My kids and I did this excursion this past July. It has it's ups and downs and your enjoyment of it will be based on how involved you want to be and what you get to do. In a nutshell, each person will be assigned to a boat (Stars and Stripes, True North or Canada II), then when you are on your way out to the boats they will assign you a job based on your desired activity level. So if you really want to experience what it would be like to be a real crew member, be sure to tell them you want to be very active. Depending on how many people book the races, there will be some people who don't do anything but enjoy the ride (like me). My son was a grinder, was up and down and really got a workout. They provide cool beverages, and afterwards they bring you back to their shop for rum punch and a chance to buy a photo of you and your crew on the boat and perhaps a T-shirt or other souviener. We went on the first trip of the morning, so it was a bit cooler and left our afternoon open for shopping and beach time. Was it fun? I thought so, it was something we don't have around here in Wyoming.