We drove down from NJ in 2005 with 2 girls, DH, DM and me. Here is a list of the things that we
didn't need:
Pack & play
Hair dryer and flat iron (I mean, it's Florida, what was I thinking?)
Extra shoes (for me, not them!)
Jewelry (I then worried that someone was going to take them at the hotel!)
Too many clothes for all (I pack for 5 days and wash midweek or buy tshirts)
Pants, it never gets that cold!
We did need the cooler, since we drive straight through, but this trip we are bringing one that plugs into the car so we don't have to stop and empty and refill with ice (half the stuff got wet, yuck!)
My husband always reminds me that there are plenty of supermarkets and clothing stores for us to pick up what we need while down there!