Similar to J-Sea, I tend to fish only good days, between the 40-70 mile range, if I can find a buddy we buddy boat to add the extra level of comfort we double up. I am loaded as well. 20 gal of water, ditch bag, two hand held gps vhf's, one mounted vhf, HDS 5, 7 and Elite 7 HDI, all networked, radar, Sirius weather. Sat Phone, Epirb, Don't not sink bag, with everything needed to plug a hole (stay afloat), tools, volt meter, wire, hose clamps, fuses, zip ties etc. I also crafted up hoses that slip over thru hulls that are plugged at one end if the original hose is compromised. Life Raft. sea-anchor. Extra fuel filters, plugs, prop and pins, alligator clamp portable bilge pump, you can throw down incase the first two systems fail or cant keep up. Extensive medical kit, jump pack, extra battery, two anchors tons of rope. Extra Oil, 5 gal tank for kicker...leave behind a float plan with common routes and gps #'s, big thing is preventive patience, I am way anal but its piece of mind and I know every system on the boat with my eyes closed. I also start every trip with a safety minute, the crew knows where everything is, the plan incase **** hits the fan, with each having a responsibility, and at least one other person knowing how to punch in the home route and how to captain incase something happens to me.
Two things I think people overlook, have the vhf gps # to port programmed incase the plotters act up, that may be your last means of getting home, and know how to use a paper chart and compass to navigate.