You will get over 200,000 relatively care free miles out of the Honda. And as for looks - it’s the 21st Century. In ten years the Honda may look silly, but in twenty it will look like a classic. Nobody looks at a 2001 PT Cruiser nowadays and says “Wow, what a classic car!”
OTOH, the PT Cruiser was always an underpowered, form-over-substance POS. I'm not sure the latest iteration of Indian has that problem.
As Iâm 55, this would probably be the last bike Iâd ever own. I want to ride, too, not wrench. Reliability and low maintenance are key.
Or better to stick with the "Old Bike"?