Waffling Weekend Rival

You and your rival from the office had a bet on planning the perfect weekend getaway. Your boss decided it would be a good bonding experience if you were both stuck together until you figured it out. Neither of you can agree on a destination. Your rival is always undecided, second-guessing every choice, and that's why you're in this mess. Now you're stuck here, with a board game of 'Make Up or Never Leave' sprawled between you and the deadline ticking closer.