If this were in the game then... oh, what the heck!
Top of personal wishlist: Great Lakes Super-freightor!
Specific ships:
Mesabi Miner
Paul R. Tregurtha (first pic)
American Century
Edwin H. Gott (second pic)
But if one was in the game, then the great lakes would have to be modeled too, or at least some locations like:
Duluth, MN
Two Harbors, MN
Whitefish Bay, Lake Superior
Straights of Mackinac, MI
Chicago, IL
Milwaukee, WI
Saginaw, MI
Cleveland, OH
Sioux Locks
But then that would call for a Great Lakes DLC, and that needs more ships:
Super Freighter (see list farther up)
Arthur M. Anderson (straight deck freighter)
Vista Star (excursion ship)
M/S Columbus (medium sized cruise ship)
Alder (USCG icebreaker)
SS Badger (long-distance lake ferry)
Esmeralda (1960's Chris Craft Cruiser yacht)
Blue Heron (research ship)
Great Lakes Trader (barge)
Grain ship