Re: Sailing with our 3 year old
Congrats! Sailing is a great family activity. My soon to be 3 year old daughter has been sailing with us since she was 2 weeks old. She looks forward to it every weekend. I find that swimming off the boat is a great way to keep her engaged. As you get into more serious sailing and begin to heel, he will sense your and your wife's comfort level. As long as you are both relaxed he will do just fine. Be prepared to handle the boat solo as one of you will need to be available to take care of your son at all times.
If you can, try to sleep over one weekend night on the boat. It can be quite the adventure for the little ones.