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!

#1

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

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

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    #2

    I Hiked A Mountain In Hot Weather. A Monkey Stole My Water At The Top Then Proceeded To Drink It In Front Of Me

    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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    #3

    100-Year-Old Family Cabin Burned To The Ground On The First Day Of Vacation

    100-Year-Old Family Cabin Burned To The Ground On The First Day Of Vacation

    Bumper216 Report

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    #4

    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

    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

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    #5

    Wife And I Took A Trip To Los Angeles

    Wife And I Took A Trip To Los Angeles

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    #6

    We Got Photobombed By A Spider Monkey On Vacation In The Dominican Republic

    We Got Photobombed By A Spider Monkey On Vacation In The Dominican Republic

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    #7

    I Hiked 3000 Feet Of Elevation To A High Alpine Lake Only For A Mountain Goat To Eat My Fly Rod

    I Hiked 3000 Feet Of Elevation To A High Alpine Lake Only For A Mountain Goat To Eat My Fly Rod

    Im_The_One Report

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    #8

    Someone's About To Have A Fun Vacation

    Someone's About To Have A Fun Vacation

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    #9

    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

    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

    RedBanana99 Report

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    #10

    My First Trip To Houston. I Was Very Impressed At How Quickly The Locals Performed Pit Stops. Must Be A Lot Of Nascar Fans

    My First Trip To Houston. I Was Very Impressed At How Quickly The Locals Performed Pit Stops. Must Be A Lot Of Nascar Fans

    TheOnlyToast Report

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    #11

    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

    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

    flippity_dippity_doo Report

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    #12

    I Reserved An Airbnb With A Sea View. I Can't Complain

    I Reserved An Airbnb With A Sea View. I Can't Complain

    weully Report

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    #13

    This Is The Only Photo My Mom Took Of Me And My Dad In Front Of The Liberty Bell

    This Is The Only Photo My Mom Took Of Me And My Dad In Front Of The Liberty Bell

    Cappie117 Report

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    #14

    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

    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

    MythicalAce Report

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    #15

    I'm About 1000 Miles Away On Vacation, And This Happened 2 Days Into My Trip

    I'm About 1000 Miles Away On Vacation, And This Happened 2 Days Into My Trip

    Daymanic Report

    #16

    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

    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

    SolsticeSon Report

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    #17

    Day 2/18 At The Resort In Puerto Vallarta For Our Honeymoon, And I Walked Into The Balcony Door

    Day 2/18 At The Resort In Puerto Vallarta For Our Honeymoon, And I Walked Into The Balcony Door

    FarfetchdSid Report

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    #18

    Here Is My Fiancée Fulfilling Her Lifelong Dream To See The Mona Lisa In Person

    Here Is My Fiancée Fulfilling Her Lifelong Dream To See The Mona Lisa In Person

    JaMarcusHustle Report

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    #19

    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

    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

    transient13 Report

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    #20

    Took Our 6-Month-Old Labrador On Our First Family Road Trip

    Took Our 6-Month-Old Labrador On Our First Family Road Trip

    w11 Report

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    #21

    She Was So Excited About The Romantic Amsterdam Canal Tour That She Couldn't Sleep The Night Before

    She Was So Excited About The Romantic Amsterdam Canal Tour That She Couldn't Sleep The Night Before

    dat-random-word-here Report

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    #22

    I Went To The Top Of The Eiffel Tower For The View

    I Went To The Top Of The Eiffel Tower For The View

    welcometoross Report

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    #23

    My Parents Went On Vacation And Asked This Gentleman To Take Their Picture, But He Was Holding The Camera Backwards

    My Parents Went On Vacation And Asked This Gentleman To Take Their Picture, But He Was Holding The Camera Backwards

    audiwark Report

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    #24

    The Soles Of My Shoes Fell Off In The Middle Of The Forest While I Was Hiking

    The Soles Of My Shoes Fell Off In The Middle Of The Forest While I Was Hiking

    Aliendude51 Report

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    #25

    The View From My Hike Yesterday

    The View From My Hike Yesterday

    heavenstarcraft Report

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    #26

    I Traveled All This Way To See This Popular Place, Only To Be Disappointed

    I Traveled All This Way To See This Popular Place, Only To Be Disappointed

    artifexlife Report

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    #27

    I Went To See The Famous Neuschwanstein Castle, And This Was Our View

    I Went To See The Famous Neuschwanstein Castle, And This Was Our View

    LoveWineNotTheLabel Report

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    #28

    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

    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

    fireball_cooper Report

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    #29

    I Visited The Torii Gate In Hiroshima, Japan. What I Was Expecting vs. What I Saw

    I Visited The Torii Gate In Hiroshima, Japan. What I Was Expecting vs. What I Saw

    a_typical_guy-14 Report

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    #30

    Perfect Way To Start The Honeymoon

    Perfect Way To Start The Honeymoon

    BootyFista Report

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    #31

    My Friend's Vacation In China

    My Friend's Vacation In China

    cheongeh Report

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    #32

    Best Vacation Ever

    Best Vacation Ever

    Gemini421 Report

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    #33

    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

    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

    lucasmcazelli Report

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    #34

    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

    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

    K00bik Report

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    #35

    I Just Wanted To Shower In My Hotel After A Long Road Trip

    I Just Wanted To Shower In My Hotel After A Long Road Trip

    Im_Nawt_A_Cawp Report

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    #36

    The Waterfall I Went To See Seemed A Bit Dry

    The Waterfall I Went To See Seemed A Bit Dry

    strongkhal Report

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    #37

    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

    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

    manu805 Report

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    #38

    Grand Canyon View After Renting A Car And Driving 3.5 Hours To See It

    Grand Canyon View After Renting A Car And Driving 3.5 Hours To See It

    _toro Report

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    #39

    Expectation vs. Reality Of Traveling 2,874 Miles To See The Cliffs Of Moher

    Expectation vs. Reality Of Traveling 2,874 Miles To See The Cliffs Of Moher

    youngpotato307 Report

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    #40

    The Manhattan Skyline

    The Manhattan Skyline

    CakeFace10 Report

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    #41

    I Tried To Take A Picture Of The Great Wall

    I Tried To Take A Picture Of The Great Wall

    hipsterthug Report

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