I had a 1997 Challenger that I up graded from, last year. I bought a "2008" 200speedster. It has capacity of 7 passengers, twin 155(310 HP total) engines Natural Aspirated, runs on 87 octane fuel. The small 14" challenger was a neat toy but almost too small to bring more than 3 people comfortably. With 6 adults on board the 200 speedster, we can go jumping waves at 55mph with no problems. The challenger was a bit small as I said for my taste, for instance if there was a little chop you would get sprayed from the cross waves off the chop, not so on the bigger speedster. The trailer tongue swings in so it does fit in a garage ok. It has interlooping cooling so no salt water is in the engine except the exhaust system that gets rinsed with fresh water in 15 seconds on the hose after use. I own a "1996" 26' Chris Craft/ 350 Chevy too, but like the speedster for quick runs or island hopping with the family or guests. I also Have a 2008 150 speedster at my disposal when I want, in my driveway. It is Super Charged and uses 91 octane fuel. It goes pretty quick too, but I prefer the ride and stability of my 200 Speedster over that too. It seems like all the Super Charged engines require a bit more maintenance to keep them it top running order. Not a real big problem if your mechanically inclined, but could be costly if you need to bring it to a dealer to have it checked out. The Super Charger should be checked about every 25 hours of use and rebuilt at 100 hrs of use. If neglected it could cause some expensive problems, so it needs to be on the list of things to check. I'm sure you'll get all kinds of responses on the forum, and this is just my personal opinion, based on my own experience.
I've been in the water craft industry for over 30 years, raced Kawasaki's stand-ups Jetski's for 10 years, and have lived on the water all my life. I have owned over 30 water vessels in my life time so far.
What I own right now is my best combination for me.
I know your looking for a bit older seadoo, I decided to get the 4-tec 4 stroke for ease of maintenance and get away from the older 2 strokes that are getting harder to get parts for as time goes on. I don't think I'll ever own a out drive as long as I can get a jet pump drive boat. It only drafts 12"...no outboard or I/O can run in that shallow water...
Karl