If you have facebook, go check out the groups "Garage Bagger Stereo" and "Harley Davidson Bagger Stereo". Chris Lowe is the moderator for both, and with that budget, he will get you a set up that will scream going down the highway, no question about it! I had a budget FAR less than that, and I'm quite content.
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2013 RGU BBP. Detachable Tour Pack, aftermarket slip ons (no name), Wild 1 WO612s, Avon Cushion Grips, 13" Madstad, Kenwood Excelon x799, 8x DD Speakers (4x VO-M, 2x CXS 6.5, 2x B3), Diamond Micro 4v2 Amp.