Sometimes the official gamemodes aren't enough! Me and my friend like to make up our own (stupid) stuff to do in free roam:
Does anyone else have funny little gamemodes that they made up?
I liked to take the carriage from the mines and use it as a raft down the river. If you park it backwards near the edge of the river where the terrain goes slightly downhill into the water, you can jump on the horses and then ontop of the carriage. Then shoot the horses and it will roll into the river. The current will push the wagon downstream and it will look like a raft. The farthest I've gone without getting stuck is from the island in the center of the map where the bridge is all the way to the railroad bridge.
You can also opperate the elevator in the mines if you shoot the lever in the building on top. I never got the opportunity to test it out with another person to see what happens when they get on the elevator from the very bottom, since the hole is boarded up. The elevator just goes through it, but a person will either go through it or fall through the elevator floor to their death.