Downwinder Questions...

Am living in St. Pete and relatively new to kiting in the area wanting to join in for downwinders to Undertow. Was wondering if on sunny days the heat of the land creating a sea breeze type pull bends a North wind into a more NW direction suitable for a downwinder from Upham Beach or Reddington Beach? Or, do North winds here normally clock around to NW on their own as the day progresses

As I dislike wearing booties wonder about the best way to carry a pair of flipflops along on downwinders? Besides change for the trolley do some carry cell phones or wallets along? Any tips on downwinder gear and strategy for a "newbie" greatly appreciated...

Thanks much
Tim Grossnickle