I hear the Heritage isnt good at two up from Touring bikers.
Guess what IT IS GREAT!!!! I prefer the Heritage personally to the Road King 2 up or any other way. Just tighten the shocks for 2 up and your fine. Though I would share my experience.
No offense to bagger owners, but I don't put a lot of stock into the opinions of the "I need a radio to ride" crowd. I made cross country trips on a Superglide with apes and a bobber seat, so I have a little different perspective. The Heritage is a fine scoot and does just fine 2 up for all of the owners I know and ride with.
Add an air tail without the compressor. When you go two up, just put more air in it when you fill up at the local gs station (or your own shop compressor).
After serveral 1000 mile trips, one 3,500 trip and one 7,024 mile trip, all two up and loaded with gear, I have to say the Heritage can hold it's own as a cruiser.
Tnicean