With how you say you will be riding, a 1200 would be perfect. Like someone else said its all in your comfort. Riding becomes an addiction and if you go too small you will be disappointed with a HD. I'm am gonna throw up a bit, but Honda makes some pretty nice rides too man. The Goldwing is like a damn Caddy.
The Sportster is an awesome bike and I know plenty of brothers who have modified them for their Club bike for getting to point a to b in a hurry. If you are planning on dropping 500 mile plus at a time a cruiser is much more comfortable.
Again it's up to the individual, and what makes them comfortable and safe.
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