A Sena headset is not able to pair to the Harley Davidson Boom Infotainment system because that system was not designed by Harley-Davidson to be paired to Bluetooth headsets. That system is only able to work with wired headsets.
*Note: The Harley-Davidson has Bluetooth built into the system but it is only limited to pairing with a smartphone for listening to streaming music.
However, if you want to be able to communicate over a paired smartphone, the built-in CB radio system, the built-in intercom system and listen to music from a smartphone or the FM radio then you will need the Sena FreeWire for the Harley-Davidson. http://www.sena.com/product/freewire/
The Sena FreeWire allows you to communicate and listen to audio through the Harley-Davidson Boom! Infotainment System through a Sena Bluetooth headset wirelessly.