Top Definition
Originally the term for harpooning a whale in a rickety boat usually meant to hold no more than 16 people, and letting the whale swim itself tired before killing the whale

Popularised by whale killing off nantucket island

Mainly found in old whaling books, and Moby Dick
Nantucket Sleigh Ride
by Flambeau February 28, 2005

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt
A "Nantucket Sleighride" was the result of harpooning a whale. The ship subsequently was dragged behind the whale by a line running from the harpoon to the ship. The Nantucket Sleighride would continue until the whale died, the line broke, or the ship sank.
After harpooning the whale, the good ship "Alabaster" was taken on a Nantucket Sleighride for nearly an hour.
by Museum Man June 19, 2005

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt
The act of knocking a woman out during intercourse with a sharp blow to the head, positioning her belly-down at the top of a staircase, and then while sitting atop her back, riding her limp body down the stairs. This act is performed much in the same way a sled is ridden down a snow-covered hill. Steering is accomplished by bringing the arms up behind the back; pulling on the left arm turns the sleigh left, and vice-versa for pulling on the right. This act is almost guaranteed to be good fun for at least one person.
"Why is Mary's entire face in a cast?"
"Ohh, Ted gave her the old nantucket sleighride."
"....oh, what fun."

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt
a sex act in which the female is halfway on the floor with her ass and legs on the bed,(as if sleding face first,belly down.When it comes time for the male to spooge,he pulles it out and lets it snow.
Hey conor last night your mom and I took a nantucket sleigh ride!
by Matt April 21, 2003

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt
When you're on a sled hitting yo girl from behind and you slip it in the wrong hole and she try to pull out but you hold on and she pull you like you're on a dog sled
My girl gave me a Nantucket Sleigh Ride last night unexpectedly when I accidentally slipped ma dick in her fart box
by DeeMacintosh April 22, 2015

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt
you bang a fat girl while she's in bondage. Then you let her go after a week and ride her ass as she crawl the refrigerator for food.
Person 1: Where you the last week?
Person 2: I took a real huge porker on a nantucket sleigh-ride last night.
Person 1: Was it the best time of your life?
Person 2: Absolutely.
by All the Difference May 22, 2010

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt
Amateurs. A Nantucket Sleigh Ride is when you lay your special lady face down naked. You take her by her hair and slip the heels of your fit into her arm pits You then drop down on her going deuce hole. You then hang on and enjoy the ride. Properly performed it will bring back childhood memories of taking your flexible flyer down a hill of fresh powder.
by Emo2 February 15, 2011

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Lotsa space for your liquids.

Buy the mug

The Urban Dictionary Mug

Your favorite word on a white mug.

Create a mug

The Urban Dictionary Mug

One side has the word, one side has the definition. Microwave and dishwasher safe. Lotsa space for your liquids.

Buy the mug

The Urban Dictionary T-Shirt

Soft and offensive. Just like you.

Buy the t-shirt

The Urban Dictionary T-Shirt

Smooth, soft, slim fit American Apparel shirt. Custom printed. 100% fine jersey cotton, except for heather grey (90% cotton).

Buy the t-shirt