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We've all been there. The meticulously planned holiday that suddenly goes wrong in every way possible. A delayed flight causing a mishap of scheduling problems, the unsettling realization that your luggage might be touring a completely different continent somewhere around the world, or that memorable moment when the 'cozy beachfront accommodation' you booked turned out to be a scam on Airbnb. However, these vacation fails, while frustrating at the time, often turn into the funniest stories in our ‘inventory’.
After all, it's not just the picture-perfect sunsets and good food that make a trip memorable. Sometimes, it's the unplanned detours and unexpected misadventures as some would describe them as 'fails' that end up defining our personal travel experiences, reminding us of the unpredictability of life!
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#1
I Hiked A Mountain In Hot Weather. A Monkey Stole My Water At The Top Then Proceeded To Drink It In Front Of Me
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#2
My Friend Tried To Take An Underwater Photo Of His Wife During Their Honeymoon
LillieMean 1 year ago
I'm so jealous. I would immediately hang such a masterpiece in the living room. The best vacation picture ever!
#3
I Just Got Back From Iceland. I Was Going Through My Pictures And Found The Best Photobomb Of All Time
cerinamroth 1 year ago
My friend and I went to the Dead Sea and he took the obligatory selfie floating in the water while I fell in a sinkhole in the background. That was a good photobomb!
#4
She Just Wanted A Cute Picture But Got This Instead
#5
100-Year-Old Family Cabin Burned To The Ground On The First Day Of Vacation
#6
On A Family Holiday To Scotland, We Spent Two Hours Walking To A Famous Cave, Expecting It To Go Underground And Everything. This Is The Cave
#7
She Was So Excited About The Romantic Amsterdam Canal Tour That She Couldn't Sleep The Night Before
#8
Wife And I Took A Trip To Los Angeles
#9
We Got Photobombed By A Spider Monkey On Vacation In The Dominican Republic
#10
We Wanted To Take A Picture Under Water, But Dory Photobombed Us
#11
Long Kayaking Trip And Belly Rolls Makes The Most Inconsistent Sunburns Ever
#12
I Hiked 3000 Feet Of Elevation To A High Alpine Lake Only For A Mountain Goat To Eat My Fly Rod
#13
Someone's About To Have A Fun Vacation
#14
I Went To The Top Of The Eiffel Tower For The View
#15
I Always Pack Digestive Aids For The Holidays. 4 Days Ago, I Had Diarrhea And Remembered I Had Medication. It Turns Out I Brought Laxatives
#16
My Parents Went On Vacation And Asked This Gentleman To Take Their Picture, But He Was Holding The Camera Backwards
#17
I Went Hiking Over The Weekend To Blow Off Steam From The Finals Week And Got An Allergic Reaction From Something. Guess Who Has A Presentation Today?
Brendan (banned for downvotes) 1 year ago
To ease your nerves, just picture everyone in the audience with the same allergic reaction.
#18
My Friend Was Trying To Take A New Profile Picture In Front Of A Waterfall
#19
My First Trip To Houston. I Was Very Impressed At How Quickly The Locals Performed Pit Stops. Must Be A Lot Of Nascar Fans
#20
The Soles Of My Shoes Fell Off In The Middle Of The Forest While I Was Hiking
Draperdorf 1 year ago
That happened to me. I had to tie them to my feet with my shoe laces and try not to trip over the front of the sole flapping with each step. Fortunately I was only about half an hour from home, but still!! My mum gave me here boots as she never used them, and same thing happened!! Apparently the soles on walking boots perish after a few years!!!
#21
When Your Rental Car Breaks Down And They Send Out A Tow Truck, But The Tow Truck Breaks Down And Needs Its Own Tow Truck
#22
On The First Night Of Vacation, We Pulled Out The Sofa-Bed For The Kids But Heard A Loud Crunching Sound. Son's iPhone Fell And Got Caught In Hinges Of The Bed Frame
#23
I Reserved An Airbnb With A Sea View. I Can't Complain
Brendan (banned for downvotes) 1 year ago
There was a typo in the ad. It should have read, "See? A view."
#24
The View From My Hike Yesterday
StrangeOne 1 year ago
Just zoom your camera in the picture and pretend the fog was never there.
#25
I Traveled All This Way To See This Popular Place, Only To Be Disappointed
#26
I Went To See The Famous Neuschwanstein Castle, And This Was Our View
Mimi La Souris 1 year ago
the advantage of this photo is that you can say you went anywhere in the world
#27
During Our Honeymoon In Greece, My Husband Had An Accident With A Scooter Going 10 Mph. He Broke His Wrist In Two Places, Dislocates His Shoulder And Got A Concussion
#28
I Visited The Torii Gate In Hiroshima, Japan. What I Was Expecting vs. What I Saw
#29
Perfect Way To Start The Honeymoon
Caffeinated Hedgehog 1 year ago
Just explain to the wife that it doesn't always happen this quickly...
#30
This Is The Only Photo My Mom Took Of Me And My Dad In Front Of The Liberty Bell
#31
My Friend's Vacation In China
#32
I'm On A Motorcycle Trip From Colorado Springs To Las Vegas. I Went South To Avoid The Snow, And Now I'm Stuck In Arizona With Over A Foot Of Snow
Ezra Varley 1 year ago
I live in Flagstaff and the 2022-2023 winter has been the 2ed biggest snow fall recorded in Flagstaff
#33
Best Vacation Ever
#34
I Broke My Foot In Cancun On The First Day Of My Honeymoon
Imreallyjustaghost 1 year ago
Had a buddy go to Germany. Within the first hour of being there, stepped off a curb the wrong way and broke his foot.
#35
I've Traveled Abroad And Brought My Drone To Record It. I Hiked To The Top Of This Hill And Realise That I Forgot The Batteries At Home
#36
I'm About 1000 Miles Away On Vacation, And This Happened 2 Days Into My Trip
#37
I Was Going On A Family Cruise Trip. Flight Got Delayed Three Times, And After All That, The Flight Got Canceled. Now We Missed The Cruise, And Waited At The Airport For 7 Hours
#38
I Just Wanted To Shower In My Hotel After A Long Road Trip
#39
The Waterfall I Went To See Seemed A Bit Dry
#40
We Did A Long Half Dome Hike. We Got To The Top And Realized The Guy Who Was Supposed To Pack The Food Packed A Single Sandwich Bag Of 4 Charred Wieners
Suzy McDaniel 1 year ago
He's the guy that gets asked to bring plates and napkins to family functions.
#41
A Photo I Took Last Year vs. The One I Took Today. I Thought I'd Drive And Hike There Because It Finally Snowed. What A Disappointment
#42
Grand Canyon View After Renting A Car And Driving 3.5 Hours To See It
#43
Expectation vs. Reality Of Traveling 2,874 Miles To See The Cliffs Of Moher
David A Paterson 1 year ago (edited)
I actually had a win at the cliffs of Moher. It was awfully foggy and dismal but just clear enough to make out the cliff edge opposite. The photos came out extremely dramatic, like the cliffs were falling off the face of the Earth. Better than if it was sunny.
#44
Day 2/18 At The Resort In Puerto Vallarta For Our Honeymoon, And I Walked Into The Balcony Door
#45
Here Is My Fiancée Fulfilling Her Lifelong Dream To See The Mona Lisa In Person
#46
The Manhattan Skyline
#47
My Daughter Went On A Boat Trip As A Graduation Gift. The Boat Have Been Stuck In The Mud Since They Arrived Yesterday. They're Supposed To Get Towed Out Today
#48
I Tried To Take A Picture Of The Great Wall
#49
Took Our 6-Month-Old Labrador On Our First Family Road Trip
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What do you think ?
Superb Owl 1 year ago
So many of these are about the weather. The weather is what it is, it's not sentient, it does not raise a fog to inconvenience you.
Did I say that out loud? (he/him)cis/het 1 year ago
Or people not doing some basic research beforehand.
Load More Replies...
Brendan (banned for downvotes) 1 year ago
To those who got sun burnt, tough s**t. You should have applied sun screen. To those who were greeted by a hoard of tourists, please remember that you are part of the hoard.
Holly Kowalski 1 year ago
I feel so bad for these people lol But my favorite part of all this list were the people in the comments who were just looking at the bright side of the problems <3
Rens 1 year ago
These people are so lucky, being able to travel. There are so many of us, myself included, who will never be able to take a vacation. The last time I went on vacation was in 2008 and it's probably the last one I'll ever have.
Kalon Suszko 1 year ago
Times can change. I never thought I was gonna get 12000 miles away and visit the SE Asia area, but it happened! Had to wait till I hit 55, but it happened.
Load More Replies...
Brainmas 1 year ago
Poor planning, weather, and lack of common sense for the most part. If you go to a tourist destination because you saw it on social media, chances are it's going to be packed. It's destroying small, lesser-known destinations. Every time is see those "small town destination everyone should see" posts I find out where I'm not going. These places aren't built for the amount of traffic they are getting.
Kalon Suszko 1 year ago
If you are looking for culture of a place, go off the beaten path.
Load More Replies...
Nikki Sevven 1 year ago
So half these people complained about normal weather conditions, another 25% are clumsy, and the rest wouldn't have been disappointed if they'd done a minimal amount of research on their destination.
TheBlueBitterfly 1 year ago
All the foggy pictures remind me of the Ship Hotel in Bedford County, PA (along rt 30). "See 3 states and 7 counties!" if ever the fog cleared, which it didnt. Never saw the point of making a tourist overlook in an area that never cleared up. It would've been a beautiful sight in the autumn!
Superb Owl 1 year ago
So many of these are about the weather. The weather is what it is, it's not sentient, it does not raise a fog to inconvenience you.
Did I say that out loud? (he/him)cis/het 1 year ago
Or people not doing some basic research beforehand.
Load More Replies... Brendan (banned for downvotes) 1 year ago
To those who got sun burnt, tough s**t. You should have applied sun screen. To those who were greeted by a hoard of tourists, please remember that you are part of the hoard.
Holly Kowalski 1 year ago
I feel so bad for these people lol But my favorite part of all this list were the people in the comments who were just looking at the bright side of the problems <3
Rens 1 year ago
These people are so lucky, being able to travel. There are so many of us, myself included, who will never be able to take a vacation. The last time I went on vacation was in 2008 and it's probably the last one I'll ever have.
Kalon Suszko 1 year ago
Times can change. I never thought I was gonna get 12000 miles away and visit the SE Asia area, but it happened! Had to wait till I hit 55, but it happened.
Load More Replies... Brainmas 1 year ago
Poor planning, weather, and lack of common sense for the most part. If you go to a tourist destination because you saw it on social media, chances are it's going to be packed. It's destroying small, lesser-known destinations. Every time is see those "small town destination everyone should see" posts I find out where I'm not going. These places aren't built for the amount of traffic they are getting.
Kalon Suszko 1 year ago
If you are looking for culture of a place, go off the beaten path.
Load More Replies... Nikki Sevven 1 year ago
So half these people complained about normal weather conditions, another 25% are clumsy, and the rest wouldn't have been disappointed if they'd done a minimal amount of research on their destination.
TheBlueBitterfly 1 year ago
All the foggy pictures remind me of the Ship Hotel in Bedford County, PA (along rt 30). "See 3 states and 7 counties!" if ever the fog cleared, which it didnt. Never saw the point of making a tourist overlook in an area that never cleared up. It would've been a beautiful sight in the autumn!
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