We have a fitting in the drain plug hole with a length of hose permanently attached (and capped off) This hose is stowed in the engine compartment so that the end of it is well above the oil sump.
To change the oil we connect on one of those vacuum
pump oil reservoirs:
http://www.westmarine.com/webapp/wcs...allpartial/0/0)
to the hose,
pump up the vacuum and the oil runs cleanly into the
pump tank. We are pulling off the drain plug, the lowest point on the pan and it's a larger diameter hose than what can fit into the dipstick tube. Works well and there's no handling of oil other than dumping the self contained tank into the recycle tank.
Then for the oil filter I place an oversized plastic bag around it as I spin it off(ours is at an angle), any oil that runs out is captured before it hits the block or the bilge..