This video shows how easy to is to start a siphon.
I tend to fuel up using gas cans the boat tank, about 25 to 30 gallons.
So 5 or 6 five gallon cans, and I use a large funnel. But I have to lift, guide and be careful.
I was thinking siphoning from can to tank using two 1/2 inch clear plastic hoses.
Just blow on one and seal with a rag the can opening. And all the fuel will siphon into the tank from the can. The can will sit on the deck close to the tank fill.
1/2 inch tubing is like 20 cents a foot at Lowes.
Can use the clear polyethylene or the softer vinyl tubing.