Mac 26 to Hunter 30
I owned a Mac 26S before I bought my Hunter 30. I thought it was going to be a big step but it really wasn't. The Hunter was much easier to sail than the Mac. If I knew that it was going to be like this I would have went to a 33' boat so I wouldn't have to make that next step.
My H30 is a great boat and is fun to sail. It's very stable and has lots of room in the cabin. Storage depends on how you use your boat if you spend weeks at a time on board, you will need more storage than if you sail long weekends. I have spent a week on my boat and had no problems with storage. If I had a family with 3 or 4 kids, I'd definately want a bigger boat.