35 Times People Had The Worst Luck During Their Vacation

Experiences and memories make life truly meaningful, and family vacations create some of our most cherished memories. Of course, holidays often lead to all sorts of adventures—some not so pleasant. As the holiday season approaches, many people are planning their time off and travel plans. But if you find yourself unable to go this year for whatever reason, this gallery of family holiday fails might help you feel better about your situation instead.

#1 Epic Picture

Image source: Cbert1980

#2 On A Family Trip And This Is The Cabin We Are Sharing With 11 People

Image source: jellocore

It can’t be more than 500 sqft.

#3 100-Year-Old Family Cabin Burned To The Ground First Day Of Vacation

Image source: Bumper216

#4 TSA Definitely Went Through Our Bag, And Did Not Put The Cap Back On My Bottle Of Allergy Pills

Image source: blankblinkblank

#5 Our Dog Chewed My Wife’s Passport 12 Hours Before Our International Flight

Image source: IDontFeel24YearsOld

We were packing for our family trip to Jamaica, and I heard my wife scream upstairs. She just tells me, “I’m not going to Jamaica,” and shows me her passport. Only the main page shown is torn. Nothing else. (The image depicted is after she tried taping it back together.) She dropped it on the bed for a second, and the dog got to it. And she is normally not destructive like that, but despite how annoyed we were, we couldn’t blame her.

After reality had sunk in, I hopped on a call with a passport department inquiring about an emergency passport. They apparently only give them out if there is a death in the family, etc. They searched for appointments nearby, and the only one on the East Coast was in Buffalo, NY, at 8 am the following day. So we changed my wife’s flight, and sent her tour to Buffalo, and got her a 10:45 am flight out from Buffalo to Orlando, then to Jamaica, hoping that it would work. They don’t guarantee that you will get it the same day, but the reviews for the location were surprisingly positive, so we were hopeful. She shows up an hour early, is first in line, and they tell her they can get it the same day, but won’t start printing passports till 10 am. The manager came out and told my wife she should probably change her flight because he can’t guarantee that she will get it in time for the 10:45 flight.

She comes back around 10, sits right, and the woman at the front desk gives a friendly wink to my wife. At 10:15, the manager tells my wife’s passport is printing. Around 10:20-10:25, they hand it to her and she hits the find driver button on the Uber app. She gets picked up and takes the 15-minute ride to the airport. The Uber driver told her he’s driven MANY people who flew from out of state to Buffalo for a same-day passport, and he believed she could make it. Well, she did. Boarding got delayed, but she made it with like 10 minutes to spare and arrived in Jamaica only 3 hours after we did.

It was beyond exhausting!

TLDR: dog chews wife’s passport 12 before flight. Wife flies to Buffalo for the only available appointment, gets her passport the same day, and barely makes her flight to eventually meet us in Jamaica, only a few hours after our arrival.

#6 A Nice Gentleman Asked If He Could Take Our Picture For Us, We Got This

Image source: ryan_dad_of_3

#7 Came Home From Vacation To Find Our Fish Tank Leaked Into My Floor While We Were Gone

Image source: Metroid413

#8 Buddy Came Back From Vacation And Realized He Was Missing A Headphone So He Checked It’s Location

Image source: lordfukwad

#9 This Letter I Get From My Neighbors On The First Day Of Summer Vacation

Image source: Dark_Wolf04

In Cyprus, there is a new law where all non-private beaches are government-owned, and dogs are allowed to walk there.

The beach in front of our summer house is one of those beaches, but unfortunately, our elderly neighbors don’t seem to bother to look at the law when it’s not convenient for them.

I bring them at 6 am, and I always clean after them, so they are bothering absolutely nobody. Just a bunch of old people with nothing better to do in their lives, so they control others.

Needless to say, I’ll continue taking them to the beach, and if they actually follow through with their threats, I’d love to see them fined for wasting police resources.

#10 A Tire Came Flying Out Of Nowhere While Driving To Our Vacation Destination

Image source: give_me_two_beers

Everyone is fine, but day one of vacation is not going as planned. Tire came out of absolutely nowhere and completely shattered my windshield. Picking pieces of glass out of my eyebrows, even. Everyone is okay, luckily (one of the kids even slept through it), but it sucks having to spend hundreds on a new windshield and a hotel room for the night. Luckily, someone can replace it tomorrow.

#11 We Were On Our Way To Arizona For A Family Trip And Then

Image source: BearWar

#12 Our Peaceful Beach Vacation

Image source: stoned_brad

Beach reclamation in progress. Heavy equipment is running right outside our windows 24 hours a day.

#13 What Was Supposed To Be A Nice Vacation Turned Into Me Developing A Chlorine Rash After Swimming

Image source: survivorsavedmylife

I’m home now, but this is day 3, and it just keeps spreading. Awesome.

#14 I Tried Whataburger For The First Time In 20 Years, While In Vacation. Are They Punishing Me?

Image source: Additional_Goose_763

#15 The View From My Bedroom In My Caribbean Vacation Rental, Where I’ve Been Stuck Literally All Week With The Flu

Image source: Agent-Foxtrot

#16 Road Trip Misadventure

Image source: livelove_elbow

#17 Tried To Open A Pack Of Gum On The Airplane…

Image source: BruciePup

And my front tooth broke. I’m headed to Las Vegas, and thankfully, my sister knows a cosmetic dentist who can fit me in tomorrow. I’m sitting in the Houston airport, drinking a beer, waiting for the last leg of my flight.

#18 Single Cab Truck + Stomach Ache = Disaster

Image source: fairchildthings

#19 Somebody’s Vacation Is Ruined

Image source: Sea_Squirrel1987

#20 Adventure Vacations

Image source: falkenfink

On vacation with my little kids. Long travel across Europe and at night stopped for a night in a hotel in Lille near the train station. Before I went to bed, I considered myself lucky to have found free parking. In the morning, a broken passenger window in our car, and the resulting shenanigans with insurance and police. First time in France in 15 years, and I expected to practice my rusty French on different subjects.

Nothing was stolen, as nothing was inside that was worth it. Just have to deal with the aftermath of the damage.

#21 I Broke Both My Ankles And A Wrist On Day 1 Of The Family Vacation. I Was Supposed To Go On A Trip With Friends In Less Than A Month

Image source: ManiacallyReddit

I stepped backwards and tripped. That was honestly it. Pretzeled in the worst way possible.

#22 All My Family Trip Photos And Videos Gone

Image source: James–Trickington

#23 Three Days Into My First Trip To Argentina To Spend Time With My Step-Daughter And Husband’s Family And I’ve Come Down With The Flu And Can’t Leave The Hotel

Image source: kittykat47

#24 I Feel So Stupid. Forgot To Have Wifey Put Sunscreen On My Back

Image source: ruined_s2k

#25 “Lost” Luggage Has Been In This Location For The Past Week…. And There’s Nothing We Can Do About It

Image source: DarwinF1nch

On a trip with my family, our bags have been at the Madrid airport for the past week. We’ve called the airline twice a day, and all they say is that there’s nothing more that they can do.

#26 Day Before Our 1st Vacation

Image source: Wendlynnn

In 17 years, we never took a family vacation except to visit family. Mid-divorce, and I am taking the kids by myself for our first overnight at a waterslide resort (a surprise for the kids – booked for tomorrow). My ex called me this afternoon – my teen daughter dislocated her elbow on a hike. Cast from fingers to armpit. No waterslide resort for us.

#27 Booked An Airbnb For Vacation. This Is The View From The Shower. There Is No Way To Cover It Up

Image source: Ingtar2

#28 Husband Lost His iPhone On Vacation. We Used Find My From My Phone And Tracked It To Its Last Location. Found It Run Over

Image source: ChickenLuna

He had it on him when we were out and about, but didn’t notice it was missing until late at night. We were playing switch with the family back at the rental, so he wasn’t thinking much about it. Decided to track its location and saw it was at the boardwalk we were at. Went back and looked for about 20 minutes in the parking lot. Found it smashed to bits! Had to go to the Verizon store the next day. At least we know what happened to it.

#29 Trip Ended Before The Border

Image source: jackie_j_666

#30 Came Back To This After Vacation

Image source: dnr4wlvs

We knew our neighborhood had some bad storms while we were away. As we turn onto our street, we see this.

Think it can’t get worse? They had just listed the home for sale about a week earlier.

#31 Found This Camera In My Vacation Rental

Image source: 400cc

#32 When You Plan An Entire Family Trip Around Seeing The Fabled Copper Complaint, And It’s Not There

Image source: AngloSaxonP

#33 Leaving For Vacation Today And Put The Oven To Self-Clean. The Middle Panel Decided It Didn’t Want To Live Anymore

Image source: scubahana

#34 Two Hours Into My Road Trip In The Middle Of Nowhere I Opened My Case To This

Image source: EggCakes27

#35 First Day Of Vacation And This Happens…

Image source: MCGamer1234

I’m in a small town and can’t get them repaired u til I go home in a week… Super glue and tape it is then.