You're on the right track that the documentation requirements to enter a country will be the same by cruise ship or air.
With the exception that some countries reduce entry requirements for people making a stop-off from a cruise ship - and Timatic won't know about that.
However the way you are entering your itinerary into Timatic is wrong. Here, suppose A-b-C-D-e-F-A is your itinerary (lower case is where you plan to remain aboard the ship.)
You're telling Timatic that you have a single trip of multiple segments. As such, Timatic is assuming you are remaining in the airside transit area at the airport between flights at B, C, D, E etc. Which is not what you are doing at all.
When describing the cruise itinerary to Timatic, you should describe each segment, including ones where you do not plan to disembark (unless you have talked to the cruise line about that).
So in this case you'd ask Timatic about an A-B journey. Then start over and ask about a B-C journey. Then start over and ask it about a C-D journey. Lather rinse repeat.