Two possibly boring stories.

I worked in a marina that had an above tank on land and over 150 feet of hose out to the end of the dock. On hot days the fuel would expand and leak out. I once pumped 10 gallons into a six gallon tank!

We chartered from ST Lucia and went to Grenada and back. The winds were frequently light so we had to motor a lot more than I like. The prop was also way too big so we couldn't get more than 1900 rpms out of the engine. Somewhere in the middle of nowhere close to a real marina I needed fuel badly but you had to get a "boat boy" to put it into a 50 gallon drum, bring it to you and hand pump it in. Besides the inflated price for the service I'm pretty sure, judging by how much the gauge moved, the amount I paid for didn't end up in our tank. Then he wanted a tip! Didn't get it.

Life involves risks, take some prudent ones (NOT with the BVI ferries)!