tl;dr
Wow That's Nifty
No Country for Old Men
Disney Tunes
VA Beach Rewind
100
Man abducts woman, nations go to war, wooden horse
The Iliad
100
Introduced in 1979, this device was the first widely successful portable cassette player, allowing users to listen to music on the go via lightweight headphones
Sony Walkman
100
This fictional character is well known for being a chemistry teacher turned drug-lord who, driven by money and pride, destroyed his family and moral compass
Walter White
100
Darling it's better
Down where it's wetter
Take it from me
Under the Sea - The Little Mermaid
100
To pass the time, some of the residents of the VA Beach Airbnb emptied jars full of these and counted them
Shells
200
Three brothers attempt to resist the attacks of a big bad character by sheltering in houses of increasing durability and fortitude
The Three Little Pigs
200
This device is often used to deliver a single, powerful strike to the forehead of an animal in order to quickly induce unconsciousness before slaughter
Bolt Gun/Cattle Gun
200
The most dangerous form of rock climbing, this practice is often referred to by this phrase
Free Solo(ing)
200
You got troubles, and I got 'em too
There isn't anything I wouldn't do for you
We stick together and we see it through
You've Got a Friend in Me - Toy Story
200
The boys on the VA beach trip were captured on video singing this common karaoke song at a bar
Jumper - Third Eye Blind
300
Guy rythmically refuses to eat odd-colored breakfast, until he relents and enjoys it
Green Eggs and Ham
300
This European country invented a gadget used for cracking the tops of soft boiled eggs 
Germany
300
This film depicts Howard Ratner, a frantic NYC jeweler who spirals into gambling debt, chasing risky bets
Uncut Gems
300
Together, together, together everyone
Together, together, come on, let's have some fun
Together, we're there for each other every time
Together, together, come on, let's do this right
We're All In This Together - High School Musical
300
At least one of the VA beachgoers from last year was caught up on trying to save a colony of these captive animals
Hermit Crabs
400
Divorced dad disguises as 60-year-old British nanny to stay close to his kids.
Mrs. Doubtfire
400
Often called a thermos, after the brand, this gadget acts as an insulating storage vessel that slows the speed at which its contents change in temperature, getting its name from its near-vacuum seal
Vacuum Flask
400
This film chronicles the life and death of bear enthusiast and conservationist Timothy Treadwell and his girlfriend Amie Huguenard who staunchly believed bears were misunderstood creatures
Grizzly Man
400
Well, Ali Baba had them forty thieves
Scheherazade had a thousand tales
But, master, you in luck 'cause, up your sleeves
You got a brand of magic never fails
Friend Like Me - Aladin
400
To determine the winner of the VA Beachgoers first jeopardy game last year, they played a game of Categories ("who can name more..."), what was the category
American Universities
500
Kid plays a video game and ends up committing genocide in space
Ender's Game
500
While the touch screen smartphone is commonly associated with the iPhone, introduced in 2007, the first ever touch screen smartphone was actually released in this year (+/- 2 years)
1994
500
This Utah cave was permanently closed to the public in 2009, following the death of John Edward Jones who was trapped inside for 27 hours, upside down
Nutty Putty Cave
500
When I was a lad, I ate four dozen eggs
Ev'ry morning to help me get large
And now that I'm grown, I eat five dozen eggs
So I'm roughly the size of a barge
Gaston - Beauty and the Beast
500
The fridge in our VA Beach Airbnb was filled with OJ, high noons, water, and this crisp beverage
Corona Extra