What kind of sailing -- fixed keel, big boat, dingy? All are fun! I've done a little (very little) sailing on a 30' Catalina and a 27' sloop (I don't remember the manufacturer) but I have had some good times sailing.
Any time spent sailing is a good time. I have been at it for sixty two years. Spent seventeen years on a GulfStar 41, three RTW, two solo.
Sold our Catalina 25 a few years ago, mooring cost went insane.
Now sailing a Breeze Baby, 1900 design. Fourteen months of building. Known as "Unnecessary Complications".