Challenges and Games to play with friends
Over/Under (what's the over/under you'll see X......)
Wife or Daughter?
Battlefield - step in for one bet only, match a random player's bet
Shots! - stop at closest for a shot everytime you see (bachelorette party, tarot card, etc.?)
Walk-Off Homerun - each person in your party picks 1 table game of their choice, at the place they choose, make 1 single bet (include a tip for the dealer), if they lose everyone goes to the next place for the next player's turn. If they win that person buys drinks to celebrate for the group at the current casino
Eat as many X in 24 hrs, 24 hrs of buffets, all the appetizers, desserts, etc.
Scavenger Hunt ideas/templates
Vegas Bingo (See this, see that, that happened, etc.)
Pull an all-nighter till the sun comes up, etc.
Who can eat the most exotic dish
Most expensive dinner, etc.
Most casinos visited in 24 hrs
$1 chip hunting, etc.
*note the purpose of these games is NOT to make money so don't get salty if you lose, the point is to use your budget differently than you're used to so you one way or another you'll have a crazy story to tell
"Feast or Famine - Vegas Edition"
Set out for your day and hold your gaming money all day until the moment you feel the vibe is right - when ready (be sire to avoid the first impulse or two of the day make sure you're really feeling called to something), you bet 1/2 of your entire day's gaming budget on a single event (do this 1x while the sun is up, and again 1x at night), the catch is it MUST be a game you aren't super familiar with, not a game you already know or have suppositions about, so you can make it a game of pure chance. Make sure to ask the dealer the rules of the game, make sure you account for any prop bets, side bets, double down type of things, etc. If it's a slot, it should be the highest denomination and least number of spins.
"Whose Buying?"
Same as above but whichever person(s) in your party comes out ahead buys everyone drinks
"Everybody in the Pool"
Same principle as above, but all members of your party chip in an agreed upon amount (doesn't have to be 1/2 day's budget, could be $5 each, $10, $100, etc. whatever amount you all agree on) share any winnings equally
"Let it Ride"
Same as above but re-bet any winnings on one more hand/round/game, etc. Same game or different game
"Robin Hood"
Same as above but you roll the budget or winnings to a total stranger and you watch them make a bet in their chosen fashion - they keep all winnings on the bet they make, splashing random people in - like my guy at Slots or lady at Palazzo, etc.
"Big Tipper"
Same but you're looking to give out the biggest tip you've ever given in Vegas - find someone providing a service to tip the budget/proceeds (shoe shine, bathroom attendants, valet, bartender, waiter/waitress, uber, bellhop, room service, housekeeping, etc.)