I'd be tempted to change the wheel bearings if you have not already. Plus a good visual inspection of the drive belt, in fact a good visual inspection of everything. 29000 ks is not that much so if your bike has been well maintained you can only really take your chances like everyone as to what might happen that is bad on a trip. I like to take a belt deflection tool with me on a road trip in case you get a flat and have to get a new tyre in a non Harley shop, at least you can set the belt at the right tension and its only a small tool.
I always check the wheel bearings on a tyre change and service, had one let go once, had only done 8k in a new wheel, not pretty, I change them as required.
Thanks for that, what I was looking for!. It is a great engine, and I do maintain it as required, service intervals 3-4K, will check wheel bearings on next tire change.
As has been said the wheel bearings are a must.
Ok will do!.
Get a quality Japanese set of bearings, not the HD ones.
I have a 2008 Heritage 72,000 k's agree with the wheel bearing comments, however I have no other issues the bike, it's always serviced as required ,the drive belt has been fine ,however that will depend on how and where the bike has been ridden, the cam chain tensioner's on a 96 are hydraulic and do not suffer the same wear rate as the earlier twin cams with the spring loaded set up. I have done several 5,000k + trips with no issues other than leaking master cylinders which is a common problem with most twin cams.