Marty, Dan got it right about the helmet law in Delaware. It's strange, but true. You need not wear it, but it has to be displayed while riding. As far as CT is concerned, I wasn't aware of the helmet laws, but as I wear a brain bucket all the time while riding the Whizzer, I hadn't looked into it. Regarding the 20-25mph speed, we won't leave you behind. Even a Whizzer (well, at least mine anyway) is happy cruising at that speed.
Regarding carrying the bike, one thing I learned about trying to carry one on its side is it's real easy to either have fuel leak or dent your tank. I had tried it once, and to get the bike into the back of the car I had to loosen the gooseneck and turn the handlebars parallel to the wheel. Unfortunately, while loading the bike, the handlebars contacted the tank and left a nice dent in it. Anyone who has seen my Western Flyer (with 48cc GruBee) has seen the dent.
The rear rack is a good choice, but make sure it's substantial enough to carry the weight of your bike(s). Mine will hold either of my 2-cycle engined bikes (the '46 Columbia or the Western Flyer), but it's not strong enough for the 100lb Whizzer.