Obviously, you can wear whatever you want, as long as your pant leg doesn't get stuck in the gears. But you should purchase and try leg, knee and arm warmers, they are the best. They fold up small so you can put them in your jersey pocket for when you don't have a SAG to carry them, something you can't do with pants or a bolero. You are wearing jerseys with pockets, right? Also, it can be cold on the coast, you are going to want to have your shoulders covered, since you are saying "bolero" you might be wearing tank top style tops - probably not the best choice for a long tour, in terms of both being cold in the morning and accumulating a bad sumburn. I've done both tanks and short sleeved jerseys, and once I tried short sleeves, even though I originally didn't prefer the look, the comfort won me over.

For the warmers, don't cheap out, get good ones. I like Panache and Castelli. Pearl and Descente are ok. Primal are crap. You might have to try a few brands to find the ones that meet your leg length to circumference ratio - what works for me might not work for you.