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 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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339points
#2 My Friend Tried To Take An Underwater Photo Of His Wife During Their Honeymoon
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336points
#3 I Just Got Back From Iceland. I Was Going Through My Pictures And Found The Best Photobomb Of All Time
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292points
#5 100-Year-Old Family Cabin Burned To The Ground On The First Day Of Vacation
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253points
#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
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252points
#7 She Was So Excited About The Romantic Amsterdam Canal Tour That She Couldn't Sleep The Night Before
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252points
#9 We Got Photobombed By A Spider Monkey On Vacation In The Dominican Republic
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230points
#11 Long Kayaking Trip And Belly Rolls Makes The Most Inconsistent Sunburns Ever
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220points
#12 I Hiked 3000 Feet Of Elevation To A High Alpine Lake Only For A Mountain Goat To Eat My Fly Rod
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219points
#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
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209points
#16 My Parents Went On Vacation And Asked This Gentleman To Take Their Picture, But He Was Holding The Camera Backwards
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208points
#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?
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207points
#18 My Friend Was Trying To Take A New Profile Picture In Front Of A Waterfall
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207points
#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
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195points
#20 The Soles Of My Shoes Fell Off In The Middle Of The Forest While I Was Hiking
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195points