I consider myself extremely fortunate to have 3 boats. They are 3 different kinds, and I use them for 3 completely different purposes. They are also near the water, or in it. This enables me & my family to spend a lot of time in water-related activities, which is important to us, and a welcome relief in our very hot summertime. I would definitely use any one of them more, if they were my only boat, but I also think my total time in water-related activities would be reduced if I only had one boat, since there would be conditions where that one boat was inappropriate. I do get flak from my kids about spending too much time messing with the boats, like when I bring one home in the driveway to do some work on it, and they can't play basketball. So, I generally have resigned myself to having 3 boats that are always in need of many hours of general maintenance, but none are unsafe or unusable.

NACRA 5.5 - racing, going fast, taking kids for fun rides
Ensign (23 ft keelboat) - socializing, moonlight summer sailing, club racing (ha!), taking another family out with ours, RC platform?
16ft Motorboat - (I mean chase boat!) windless days, different parts of the lake, tubing & skiing, going to other lakes that aren't sailable.

Before I had kids, I did at one point have 2 catamarans
I was sailing recreationally so often I found it hard to keep my race boat (NACRA5.2) in "fighting trim". So I found a NACRA5.0 to use as a recreational boat. In that time period, I probably sailed more often than I ever have, but that was mostly because it was "before kids".