In the West there are seven states that honor each others oversized permit. I buy an annual permit for $90. Eleven feet is the widest I can go WITHOUT pilot cars front and rear. The permit allows travel during the daytime and I can't travel on Friday, Sunday or Monday of the holiday weekends (Memorial, 4th and Labor Day). When I talked to the folks that issue the permit, they said with the proper lights night travel was possible. I didn't bother to go there because I'm sure I'd look like an airplane on the tarmac while driving down the freeway! I also can't drive on certain roads during rush hour traffic in Seattle, but since I live 280 miles EAST of Seattle that's not a problem until I head to the San Juans. Even then, it's a small window in the morning and evening.
The trailer is a homemade, but copied based on an EZ loader design. The highest point in the front is where it contacts the bow eye so nothing really gets in the way. I've been on some steep ramps and once the bow eye is locked in, I can pull it out and it seems to center without difficulty. If you are removing a cross member, I'd look at getting the trailer modified with a deeper bend in the cross member or moving it rear wards to get it out of the way. It would save you a lot of hassle at the ramp! This might sound strange, but dunk your trailer a little farther in the water so it's below your bow eye? It will take some finagling as you start forward to make sure it centers and it's not too far forward, but it might help you avoid all the headaches at steep ramps. I know the boat will be floating, so you'll need help holding it. It might still hit your winch stand, but maybe not? On the EZ loader, the winch stand is angled about 45 degrees and you can move the base back and forth to adjust the height. I have the same setup and it doesn't get in the way at all. If it did, I could invert the winch so it's below the platform and that would give me an additional 6 inches or so.
I get funny looks at the ramp when they see us load and unload, but it's not any harder than our previous 19 or current 25 footer! I claim it's easier because I pay closer attention to WHERE the boat floats off the trailer. Before, I just backed up until the bunks were wet and then winched the 19 or 25 footer on the last 4 - 6 feet. My right arm used to be huge at the end of the season from all the cranking! It's pretty common for me to back up, load and pull our boat out in less time than other boaters. Of course, we've been doing this for over 20 years with different boats so we're pretty experienced! Once we're out of the water, I add the Wide Load signs, strap the back and we're ready to go. It doesn't take very long at all.
We go almost every weekend and I couldn't imagine going to the same marina, on the same lake, next to the same people so we could cruise to the same spot every weekend! There are too many great lakes in our neck of the woods to get stuck at one every weekend! We always to go Priest Lake, Lake Pend Oreille, Lake Roosevelt and then over to Seattle every year. If we were stuck on one of those lakes, the explorer in me would die a slow death!