Ahh, nothing better than going out to any local lake or river with a long ramp. Bring an adult beverage or two and a lounge chair...GREAT fun.
Things I saw this summer...
Guy backing down ramp with shortest line although his boat was at different ramp and couldn't understand why 50 boats had a hard time getting out of his way.

Guy that managed to actually hit 4 boats trying to get to the ramp.

2 guys proud of buying their first sled (used) only to discover after being on the water for a couple hours that they had no clue how to get it back on the trailer in a river. Figuring that the boat had to be lined up straight before floating over the trailer, they put it on the trailer doing about 25 mph. Never knew you could park a sled perpendicular to the way its supposed to be on the trailer. It was on the trailer but I think the road was a little narrow for an 18 foot sled to go home sideways.

Saw a boat slide off trailer just beautifully with the exception of being 30 feet from the water.

And the really fun one... icy ramp, people in a hurry, 2-wheel drive. Chevys don't float. Now its been proven.