Some of the locals may remember when Princess Di visited with prince Charles for Expo 1986. They were invited for a harbor cruise by Jack Charles owner of the 115 yacht he built and which he captained.
Well someone said you are not a certified captain and must have a captain drive the boat while they are on board. A compromise was made and "the captain" stood behind Jack while he steered his yacht.
Trivia
Crescent Beach Boat Builders started in Crescent Beach Marina. They launched up to 135 foot boats on an ordinary boat launch ramp.
Jack was a great guy.
Size does matter
One person can steer a boat no problem
Size and design lay out is also important.
On any boat if things go wrong you need someone that knows what they are doing and give you a hand .
from experience
Over 90 feet you need a extra pair of hands just to go from point a to b .
at 70 and under maybe you are okay as long as the day is sunny and calm.
and nothing like bad weather, wind, tides.fog,heavy snow or rain, mechanical failure ,
personally i'm down sizing
50 feet is probably the best for a family or friends cruise .
or about 25 feet that can be stored in garage in winter .
better yet if you want out or to go fishing book a trip .Let others do the work.
Just remember the bigger the boat the farther out the dock you have to tie up. Also having big and fancy draws a lot of resentment from others ,
Get a Captain --- let him handle the boat and stress.