Thanks for the warm response everyone! Nice to know so many are prepared to lend a hand. Luckily, I think my neighbour will be able to accompany me so I have someone there with experience! The general idea seems to be employ some degree of common sense, making sure the boat is not actually fastened to the trailer and that the hole in the boat is actually plugged!! Nice to learn from mistakes, especially ones that you didnt make! Thanks for all the input everyone.
(oh yes, I am always willing for more info, so keep tips coming!