I have an '88 C&C 30 MKII that is a recent purchase.
My previous boat was a '72 C&C 30 MKI that I owned for 10 yrs.
Although my job gives me loads of vacation time (for an American), I'm limited to what I can use in the summer.
I keep my boat on a mooring in Noank, CT and stay on it every weekend (weather permitting) from the end of May to the end of October. Most of my sailing is simple day sails combined into a night or two on the hook in another harbor close to home. I do several long weekends up Long Island Sound or over to Block Island or the Narragansett bay. One or two weeks a summer I do a short cruise to those same places.
I live near the Pawcatuck River, about 10 minutes drive to Watch Hill RI. One of my regular trips is to drive 25 minutes to my boat in Noank CT, launch the dinghy, load the boat, sail 1 - 2 hours to Watch Hill, cook dinner, spend the night, get ice cream, walk the beach, then sail 1 - 2 hours home the next day....
How's that for serious cruising!