ARCB can answer all your questions on what makes a trailer sailer fun and easy vs a nightmare.I have been boating for years but in a fishing boat with a motor. I sold that boat last year and missed not being able to go out on the water all summer. Now I am looking into my options for a sailboat as I always have had an interest in sailing. I would want to start out with something smaller to learn on and will be able to keep on a trailer when not in use. A little cabin would be nice but I have seen some nice boom tents around. Never actually tried them but they seem comfy enough? I will be doing my research since it's about to be winter here. Well, that's all for now, HAGO!