Hi JerseyGirl1007 -
We are doing the same thing that you are, flying in a day in advance of our cruise tour. We are travelling in late May as well.
Our travel agent had checked with HAL regarding adding an extra night in Anchorage and was told that it would be sold as a package and was sold out for the date we needed. She said the crazy thing is that we still haven't been assigned our hotel in Anchorage.
So rather than wait on our cruise hotel, I booked a hotel room for the extra night on our own at the Four Points Sheraton downtown. This option was less in cost than either the Westmark or Hotel Captain Cook. I did not want to be in a position that we would have trouble finding a hotel room for the extra night, and I made sure it can be cancelled if needed.
Our agent suggested we cancel the transfer from the airport with HAL, and we will just take a taxi to our hotel.
We made our final payment on Friday, so I am hoping our Anchorage hotel assignment will show up soon in our itinerary.