Chasin Tail

An Original Song By The Vacation Pirates

Three weeks dry and the work is hard
Keepin’ our watch and a-standin’ guard
Then a flash of green and a silver scale
And the whole damn crew goes chasin’ tail

Chasin’ tail!
Chasin’ tail!
We’re gonna die and we’re chasin’ tail!
Pour the rum and fill the glass
Watch the pretty siren pass
Stomp the deck and hoist the sail
Everyone is chasin’ tail!

She’s circlin’ round with a wicked grin,
Drawin’ us close, lurin’ us in!
She rides that swell and she looks so fine,
But she’s huntin’ to sink this ship of mine!

Chasin’ tail!
Chasin’ tail!
The wind is up and we’re chasin’ tail!
Pour the rum and fill the glass
Watch the pretty siren pass
Stomp the deck and hoist the sail
Everyone is chasin’ tail!

The Captain roared, “I’ve seen her kind!
She’ll drag you down if you lose your mind!”
He slammed the wheel and he barked at the sea,
“You’ll get no tail… if youre sailin with me!”

Chasin’ tail!
Chasin’ tail!
The wind is up and we’re chasin’ tail!
Pour the rum and fill the glass
Watch the pretty siren pass
Stomp the deck and hoist the sail
Everyone is chasin’ tail!

So back to the rope and the salt and the groans,
Back to the ache in our backs and bones!
The siren’s gone but the wind don’t fail,
And we’ll damn sure die if we’re chasin’ tail!

Chasin’ tail!
Chasin’ tail!
The wind is up and we’re chasin’ tail!
Pour the rum and fill the glass
Watch the pretty siren pass
Stomp the deck and hoist the sail
Everyone is chasin’ tail!

There’s trouble ashore and there’s trouble at sea,
Trouble in every port waitin’ on me…
I swear I’d quit, but I know I’ll fail,
Nothing makes trouble like chasin tail


Chasin’ tail!
Chasin’ tail!
We’re back in port and we’re chasin’ tail
Pour the rum and fill the glass
Did you see that wench’s ass?
Raise some hell and go to jail
Every man is chasin’ tail!

Chasin’ tail

Chasin’ tail!
Chasin’ tail!
The wind is up and we’re chasin’ tail!
Pour the rum and fill the glass,
Watch the pretty siren pass!
Stomp the deck and hoist the sail,
Every man is chasin’ tail!

“CHASIN' TAIL”
Artist: The Vacation Pirates
Label: Ship Show Records / 12135273 Records DK
Written by Jeff Williams (BM)
Published by Ship Show Publishing
© 2026 Ship Show, Inc., All Rights Reserved.

This recording and its accompanying composition are protected by copyright law. Unauthorized reproduction, distribution, modification, public performance, transmission, resale, synchronization, or use in any form without prior written permission from the copyright owner is strictly prohibited.

The Complete Collection

We Hate Stupid Sharks
The Love Boat
Sink The Wellerman
Scurvy
Sail Away
Roll That Wave
Our Campaign
More Damn Rum
Davey Jones's Sister
Booty
Chasin' Tail
But Did You Die
We Hate Stupid Sharks
The Love Boat
Sink The Wellerman
Scurvy
Sail Away
Roll That Wave
Our Campaign
More Damn Rum
Davey Jones's Sister
Booty
Chasin' Tail
But Did You Die
We Hate Stupid Sharks
The Love Boat
Sink The Wellerman
Scurvy
Sail Away
Roll That Wave
Our Campaign
More Damn Rum
Davey Jones's Sister
Booty
Chasin' Tail
But Did You Die
We Hate Stupid Sharks
The Love Boat
Sink The Wellerman
Scurvy
Sail Away
Roll That Wave
Our Campaign
More Damn Rum
Davey Jones's Sister
Booty
Chasin' Tail
But Did You Die

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Fo® Immediate Release

O® Wheneve® Ye Learn The Lesson The Hard Way


Hear ye, hear ye…

The bold and questionably disciplined crew of Vacation Pirates be unleashin’ a new anthem upon the seas… “CHASIN’ TAIL” now sailin’ across all major streamin’ ports.

Aye… this one comes with a warning.

Three weeks dry, backs achin’, hands to the rope… and then she appears. Flash o’ green, silver in the water, and suddenly the whole damn crew forgets every lesson they’ve ever been taught.

That be the problem.

Born from the temptations and terrible decisions at the heart of cruise culture, “CHASIN’ TAIL” be a full-throated chant about knowin’ better… and doin’ it anyway. Sirens call, crews fall, and no man aboard seems capable of mindin’ his own business when trouble looks that good.

The captain can shout.
The wind can rise.
The danger can be plain as day…

But none o’ that matters once the chase begins.

From stompin’ boots to shouted choruses, this track leans straight into the truth every sailor learns sooner or later… some mistakes come smilin’, and you follow ’em anyway.

So pour the rum, fill the glass, and try, just once, to keep yer head about ye.

Or don’t.

“CHASIN’ TAIL” be now streamin’ wherever music be found.

Go on then… press play.

And if it all goes wrong…

Well… ye were warned. 🏴‍☠️