Doing an adventure really just requires you and a boat, doing charters you, the boat, customers, paperwork, and a good business model. I know some guys that have great charter
businesses but I also know a lot who are losing their boats well after they've lost
all their money.
In whatever industry you're in, if I said I wanted to quit my job and do your job full time, you'd probably advise me to start small, get experience, and work my way in that way so I don't make silly mistakes
and I learn the ropes. Chartering is basically the same. I have my USCG captain's license
and have worked in the charter and sport fishing
world a bit as well as doing business at a corporate level for years. I think I might have a shot at running a successful charter business if I wanted to, maybe, but only because of the experience I've racked up.
You could do it, but anyone who tells you it's a good idea to hop into the charter business without experience doesn't have much experience in that industry themselves.
Get your license and be a charter skipper
for a while, or otherwise figure out a way to get that experience. If you just want to do it for the hell of it while you make money from other sources, that's different.
Good luck either way, not trying to be a downer, just trying to be real based on what I've seen. There are a lot of people with decades of experience doing the same thing you are and frankly they're better, so you need to own that fact on day one and figure out how to get on their level.
for example for every cute day sailing
operation there are 10 party boats racking up way more cash. They've ripped the sailing rig off, put slides and a sweet sound system on, and everyone has a blast. There are a lot more clients looking for fun-booze-times than some idyllic sailing adventure. Check out the area, get experience, make your decision.