Your idea of cruising will likely take on its own form, just like your ashore routine is different from others. Some smaller excursions will help you realize if you want more cruising.
For us it's all about the experiences. We find that we don't need (or want) much stuff on the boat when cruising. We stay pretty busy - row the dog to shore/walk dog at marina, food prep, cleaning, visit local attractions/dining, moving to a new location, anchoring/mooring, exploring in the dinghy, exploring on foot, etc. Of course we loaf in the anchorages and marinas, too. If we like a particular spot, we just stay another day.
We also meet lots of good folks that we learn from, and we try to pass a few things along. It's nice to disconnect from the phone and internet and not have a schedule.
Once you get the mechanicals on the boat to 100%, it's easy to fit regular repairs and maintenance into the daily routine. I don't sit still for long and I always have things to putter with.
It's a great lifestyle, one we will certainly undertake full-time as soon as its financially prudent.
Best Wishes