Q: I have a flag with my boat logo on it and another with the logo of my beverage of choice on it. Am I allowed to fly those under Class Rule 2.8?
A: You can under certain conditions. Generally speaking, you can fly whatever flags and display any advertising you want if you are not racing. CR 2.8 applies to boats and competitors while racing. CR 2.8 also invokes World Sailing Regulation 20. There may be other rules for the event which limit advertising.
Regulation 20 allows the Organizing Authority of an event, in the Notice of Race, to require supplied bow numbers, backstay flags, and other event advertising to be displayed at all times. Also, Regulation 20 sets aside certain portions of the boat for specific stake-holders, such as the organizing authority, sailmaker