All the time
Well, at least once or twice a year I (200lbs) or someone else goes to the top of the mast on my Cat27. No problem, although you want to do it on a calm day when there's not much traffic on the dock, as it's a little unnerving if the boat's bouncing around. But you won't swing around more than a couple inches if it's quiet when you do it. Hard part in replacing the anchor light bulb is getting your eyes high enough to be able to look down at the socket so you can use a screwdriver to unscrew/screw in the bulb cover, and to the line up the bayonet tabs on the bulb. You need a bosun's chair with short straps, or need to rig it with foot straps about a foot or 18" below the seat so you can stand up in the chair once you get to the top, in order to get high enough.And you'll get a view of your harbor you never knew. Take a camera!Good luck!