Yes, be sure you have some type of tie down strap down there. A few years ago we had a get-together of 10 guys so had 5 guides. When we got back to the LoraLei the head guide made a point of warning all the other guides that the officers were recently writing tickets for boats not strapped down. Several had gotten written up the few days before that.
i have towed my boat to islamorada several times. normally leave early evening and drive straight through. took about 13 hours with stops from murrells inlet. love having the boat down there
Lube bearings, check tires. I carry a spare hub with a set of bearings, a grease gun, tools, rubber gloves, papaer towel, etc… Spare tire, jack, flashlight, small block of wood for jack to sit on (if it is muddy). I’m sure someone will come along to mention stuff I have forgotten. I am doing more of that these days.
“Apathy is the Glove in Which Evil Slips It’s Hand”.
Pull’n a boat shouldn’t be any slower than not pull’n if you run the speed limit! Be sure to carry spare everything as DFreedom mentioned! It’s not far to the hump and on a good day you should be able to catch some tuna and dolphin as well as all kinds of bottom fish! Be sure to buy one of the color fish identify sheet and ck. the limit and season. Save some bonito to use as chum! easy to catch ballihoo on the inshore reefs with a cast net and chum. You should have a chart on any electronic device you have!