The 100+ Best Sail Jokes

I bought a sail for my boat on Amazon the other day. Today it dawned on me that it's not the right size so I called to cancel. They said it's too late.

That sail has shipped.

While sailing, I had trouble navigating the waters between Russia and Alaska.

I couldn't get my bearings straight.

A dear friend of mine fell overboard while sailing the other day

Sadly, he couldn't swim, so he quickly drowned.
At the funeral service, I gifted his family a life preserver.
It's what he would have wanted.

A man decided to sail his boat from England to Russia

He starts his journey and everything is going great. That is, until he's passing Germany's northern coast. His ship begins taking on water and, in a panic, he radios the German Coast Guard.
"Help!" He says through the radio.
"Vat is it?" The German Coast Guard replies.
"I'm sinking!" The m...

So a three masted sailing ship is leaving port...

... just a day out of port the captain is standing on the deck when the lookout calls down "Sir! There's an enemy ship on the horizon!"

The captain turns to his cabin boy and shouts "Bring me my red shirt!"

After the cabin boy brings him the red shirt and he puts it on, the two ships...

Carnival is offering a new voyage where you set sail and leave a bunch of senior citizens behind in the snow.

It's called a Ted Cruise

A British trawler is sailing off the coast of Germany when suddenly the ship starts taking in water.

The ship is sinking fast and the captain immediately gets on the radio to contact the German coast guard.

"Help!" he exclaims, "We're sinking! We're sinking!"

A hesistant voice comes from the radio. "Um...v-vot are you sinking about?"

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A brave and fearsome pirate sailed toward a small island, in search for buried treasure. He and his crew raced ahead in their rowboat, eagerly awaiting a massive payday. When they shortly came upon a large forest, they searched desperately for the last clue on the map.

As the first mate guided them carefully up to a clearing, he stopped suddenly and pointed at a crouched figure straight ahead.

The captain gasped.

"...Carol??"

"Hey, loser," she droned, relieving herself between two pines. "I see you're still looking for buried treasure like a c...

A ship is sailing past a remote island and spots a man who’s been stranded there for many years

The captain goes ashore to rescue him and notices three huts.

“What’s the first hut for?” he asks.

“That’s my house,” said the castaway.

“What’s the second hut for?9

“That’s my church.”

“And the third hut?”

“Oh,” the castaway sniffs. “That’s the church I use...

What kills people who sail through the Bermuda Triangle?

Heat exhaustion - it's 180 degrees inside of a triangle.

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A grammar nazi pirate is sailing his ship getting ready to attack an enemy ship...

when one of his men comes up to him and hollers:

*"The cannons be ready, Captain!"*

The Captain looks at him and says:

*"Arrrrrrrrrre"*

Long ago, when sailing ships rules the waves

Long ago, when sailing ships ruled the waves, a captain and his crew were in danger of being boarded by a pirate ship. As the crew became frantic, the captain bellowed to his First Mate, "Bring me my red shirt!". The First Mate quickly retrieved the captain's red shirt, which the captain put on and ...

Did you hear about the dog who owned a leaky three-masted sailing ship?

His barque was worse than his bite.

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(NSFW) Two whales are swimming in the ocean and discover a little sailing boat...

one whale asks the other:

"Do you want to have some fun? Let's swim under the boat and blow air to make the boat capsize!"

He agrees. So they dive under the boat, blow air and the boat flips.

"This was fun. What do you think about eating the sailors? It would be a shame to let t...

A Viking sailed across Europe challenging people to staring contests.

He was so confident in his abilities that he promised to hand over all of the gold he had pillaged to anyone who could defeat him. The news spread throughout Europe, catching the attention of a couple in Ireland whose daughter was born without eyelids.

Believing that their daughter was guaran...

What did Edward Newgate say when he sailed to the Middle East? [Fixed]

THE ONE PIECE ISRAEL

Did you hear about the beakers that sailed the seven seas?

They were the Pyrex of the Caribbean

One fine day, brave Captain Smith and his crew of sailors were sailing the ocean blue.

Suddenly, on the horizon, there loomed a ship with a skull and crossbones raised on the mast.

The crew was frantic, seeking refuge and asking the captain what to do.

Brave Captain Smith looked at the approaching ship for a moment and said: “Bring me my red shirt”.

The call was t...

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A married couple are sailing with a young tour guide.

There's a sudden storm and the boat gets destroyed. Luckily, all three of them survive and manage to swim towards a small island.

Once they've caught their breath, the tour guide speaks. "Let's take turns keeping watch for any ships that come by for help. I'll climb up that palm tree and keep...

Two Egyptians sailed far out, into the sea

"We've sailed too far from the port! I can't see anything familiar" Says one

"We can't have sailed too far" Says the other

They were in de-Nile

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Alright guys, the Suez Canal jokes are getting a bit old now.

That ship has sailed.

What did the Canadian say to the other Canadian when they saw a guy in a giant pink bathtub sailing around in circles in the middle of Lake Ontario?

"What's that, a boat?"

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An American, a Chinese and a Dane is bragging

The American starts: “We have the biggest Air force in the world. When all our planes takes off, there’s so many planes that not even a single sunbeam reaches the ground.”

The Chinese replies: “Well, but China has SO many ships! If all of our fleet sets sails at once, the ships would fill so ...

Why did the friends cast never go in a sail boat?

Because Lisa could row.

Olympic Results for Sailing are out:

The British have taken the Gold medal.

The French have taken the Silver medal.

The Somalians have taken the boats.

Olympic sailing competition just finished. France got the gold, South Africa got the silver, and ...

Somalia got the boat.

Somalia swept the Olympic sailing podium

They earned gold, silver, and bronze despite starting the event with one entry

My wife didn't finish her Morse code lessons before going sailing.

She seems to alright though she keeps sending me messages to send her an SMS but I haven't got a reply yet.

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The billionaire and the mermaid whisperer

A billionaire is sailing his yacht past a lighthouse, and he sees the elderly lighthouse keeper out on the rocks at the base of the lighthouse, getting a blowjob from a mermaid - the top half was a stunning, curvy redhead, and the bottom half was a tiger shark. As he watches, the pair finish the act...

(A joke from ancient Rome) A wealthy idiot is sailing into a storm. It looks like the ship might sink, and his servants begin to cry in terror.

The man turns to his servant and says "If we sink and I die, don't worry. I'm freeing you in my will."

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2 Dinosaurs were sat on a beach watching as a ship sailed into the sunset

One dinosaur turns to the other and says "That Noah's a bit of a twat isn't he."

I was sailing my boat when a massive hand rose out of the water and then slowly disappeared.

I thought, "Thats the biggest wave I’ve ever seen."

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Sailing aboard the new cruise liner SS Penis is by invitation only.

It's an exclusive member ship.

Thought I’d try translating a joke. Two foreigners are sailing to America for work.

Upon getting off the boat at the dock, one notices a hotdog stand. Sure, it sounds weird to them but they decide to try it.

As one unwraps the foil, he blushes and asks, “Which part of the dog did you get?”

As the first fleet rounded the headlands and sailed into Botany bay the local Aborigines could see several men looking towards them through big fancy telescopes. One of the Aborigines comments "stupid white man,

can't even play the didgeridoo".

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Jesus, Moses, and a mutual friend play golf.

So Jesus, Moses, and a friend of theirs all go out for a round of golf.

Jesus steps up to the tee. Takes his swing, and it's a nice looking drive, but it ends up in the water hazard and floats to the top. He walks out onto the pond and chips up onto the green.

Moses steps up to the tee...

How do you know if you'll like sailing?

Put on a thick yellow raincoat, and stuff it with hundred dollar bills. Step into the shower, turn it on full blast and it's coldest temperature, and just start stuffing those bills down the drain. If you've managed to somehow enjoy yourself doing this, you might just be crazy enough to enjoy sailin...

How do you make a tissue sail the seven seas?

Put some seamen in it

Captain Flint and his crew of cutlass wielding marauders, set sail for Clew Bay, ready to take down the Filthy Five Hundred and collect upon their bounty.

Retrieving the heads of these skallywags will net him $1 per ear, and Captain Flint was ready to lay down his life for it. With $1000 he could buy an entire fleet with 50 men per ship. He'd be the most feared Pirate in the Atlantic!

After 2 days of fighting by sea and shore, Captain Flint an...

Did you hear about Titanic II gearing up to set sail in 2022?

Good thing we melted all our glaciers in the preparation.

They say the Spinosaurus' sail acts like a radiator which dissipates all the heat away

Truly spine chilling

The 2020 sailing expo was insane!!

It was mast hysteria

Have you ever had the privilege of sailing across the North Atlantic Sea?

Neither has the Titanic.

I started a boat business in the attic.

The sails are going through the roof

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I have built a thousand houses, yet nobody calls me Peter the House Builter. I have sailed across all the seas yet nobody calls me Peter the Sea Crosser

But i fuck ONE silly goat...

Sail on, sailor

Man to his wife: "If I died before you, would you remarry?".
Wife: "Oh well I'd have to think about it but yes, I probably would."
Man: "Would you stay in this house?"
Wife: "Well, it's a nice house dear, I think I would"
Man: "Would you sleep in this bed?"
Wife: "I like the bed, it's...

The Somalian Olympics team has just apologised

The Somalian Olympics Team has just apologised to the Olympic Committee after realising that sailing and shooting were 2 separate events!!

Why did pirates never sail down the River Thames?

'Scurvy

I always thought sailing around under thunderclouds was not desirable

But apparently this weather is foreboating

It's fine to be enthusiastic about sailing...

Just don't go overboard

How long would you be sailing if you were to sail 220 yards at a speed of one nautical mile an hour?

Knot furlong.

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Brian decides it's time to sail the seven seas.

Brian decides it’s high time he make his lifelong dream come true. He buys a boat, gets his gear and sets off to sail the seven seas.

After a few days, a storm whips up. Brian and his ship are lost to the sea.

The next day, Brian wakes up, stranded on a deserted island. He find food...

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Will I Live to see 80?

Will I Live to see 80?

Here's something to think about.

I recently picked a new primary care doctor. After two visits and exhaustive Lab tests, He
said I was doing fairly well for my age.

A little concerned about that comment, I couldn't resist asking him, 'Do you think ...

It is a little risky to download “Come Sail Away” or “Satisfaction” from the internet. “Turn, Turn, Turn” is perfectly safe however.

Styx and Stones may break your phones, but The Byrds will never hurt you.

A ship was sailing in the middle of the ocean....

A storm was developing in the distance. As the storm raged, the captain realised the ship was sinking fast.

He called out loud, "Anyone here knows how to pray?"

A man proudly raised his hand and came forward, "Aye Captain, I know how to pray."

The Captain replied, "Great, you ke...

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It has been mentioned that when cruises start sailing again, the buffets will all be staffed with servers instead of just serving yourself.

The saddest job will be the person who has to push the buttons on the pop dispenser. Why? Because it is "soda pressing".

I will see myself out.

A ship is sailing through the sea...

passing by a small island and watches a man screaming and shouting.

A passenger asks the captain:

- Who is he?

- We don't know, he gets crazy every year we pass here.

3 sailors crash their boat while sailing close to the shore of an unexplored island.

After moving inland, they are captured by members of an indigenous tribe. The tribesmen take the sailors to their chief. The chief, in very broken English, speaks to them,

"You trespass here, now I have test for you. Go deep into forest. Pick for me 3 fruits, and return to me. The test begins...

Why do pirates avoid sailing in shallow water?

With only one eye, they have terrible depth perception.

A school teacher in Hyderabad was once asked, "Can you make a sentence without using 'E'?"

"I doubt I can. It’s a major part of many many words. Omitting it is as hard as making muffins without flour. It’s as hard as spitting without saliva, napping without a pillow, driving a train without tracks, sailing to Russia without a boat, washing your hands without soap. And, anyway, what would ...

Last night, I dreamt that I was sailing in a sea of soda.

I wish I could go back to that Fanta sea.

What do you call a group of guys, sailing the sea, singing about looting and stealing?

21 pirates.

A man has the opportunity to win a million dollars if he can cross lake Superior in a 16 foot sailboat...

The people sponsoring the challenge give the man two choices of what he can bring on the boat to assist him. He can either bring a large box of novels or two criminals. However, the people running the competition get to choose what the books are and who the criminals are.

The man realizes the...

A cruise ship is sailing in the Caribbean..

The cruise ship passes by a remote island, and all the passengers see a bearded man with an eyepatch running around and waving his arms wildly.

“Captain,” one passenger asks, “who is that man over there?”

“I have no idea,” the captain says, “but he goes nuts every year when we pass him...

An ocean liner is sailing in the North Atlantic and hits an iceberg.

As the ship is sinking, one crewman runs to the ship’s captain and tells him to open the root beer caskets in the ship’s hold.

The captain is confused but has no other options, so he orders all of the ship’s root beer caskets cut open. The root beer floods the hold and the ship slowly stops s...

A US Ship was sailing through dense fog when it sees another light....

US Ship: Please divert your course 0.5 degrees to the south to avoid a collision.

CND reply: Recommend you divert your course 15 degrees to the South to avoid a collision.

US Ship: This is the Captain of a US Navy Ship. I say again, divert your course.

CND reply: No. I say again...

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A man joins the crew of a sailing ship.

After a few days he gets restless and asks "What does one do about sex around here?"

The others direct him to a large barrel with a hole in it. At first he does not like the idea much but, when he tries it, he finds it surprisingly enjoyable. He has another go the next day, and again the d...

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I recently sailed around the world on one of those “once in a lifetime” cruises.

The cruise was scheduled to take 6 months, visit all 7 continents, and make port calls in over 30 different cities. I was very excited and could not wait.

The cruise began with several uneventful stops along the gulf off Mexico and down the Eastern side of South America. As we neared the sout...

An atheist was spending a quiet day fishing

when suddenly his boat was attacked by the Loch Ness monster. In one easy flip, the beast tossed him and his boat high into the air. Then it opened its mouth to swallow both.

As the man sailed head over heels, he cried out, “Oh, my God! Please help me!”

At once, the ferocious attack sc...

How long does it take to sail from Dorne to Mereen?

It Varys.

A group of men are out sailing when they decide to see what the chef is cooking for dinner.

They walk in and, being that he doesn’t have a rolling pin, see him flattening biscuits with his armpit.

“That’s disgusting!” One guy says to the other.

“Yeah, well you should see how he makes donuts!”

There once lived a homeless man

The homeless man is wandering about a riverbank one day, when he spots a young woman whose tripped and fell into the river.

Being the kind soul he is, he doesn't hesitate to jump in and rescue her.

All is well, as he managed to save her from drowning.

Suddenly, the richest man ...

Why did the nun go to confession after sailing?

The boat was full of seamen.

Some pirates are sailing off the coast of Madagascar

The captain points to the shore and says to his first mate:

"Do you see those crazy looking lemur things?"

To which the first mate replied:

"Aye aye, I eye aye-aye"

A pirate ship is sailing in the ocean when an enemy ship approaches...

"Captain, an enemy ship approaches!" A crew member shouted from the crow's nest.

The captain turned to his first mate and said, "Bring me my red shirt." The first mate, somewhat confused, ran to the captain's quarters and brought the captain his red shirt. They battled the enemy ship and won....

Where do Mathematicians sail?

Indices.

An American is sailing in German waters when his boat starts to take in lots of water.

Realizing he won't be able to make it to shore, he calls the German Coast Guard.

"I'm sinking, I am sinking!"

The operator replies "Vhat are you sinking about?"

Our sailing trip in Maine was going great...

until we were capsized by Augusta wind.

People may think if its necessary for ships to have sails...

I would say its a mast.

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A man sails to visit a remote part on the coast of Ireland.

As he comes close to the harbor, he sees an enormous, absolutely gorgeous Barque, docked in its own reserved spot. He ogles it for a minute, before docking himself and running through his checklist of things to finish before he can leave his vessel.

He finishes, gets all his things, and goes...

When I was a kid I wanted to become a pirate, and sail the open seas.

But instead, I just ended up downloading a lot of movies.

Olympic Sailing results are in!

Denmark have taken gold

Finland have taken silver

Somalia have taken a middle aged couple who were on a worldwide cruise

One day a King named Brof sailed to an archipelago

He had a large army and demanded that they prepare him the finest meal he could or his army would destroy them and he only gave them a week to do it. So 5 days later the 12 different islands in the archipelago held a cooking contest. Each island prepared a beautiful dish and after much delay the jud...

Two ships crash into each other on a densely foggy day on the ocean.

The two captains (a man and a woman) wind up in the same hospital and they fall in love. They give up their sailing careers to raise a family.

When the wife was almost ready to give birth, they decided it would be really sweet if their child chose a career that would be helpful in preventing...

Pirates are sailing when...

... in the distance 2 ships are spotted, all the pirates are called to man their stations and prepare for battle. The captain tells his trusty shipmate to get his red vest. The ship is damaged but the battle against the two ships is won. After the battle the captain's mate says to him, "why dd you a...

Q: You're sailing on a boat with a pack of cigarettes, but do not have a fire source, what do?

A: Throw one overboard to make the boat a cigarette lighter.

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An old pirate was being interviewed by a newspaper reporter

"I note that you have had a lot of injuries... I see you have a wooden leg, a hook for a hand, and an eye patch. What caused those?"

The old pirate nodded. "Piratin' is a rough life indeed. I was a mere deckhand on me first ship, and we met up with an British dreadnaught. Twas a fierce battl...

Three blondes

Three blonde women are sitting on the side of a river. The first one says "dear God, make me twice as smart as I am so that I can cross the river". So God turns her into a brunette and she swims across. The second blonde says "dear God please make me twice as smart as you made the last girls so I ca...

A guide and a tourist are sailing past the coast...

They sail past a few sights and the guide gives some backstory on these.

Eventually they sail past a man and a woman making a ruckus in the bushes. The guide is embarrassed and says: "These people are just cycling."

The tourist grabs an oar and throws it at the guy's head.

The g...

An English navy ship is sailing off the coast of Germany...

When the ship runs into a giant boulder underwater and starts sinking.

The captain quickly gets on the radio and says "Mayday mayday. This is the English navy we are sinking. I repeat we are sinking." With no response from the German navy base.

After numerous attempts they finally he...

A schooner, a clipper and a junk sail into a bar,

All hands lost.

There were two avid sailors

who were proud of their well-kept boats (the "Tuning Fork"
and the "Robert Frost", respectively). In all ways they were evenly matched as able sailors except when it came to braiding rope. Not that the Tuning fork’s captain’s braids were deficient, but the other had a flair when it came to bra...

An admiral is sailing a ship...

and ahead of him, spots an incoming light. He radios the light, commanding, "Turn 10 degrees South to avoid a collision course." The radio squawked, "No, you are to turn 10 degrees South." This exchange happens about 3 or 4 more times until finally, the admiral yells into the radio, saying, "Do you ...

What is Charon’s favorite song?

Come Sail Away by Styx

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The hunter's sandwich

So there's a fly buzzing around above a stream. What the fly doesn't know is that a trout is watching. The trout thinks, "if that fly drops just 2 inches, I'm gonna flop out and get him". The trout doesn't know that there's a bear watching him thinking, "if that trout flops, I'm gonna rush him". The...

One knight a king, a queen, and a dog sailed on a boat. The queen and king fell off and drowned. The dog tried to rescue them but was eaten by a shark. Who survived?

The knight.

(It's a better oral joke since knight and night are interchangeable)

My husband told me I could choose the name he'd paint on the back of his new boat with the condition it be nautical themed. So I named it...

For Sail.

How did the pirate afford such a big boat?

It was on sail.

I started a company that makes wind powered rockets

Sails are taking off!

God will save me

A man was out swimming one morning when suddenly he was swept out to sea. The man didn't panic though, for he knew in his heart, that God would save him. After treading water some time, along comes a kid on a small sail boat.
The kid see the man, waves,

"Howdy mister! Need some help?" <...

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