Yes you need a permit. But you will not see it for it does not have to be displayed. I have a 252 Grady White Sailfish with a 9'-6' beamand I trailer it. You need one red flag 12" square ( 4$ each from Greggs distributors)on each side and one of the prop if it hangs back more than 4' from the trailer. Permit is 15$ one way, say to the boat launch and another 15$ home. You can also buy monthly permit for 30$ with unlimited hauls. If you travel at night you will need to put lights at the widest point on each side if the trailer lights are not the widest already. I have a light I hang of my twin 200hp for my props are 5-1/2' back from my trailer.I just added a 4pin trailer plug at the back of the trailer.
You get the permit at any scale on the HWY or call If your local inspection station is closed, call the toll-free vehicle permit line at 1-800-559-9688. Staff are available to answer questions and issue permits 24 hours a day, seven days a week.