This is a free option that requires some thought.
You can download Maptech's Chart Navigator Viewer here http://www.maptech.com/support/doc.cfm?docid=123&plid=24
You can go to NOAA site and download BSB raster charts here. http://nauticalcharts.noaa.gov/mcd/Raster/download.htm
Export the download ZIP into the folder that ChartViewer is looking for which is set up in the charts tab. You can then use ChartViewer to explore areas and set up routes or waypoints. I spent some time and using some reference materials identified good "Hidey Hole" spots to hide from weather if necessary in areas I frequent. I got fishing spots from friends, forums and looked at contours and found areas that looked like good fishing prospects and set up waypoints for them as well. You can use icons to distinguish waypoints. You can then use the export function to export your routes and waypoints to a text file. Here is where the thinking comes in. You may need to convert this text file to the format used by your chart plotter. There are some tools to assist in this but I haven't tried any yet.
You can also use this software to create 8 x 10 chart packets for the boat with your waypoints showing to use as backup. This will create an overview chart with grids ID'd. There is then a new page for each grid section that is a larger scale. The scale is dependent upon the scale of the original raster chart. The final product is a packet that is approximately the same size and scale as the original. They look very usable for a backup.
It may not be the most sophisticated option but the price is right.
I have downloaded detail maps of south central coastal areas including Cook Inlet, Kodiak, Resurrection Bay Prince William Sound and the Juneau area.
On the same NOAA site you can download a PDF of the Coastal Pilot Series (9 for mainland Alaska) and find all the coves, bays and islands mentioned in th ebook on the charts. It is a good way to get a feel for an area while waiting for the snow to lift.
Feel free to email me if you would like further information.