Welcome John
I have the Adventure and think it’s the best setup for my uses (fishing, cruising, and skin diving) and is the easiest to paddle, pedal, and sail.
Outriggers will be coming out soon.
The larger sail ??
The fin kit will be just that at start.
Where to purchase is questionable. Don’t know where you are. I could have gotten mine on Kayak Fishing Stuff with free shipping and no tax. I checked around and got prices local for the package I wanted. Sail, daggerboard, larger rudder, and kayak. I also wanted to leave mine on the ocean. I have two others at home for the small stuff. I purchases one that has a year dry storage and slip launching for just 100 more than KSF. I also have a dealer I can see when I talk to him.
These are just my best guess; Hobie is the only one that knows for sure.
Hope this helps.