I went from the 20' range up to a 1995, 33' Chris Craft Crown a few years ago. I love my Chris Craft, it has been a fantastic boat and we enjoy it a lot. Boats you are looking at will have roughly a lot of the same expenses and maintenance as my boat. Stuff just breaks, needs updating etc.
I split the boat with a friend of mine for 3 full seasons and we divided everything 50/50. We had to track everything to the penny. I will share our costs for the first few years. This includes everything from slip, to speakers to bilge pumps to hose clamps. It also includes most* fuel. Sometimes we'd just split it at the pump so add maybe $600 a year in fuel. Also - I do all maintenance possible. You can't do 100% of the maintenance because you'll have to have the boat pulled to do some of it.
I will post the yearly totals, if you want the details I'll try to figure out how to publish the spreadsheets.
Background:
We paid $25K for the boat in November of 2012. For all years below we did have a payment on the boat of $264 a month, slip rental was $260 a month. Fuel is about $1500 a year. Fuel is the cheap part.
We had no major issues during this time. Normal wear and tear. The weirdest $2K expense - we wrapped a rope up in the prop that had a metal clip on the end. It flung around, busted the covers off the outdrives and broke some linkage. I still put that in the normal wear and tear category.
2012 -5,342 (we drove the boat 4 miles and winterized it)
2013 - 12,221
2014 - 9,410
2015 - 9,105
I have since bought out my friend and paid the boat off. I don't track the expenses anymore but I know they haven't gone downThis year was the first year with bottom paint. Between that and the dive service I had a $4k April - again nothing was broken just maintenance.
For what it is worth, I have zero regrets buying the boat, and we've just figured out how to absorb the costs.
Wow thank you so much for taking the time to post that information. That helps tremendously. I'll send you a PM tomorrow night.