Can you transport a 16' kayak on an 8' trailer with a 3 foot tongue for a short distance on local roads with about a 5 and 1/2 foot overhang? 

Can't see why not.  Hang a flag on the end  of the kayak.

I would say yes, with a flag tied to the rear end of the kayak!

IIRC, Title 39 (MV Statutes) say if the overhang is more than 3 feet you need a flag.

 

Thanks!  Red Flag Law?

Red flag on the end of the kayak should cover you.  I see guys who routinely have stuff hanging out more than 5 1/2 ft (contractors, plumbers, etc) hang that red flag out.  They would know.

 

Is that an african or european trailer?

8 hours ago, GRIZ said:

Red flag on the end of the kayak should cover you.  I see guys who routinely have stuff hanging out more than 5 1/2 ft (contractors, plumbers, etc) hang that red flag out.  They would know.

 

There's usuly a roll of red plastic sheets near the exit of home depot just for this purpose. 

1 hour ago, fishnut said:

There's usuly a roll of red plastic sheets near the exit of home depot just for this purpose. 

You are correct it doesn't have to be a "flag".  Tie on a red tshirt.

12 hours ago, tomk62 said:

Is that an african or european trailer?

African trailers are non migratory.