That depends!
First, I would recommend that you verify anything you read here from some authoritative source, including the potentially wrong and life threatening advice I may give you! West Marine has excellent technical resources on this topic. Their information is based on the ABYC standards.Two things of immediate interest are Marine Wire chart and the Electrical Budget Worksheet that are found on this here:http://www.westmarine.com/webapp/wcs/stores/servlet/WestAdvisorListView?storeId=10001&langId=-1&catalogId=10001For your application your biggest current load may be the alternator to battery charging wire, connected to the B+ terminal on the alternator. Assuming a heavy duty alternator and external "intelligent" regulation, this could exceed 100 Amps. On my boat I have a 125 Amp alternator and I can see 100 Amps plus when I begin charging a bank that's down pretty far. Also, if you have a windlass, this can be a load in the 100 A neighborhood.Your shore power charger is probably not a big concern, as these are typically in the 10 A range. You still should make sure the wire is properly sized, and protected. A wiring system that is properly protected with fuses or circuit breakers should never cause a fire.I don't know where the supposed 80 Amp limit comes from, Benny, can you provide a reference? My friend's electric bow thruster on his 53' sailboat draws 750 Amps in use!Additionally, there is no "typical" allowable drop, it depends on the class of load. ABYC puts them in two classes, 3% and 10%. See the West Marine chart. Crimping is accomplished with - a crimper! There are several types, and for this wire size all are expensive. The least expensive is the one marketed by Ancor and sold in West Marine that you smash with a hammer to cripm: about $65.00. The one that looks like a bolt cutter is probably around $300. Maybe the boat yard can do it for you. At my yard they won't lend the tool, but if you bring the guy the wire he'll do it for free. If he has to go to your boat, it's $70/hr.I don't know what a "button connector" is.