Hard question to answer. I've done daysails with up to 4 non-sailing adult neighbors. The biggest issue was keeping them out of the way when it was time to maneuver. The younger adults were easy. I simply tossed a 200ft, 1" floating line off the stern and they all jumped in for a tow behind the boat. Older adults want to sip their whiskey and beer and call out the depth from the sounder every two seconds, so when it comes time to tack, I normally send them below so they wouldn't get hit with the boom, and I could handle lines without stepping over them.
When I R.O.N. with the "Kapitain", and we basically sleep on the cushions in the cockpit. I have also moved into the cabin if it gets too chilly, but sleep on the port settee so I can react if something happens and not waste time trying to pull myself out of the aft berth.
Oh, BTW, I own a 90 Mac 26S. I wouldn't have any other boat for protected water sailing. It tows easily, and can also double as a camper.
Low headroom?...meh. I see low windage.
Lightweight construction?.....meh. I see versatility if you stay within the vessels parameters.
A Mac can easily be modified to be the vessel you want vs a high dollar sailboat that you are hesitant to drill a hole in.
My towmobile is a 2007 Dodge Ram 1500 with a 4.7L V8. It provides plenty of power to tow the Mac over such nice area's as Raton Pass on the Colorado/New Mexico border.


