When you click on links to various merchants on this site and make a purchase, this can result in this site earning a commission. Affiliate programs and affiliations include, but are not limited to, the eBay Partner Network.
I started back riding with a Sportster. It was about 3 months and I was on a Street Bob. Less than a year later I added an Ultra. Love em both. I spent a bunch of money on the Nightster but it it wasn't a big twin.
I love my 48 with a 3.3 gallon tank. Each to their own but I love it. I've heard people comment that it ain't a big twin or this or that but... I have yet to be able to hang with anyone. My dad rides a wide glide and a Kawasaki voyager and he loves riding mine.
My vote is the Superglide, try to stay with stock as much as possible. You want an unmolested blank canvass.
I don't like the mods on two of those Sportsters, modifications add nothing to the value of a bike at time of sale. Mods also tell a lot about who the previous owner is.
7 Surprising Harley-Davidson Products that Are Not Motorcycles
Slideshow: The bar-and-shield logo shows up on far more than motorcycles, some of the company's most unexpected products have nothing to do with riding.
Slideshow: From the troubled AMF years to modern misfires, these bikes earned reputations for reliability issues, questionable engineering, or disappointing performance.
Crazy Bunderbike Build Looks Amazing, But Is It Impossible to Ride?
Slideshow: The Swiss custom shop has taken a Harley Softail and stretched it into something so long and low that it looks closer to a rolling sculpture than a conventional motorcycle.
Engraved Rebellion: Inside Bundnerbike's Glam Rock II
Slideshow: A standard cruiser becomes an intricate metal canvas in the hands of a Swiss custom house known for pushing Harley-Davidson platforms far beyond their factory brief.
Slideshow: Harley-Davidson's challenges aren't abstract; they show up in dropping shipments, shrinking dealer traffic, and strategic decisions that aren't yet translating into growth.