I have spent some time on a skateboard. Never bothered with any tricks. And I have been out water skiing. Managed to get up ok and go along behind the boat. Haven't been on a surfboard in years tho. And I can unicycle. Haha. Can't idle to great yet tho. I'm pretty athletic. Trained in Muay Thai, Boxing, Wrestling, Brazilian Jiu Jitsu and Submission Grappeling 2 hours a night 4 times a week for about a year. Have read that people plan long trips, then on the first time out the realize its harder than they thought or take a knock that scares them off and spend the rest of the time in the room with a hot drink. Motivation isn't an issue, I will get up and try again and again. And I'm used to there beeing a certain amount of ouch in my sports. So that's nothing that will scare me off. Realy just trying to work out if a day of lessons and 4 full days of boarding is to much for a first trip. Just a thing, you asked about skateboarding, how similar is the turning technique on a skateboard to a snowboard.