- Put away $500.
- Go to the airport.
- Find an awesome agent. You can tell that some are stressed, and that some are friendly. Talk to the friendly ones if you can – they’re much more fun.
- Give them your $500, and tell them, “I’d like you to book me a trip somewhere – anywhere -, preferably a cool place, but it can be anywhere you like for under $500. Can you do that for me?”
He calls it "Adventure Roulette" and here are the criteria:
- Any ticket under $500
- Any destination at least 500 miles away
- One backpack
- No input at all from me on the final destination
- No looking at the ticket until I’m through security (and, ideally, as long as possible)
- Departure: any time during the day that I show up
- Return: any time before midnight the following night
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