I'm always up for a weekend of riding. As far as the road trips go, I'm down for just about anything. There is going to be a long haul trip, about 2000 miles, coming up during 4th of July. Details on that are being worked out. But there are two ways of doing road trips, trailering the bikes to your destination and riding to your destination. Both require good amounts of planning.
Trailering is sometimes better, but less fun because you are in the truck some of the time. But it is better as you don't get fatigued very easily. Ask me about that later. For example you have a support vehicle with lots of tools, ramps, gear, and whatever you may need. In other words you have back up in the unfortunate incident of someone in your party going down. Having room is a luxury.
When you ride to your destination, it is a different beast. You need to have enough room on your bike for tools and clothes. Clearly there is very limited amounts of room. I think I have it figured out to where all I need is a tail bag and a tank bag. The last few years we have gone to New York City, West Virginia, Deals Gap, to name a few. But you need to be sure you are in shape, and your body can handle the physical demands. It might sound weird, but it is true. You will be amazed.
What kind of road trip did you have in mind? We can easily put together a road trip to say West Virginia. With hauling the trailer it is only about 10 hours away. Personally, I like WV better than the Deals Gap area. Then you must assure your bike is in good mechanical order. The standards like brakes, tires (ahem, Chuck), vital fluids, and the like.
Then you have to consider what you want to do on this trip. You need a good mix of riding and doing touristy things. Just about anywhere I haven't been is a good destination for me. I say this because sometimes when you've done 300-500 a day for two or three days you need a day of rest.
I think a WV trip is in our near future.