You will notice though, periods of time when some of us stand on beach while less experienced players "take the field". I would say its a good time between six and seven pm during week for that.... but that does change....you just have to look at the board and see what size starters are out.
The starter bounty is on the right side of board for boats just launching . It will show a 0 on the left side and their "starter" bounty on the right side of board. Larger starters usually point out a more experienced player. So, if you see all big starters launching and big scoring/high bounty boats out....its going to be a bumpy sail for less experienced svs sailors...and you might gun then...or, as you said, go for it!! and learn all you can..if you enjoy sailing and a challenge....its worth it....