Don't get a hotel downtown with a skiff. Asking for a headache. For the most part they should be okay for a skiff, I'd just make sure to look on google maps first to make sure there aren't any impossible turns or anything. Fishing the Wando or the ICW area are good. Just go into the mindset that you will not be the only one out there. Tons of "guides" in the area now and plenty of average joes that are not afraid of poling within 80 yards of you on a flat. Don't be afraid to drive AWAY from the heart of Charleston, MTP, IOP, etc. to get away from the crowds. Time of the year, should be good. There will be fish on the flats so just go when you can and enjoy it!