My 2 cents:

Having recently retired, and now I find myself spending considerable time on the very flat (but often windy) GA coast, may I share my recent gearing change?

The bike I brought from NH to GA was geared with a Campy triple (50-42-30) and a six speed Ultra Suntour (13-32) freewheel. After a couple of months, I decided the freewheel and the lousy shifting Campy RD needed to be retired. I was always hunting for a correct gear in the rear and never finding one.

I replaced the RD with a short cage Shimano Crane and the Suntour was regeared to 14-16-18-20-22-24. Now I spend 90% of my time on the 18-20-22 in the rear and the 50 in the front, depending on the wind direction. When the wind is strong (15-20mph) I shift down to the 42 and primarily use the same three rear sprockets.

So my vote is to keep the 5 speed freewheel.