Virgin America Awkward Family Vacation Contest

Well, we asked to send in your awkward family vacation photos and you delivered a record amount of submissions. Now, Virgin America & AFP have narrowed it down to the top 20 finalists and it’s up to you to decide which awkward family gets the big prize.

Check out the top twenty photos in the Awkward Family Vacation Photo Contest and vote for your favorite by 11:59pm PST on October 13th.  The one with the most votes will score a less awkward family vacation: FOUR ROUND-TRIP TICKETS TO ANYWHERE VIRGIN AMERICA FLIES. Vote for as many photos as you like and as many times as you want. Just by voting, you’ll receive 33.3% off your next family booking (parties of 3-6 people) to or from Orlando (restrictions, taxes, and fees apply).

And congratulations to the Hawaii Five-Whoah family, who won a seat on the launch of Virgin America’s new nonstop service to Orlando and 3-nights accommodations compliments of the Hilton, located in the WALT DISNEY WORLD® Resort!

Vote for your favorite now (the finalists are on two pages) and you can also check out all of the uncomfortable submissions here.

Click here for the Official Contest Rules.

Thunder Down Under

“A photo of me with a bunch of speedo men (Australian swim team) at Sea World in Florida, circa 1987. My mother was like, “Go get your picture taken with Nigil!”

 118943 Votes

Submitted by Lauren • September 30th, 2010 • 34 Comments »

When Nature Calls

“When you gotta go, you gotta go.”

 111058 Votes

Submitted by Courtney • September 29th, 2010 • 14 Comments »

That 70′s Barrel

 43520 Votes

Submitted by Scott • September 29th, 2010 • 23 Comments »


“I insisted on having a nice ocean family photo. Our youngest, Maddie would not look at the camera. We kept urging her “Come on Maddie, look at the camera!” She was the only smart one who realized a HUGE was on it’s way! Our boy, Andrew has a very nifty green cast on his arm. Poor guy kept it out of the water all day…until the big wave.”

 14265 Votes

Submitted by Kirsten • October 2nd, 2010 • 37 Comments »

The Great Divide

“We had been driving by the monument all week, each time, mom tried to convince dad that there was a tree inside the monument. He refused to believe her. When we finally stopped to check it out, mom took one look at the steps and said she would wait at the bottom. The picture accurately depicts their stance on most issues.”

 5976 Votes

Submitted by Thomas • October 4th, 2010 • 8 Comments »


“This is a photo of my family on the way to Disney World during the summer of 1976. That’s Mom, Dad and me in the back and Grandma sleeping. We all traveled together (Grandma, Mom, Dad, sister, two aunts & me) in that big brown station wagon and pulled a pop up camper behind us (we were the Griswolds before the Griswolds existed). No air conditioning, high humidity and a Grandmother who snored – is it any wonder I still can’t even think of vacationing in Florida?”

 3959 Votes

Submitted by Korie • September 30th, 2010 • 7 Comments »

Don’t Go Chasing Waterfalls

 3134 Votes

Submitted by Rita • September 30th, 2010 • 9 Comments »

Loose Change

“Like many who grew up in the 70s, my family’s annual vacation generally meant piling into the car and driving across country to somewhere cheap. My father was an incredible penny-pincher in those days, admirably captured in this photo. I believe we were on our way from Montreal to Moody Beach, Maine when we stopped off to get something to eat. My father dropped his change after the meal and he made us all scramble around the Lums Restaurant parking lot picking up the pennies.”

 1182 Votes

Submitted by Nancy • September 29th, 2010 • 15 Comments »

They Got You Babe

“I don’t know what’s more scary, going down Niagara Falls in a barrel, or my parents looking like Sony ‘n Cher.”

 898 Votes

Submitted by angie • October 4th, 2010 • 8 Comments »

Easy Rider

 839 Votes

Submitted by Jennifer • September 30th, 2010 • 15 Comments »

The Pioneers

“Every year our family used to go on an organized “Rendezvous.” Always held in some remote part of Wyoming, or Montana, or Colorado, the main tenant of these rendezvouses was that you had to wear clothes, use cooking utensils, and even sleep in tents and linens available during the period – mid 19th century!! And we were there for a week at a time to boot! So needless to say by the time we took this photo during day 5 of a particularly hot rendezvous in Colorado one year, my sister and I had had just about enough. The result…a truly awkward family photo!”

 621 Votes

Submitted by kellen • October 5th, 2010 • 2 Comments »

Who Wears Short Shorts?

“This is my husband in the middle with the lovely legs and the bitchin’ shades. People constantly thought my husband was a girl when he was younger.”

 467 Votes

Submitted by Jen • September 29th, 2010 • 10 Comments »

The Disney Situation

“Proof that every guy from Jersey looks like The Situation at one point in their lives. I’m the one with the scrunchie and the attitude. We drove from NJ to Florida and when we got there everyone just wanted to do their own thing but first they made us take a stupid picture. This is from the Park family Disney vacation, 1990.”

 397 Votes

Submitted by Jennifer • September 29th, 2010 • 7 Comments »

Anchor’s Away

 266 Votes

Submitted by Janet • September 29th, 2010 • 17 Comments »

Puerto Rico Five-O

“This is a photo of my family from 1968 when we went to Puerto Rico. That’s my mom and dad and older brother and sister. My brother and father look fresh wearing their matching shirts although my dad had to outdo his son by wearing the hat. My sister was going through her rebellious years and refused to wear anything sleeveless even though it was never below 90 degrees. My brother is so cool in those sunglasses. I am the young girl in front. I think I may have escaped the awkwardness only because I was only 5. My mother is trying to pretend that this is all very natural looking.”

 187 Votes

Submitted by kathleen • September 29th, 2010 • 4 Comments »

Loaded Weapon

“On vacation in Maine w/ Grandma.”

 175 Votes

Submitted by Basil • September 29th, 2010 • 13 Comments »

Taj Mahal High

“Our family outings were launched from Saudi Arabia, and often included exotic locales. Like this place behind us, the Taj Mahal in Agra, India. That’s me, on the right. I loved my Brownie knee-highs, and loved to talk during photos. My sister is in the middle, staring off into the distance as she always did–she wore that Hulk shirt EVERYWHERE. My little brother obviously was too young to handle the responsibility of sock wearing, but I believe he was awkwardly donning a pair of authentic wooden shoes from a Holland trip. We travelled around the world SEVEN times. Too bad the majority of our photo albums are just as fashionless as this photo. I don’t brag too much about the places I’ve been only because I’m beyond awkward.”

 141 Votes

Submitted by Becca • October 2nd, 2010 • 8 Comments »

Pole Vault

 130 Votes

Submitted by Alicia • September 29th, 2010 • 4 Comments »

I Come In Peace

“This is my family circa 1984 at Memphis in May I think. I’m the kid with the things on her head.”

 105 Votes

Submitted by April • October 1st, 2010 • 8 Comments »


 83 Votes

Submitted by Sarah • September 30th, 2010 • 5 Comments »