I think the events of recent months have made any handholding something from a bygone era. Travel professionals have been overwhelmed by 10s of thousands of cancelled flights, airport bottlenecks, last minute itinerary changes (including within the cruise industry), etc. There are simply not enough skilled customer service folks to handle the needs of the masses that need help. Those of us who are well versed in independent travel generally have ideas on how to "think on the fly," cope with problems, find solutions, etc. One can just read some of the CC threads and understand that many folks are not up to the task of handling major travel problems. We have witnessed it on our own recent trips. Just looking at folks in airports who are crying hysterically (have seen this a few times), angry beyond reason, lashing out at innocent workers, etc. is very sad,
Here on CC we have said, for the past 3 years, that having a working Smart Phone has become a necessity for travel, and yet we constantly see folks arguing to the contrary! Well trust me when I again say that a working Smart Phone is the key to resolving many problems that arise during travel. Without a phone (that works) you will often be out of luck and one more person sitting in an airport (or elsewhere) with tears in your eyes as you simply have no clue what comes next. As a senior who was late to the Smart Phone world, I am still discovering new apps, capabilities, etc. But our iPhones have bailed us out of multiple difficulties in the past few trips.
My advice to the OP is "do your homework!" Do not depend on the cruise line to tell you options to get to the next port but do your own research and identify all the possible options. Whenever things have gone wrong for us (with travel) we usually find ourselves having to solve most of the issues. Those who wait around for others to solve issues may well find themselves waiting around for hours (or days) with nothing but frustration.
I will give you an example. We have an upcoming cruise (in a few weeks) out of Miami Our original plans were to fly (from BWI) the afternoon before the cruise and spend a pre-cruise night in a Miami hotel. But with all the airline cancellations we felt very uncomfortable with those arrangements. So we changed our flight to 2 days before the cruise and changed our hotel to a Miami Beach resort hotel (2 nights). We also moved that flight to the earliest flight of the day which decreases the odds of a flight problem. This leaves us with a "Plan B" of a later flight and a "Plan C" of simply walking out of the airport, jumping in our car, and driving 18 hours to the port! The idea of sitting around and waiting for the airline or a cruise line to solve issues is just not our style.
Hank
Hank