Definitely Fly! we dont travel very light (2 fullsize bags and a carryon Per person) and have never had a problem. As mentioned we have occasionally had our luggage come in on a second flight.
The thing about Tropic and the flights is they List one fight at say 4 pm, but they just keep flying until everyone and everything is where it wants to be. We have been the only passengers on occasion because they filled up our plane, so they re-routed another, and we arrived 15 mins behind the one we were sposed to be on.
Try it!