Guys weekend golf outing logo - not serious - fun

This is what No words. was looking for in their logo design

We need a logo design for an annual guys outing we have. It will be emblematic of common themes of the weekend. The idea I have is this: a worn and tattered pin flag with a lanky bird two fisting whisky and beer toasting with the blue girl hat on flag. pin stick is a torpedo shaped burning cigar with a cash cigar band, burning end up and the pin flag tied to it.
angle the cigar flag into a pin hole on a puddled green (down and distance) so the flag is prominent. I am uploading pics of the hat, a bird idea (would want it to be cartoonish, this is just to give idea of lanky shape and beak) and some pin flag ideas. There is also a stylistic idea I like, but I am not married to. I am open to creativity and if the designer would rather have the bird off of the flag with a cigar in his mouth and cash peaking out of his pockets and tending the flag so the bird is a more prominent piece, I am open to that too, in fact that may be the way to go with this.

I added additional pics… Read more