Keith -
What type of outboard are you running? I just added an alternator & charging system to my 9.9hp Mercury that maintains the battery. Cost was roughly $120 for the kit. The ground for the engine is on the battery with the positive & negative battery cables, no need to create an additional ground.
When you're talking about maintaining power, using extension cords and an off the shelf battery charger you're getting into a sketchy situation when your boat is floating. Most of those chargers are meant to be in the garage and can short out if they get wet, you're playing with 120volt power and you need to make sure that use the appropriate equipment or you could kill yourself. Think of a hairdryer falling into a bathtub...
I always pull the batteries out and charge them out of the boat if using a plug in trickle charger. You can check each cell independently with a battery syphon that will tell you if a cell is dead, if not just make sure the cell has the appropriate level of distilled water in it and put it on a charge overnight. With commercial use, I generally get about 3 years out of a battery before it dies.
Additionally, an extension cord that you buy from Home Depot or Lowes isn't made to withstand the corrosion from salt and they are also not insulated properly for marine use. Many marinas will not allow you to use that type of setup if your boat is in the water - on land is a different thing. I'm not sure where you're sailing, maybe it's different there - but remember, a DC system is a lot less dangerous than an AC system and if you plan to hook up to AC power you best install a proper shore power system.
Here is a good instructional video on Shore Power
I would recommend looking into solar power, there are some great topics in the forum regarding solar power if you do a search. The best setup I've seen so far is the
"Sunsei Solar Grips" that can easily mount to your stern pulpit and with the right panels you'll trickle charge the batteries with no problems. You can also adjust the pitch to aim them at the sun as the day progresses or leave them fixed while you are off the boat to keep the batteries topped off. I'll be hooking this system up, the same as the photos in the bottom of the post:
Solar Battery Charging topic
If you look around, you can find solar panels pretty cheap:
Here is a link to Cheap Solar Panels and
Here is a great video on solar power options
I also use the small LED stick on lights like Joe and I replaced 1/2 the lights in the cabin with LED's hardwired. That along will save your batteries a lot if you aren't running interior lights or if you switch your lights to LED's, they use significantly less power.
Most of the info I found via searching this forum and watching the educational videos on westmarine.com, if you search for an item like "solar" they generally have a video that corresponds to the product which is very helpful.
Good luck!