Unless you're riding on pavé you're not gonna break a trispoke. And if you have a well-built wire wheel it won't break either. Mute point.
Loads of people use tubs on their everyday bike, myself included. Carrying a spare tub may take up a bit more room than a tube or patch kits, and changing it is a hassle whatever type of set-up you run. Flats suck, mute point.
However, posh expensive carbon is always going to be a theif magnet, especially wheels since you never see them on the street, just on TV. But if you're doing a club run and not locking up for any length of time that's not really a problem.
Your only other real problem will be crosswinds. People often complain of the sail area of trispokes, and in a strong cross wind it could make you unstable or cause a fall. But for the most part a wind that strong would be a problem anyway. If you were going for a disk I'd advise against it, but a pair of trispokes would be fine. And a chick magnet to boot