With all due respect, if bad manners is a deal breaker for going on a vacation, there aren't going to be many vacations you will find acceptable, cruises or any other choices.
They did the 14 day trips all Alaska season for many years...but 4 less ships in the fleet, so something had to give. There is at least one, if not two less HAL ships in Alaska.
There are ports boards for all the Mexican ports (Mexican Rivera board) with all sorts of info on what to do in each port. There is a Colombia board and a Guatemala board.
I don't think it's surprising that a person might be ready to get off after 31 days, and that it shouldn't be a surprise that menus and entertainment repeat over that period.
Some would be happy to stay on. But I suspect the vast majority would be ready to get off.
You are asking about CLEAR? In most airports you are diverted away from the standard TSA Pre line, to a booth or stand where your biometrics are taken. If approved, you bypass all other lines and checks, and go direct to be xrayed.
I am assuming this post you made on another board is somehow not relevant to your situation?
Posting in all caps is considered yelling and is against Cruise Critic rules.
I would be looking at a transport service, like the wonderful Rome in Limo, mentioned many times in a huge thread just down the board.
You could train.
The cruise line will expect you off by 9:30 at the latest. How soon they start disembarking depends on when the port clears the ship. Maybe as soon as 6:30. But why do you need to get off that early?
There is no rule on the topic...no "best" time.
If no money is put up front, you can book as early as 365 days out. If the price goes down, you make another booking at the lower price, THEN cancel the higher priced booking.