I just pack all my clothes and couple pairs of vans, running shoes, all my chargers, 2 headsets incase a friend comes fly with.. the hell would you want to wear boots all day for?

Bring a passport incase something happens to your ID
I bring a camera also for the downtime and exploring.
have a bike, skateboard, and golf clubs inside the airplane.

Download hotels tonight app, can get great deals on hotels sometimes.

Have fun, its a blast and you explore the entire country while getting paid.