As you can see from these two, the amateur on the left is a little over dressed.  He's going to be so concerned with keeping his outfit clean and looking good that he won't be able to relax and enjoy himself,   (A concept that is amplified with the female amateur.) or be of much help in an emergency (pirates, vessel sinking, or running out of cocktails).  The professional on the right has gone too far in the other direction; probably why he's single.  We have one of this type in the club and it can be a little scary the first time you meet her.

     The best solution is somewhere between the two, figuratively speaking, of course.  From the ankles up appropriate casual is always in order, adjusted for the day.  Cover up as necessary to protect yourself from the sun or to stay warm.  In the summer you may spend the whole day in a bathing suit.  Long, flowing hair and very loose garments should be avoided as there is some equipment on board and losing part of your carefully coiffed 'doo' may take the edge off your day.

     The important part of your outfit is the shoes.  They need to have soft, light colored soles.  Soft, so they will give you some traction on the deck to help prevent slipping.  And light colored (white, beige, or grey) so they won't leave black marks on the boat.  Tennis shoes are often preferred because they are light weight, cheap, and will dry quicker than most other types.

     On blue water (ocean) trips everything is bigger (the boats, sails, wind, and costs) so sailing gloves are a good idea as they will allow you to handle the lines more comfortably.  They can be obtained at the two valley locations of West Marine for $20-30.  They're seldom needed on Lake Pleasant as the forces of sailing are generally pretty, well, Mickey Mouse compared to ocean sailing.

Ready to check out some Terminology?

Or, see the list of recommended items to take sailing on overnight trips?