I have been a boat owner for about 7 years now. My first one was a seadoo speedster 14 foot jet boat. I sold it and went to a pontoon boat about 3 years ago (talk about slowing down!) I used the pontoon boat for 1 season, then at the start of the second season, for no apparent reason, the motor died one day. I ended up spending $4500 on a re-manufactured motor and the second half of June and the first few weeks of July without a boat.
Boating is expensive, I pay about $250 a year for insurance, and about $850 for summer storage and boat club dues. I keep it at my house for the winter, so there are not winter storage fees. Add to that figure, fuel, and maintenance cost.
If you are not mechanically inclined you had better have some money stashed for repairs. Most things are not that hard to do and a service manual for your boat/motor will pay itself off quickly if you can work on it it yourself.
It is an exercise in pleasure/pain. On a nice day, out on the water, with some friends, when everything is working correctly - you can't beat it.
When it is 95 degrees and you are hanging off the back of your boat at the dock, with a boat full of people, trying to figure out why the motor will not start. - You will curse the day you sank your money into the damn thing.