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Welcome to the forum. I never owned a Harley so I can't help with your decision, but I can give you some things to compare. I looked your bike up on the HD site and it's really a nice bike. Looks like the price is around $19k without options. A base wing is around $22.8k but you can find them discounted to around $18.5k. The one I saw did not have a trunk like the Wing and I don't know if that's an option. Weight is listed at about 100 lbs less than a Wing. So the differences seem to start with more luggage space, more weight and a 6cyl vs. a V-twin.

For comfort and long distance traveling, if that is what you are looking for, I think the Wing is a better choice, especially if you are riding 2 up. I think wind management and protection is better on the Wing. If you more interested in looks, than the Road Glide is a better looking machine. If you looking for 200 - 300 mile days the Road Glide seems more than capable. If you're looking for days at 500+ I think the Wing is unbeatable. I also think the Wing is more nimble and sport like in its suspension than the Road Glide. I also think that accessorizing the bike is easier and less costly on the Wing. (But what's cheap these days).

So IMHO both bikes are great and it depends on what you are looking for out of your ride. Good luck with your decision whether you stay or change. Ride safe..
 
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