’s) singing a song about Magellan

Aww, cheers shipmates! I reckon after a beer or four we’ll all be singing this little beauty!! A good time will be had by all no doubt :¬)

Row row row your boat gently down the stream…........x500. By the time you’ve sung this over and over, either you will be at your destination or thrown up overboard!

blow the man down
or you can sing along with Quint

Sloop John B
Brandy,
26 Miles Across the Sea.

@filmfann Quint an excellent suggestion, “here’s to swimmin with bow legged women.”
@SuperMouse Love the wanna go home hint with the Beach Boys song! Maybe you’ve hit the nail on the head right there :¬)