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Thinking of moving from my Vespa 300 to a Harley. Always wanted one. I live in S Florida. Ride locally, not on freeways. But with a Harley I would be willing to go on i95 etc. My wife loves to ride with me, so I would need a set up that works for two riders. Street 750 looks like it might work, but always thought I would get a Sportster. Any thoughts?
 

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Sportsters are top heavy, Streets are low center of gravity. I would think if you two are smaller to go with the street but if you are a taller couple (over 5'9") go with the sportster. I have not driven with a passenger yet but I think if each of you are over 5'9" and 150lb it would be sketchy. I'm 5'9 and about 165 and I wouldn't want to take anyone more than like 140. But I would feel much more comfortable if she was about 5'4" 120lbs blonde , green eyes , daisy dukes , and a 2 up seat reversed so she sits in front of me turned around.
 

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Thinking of moving from my Vespa 300 to a Harley. Always wanted one. I live in S Florida. Ride locally, not on freeways. But with a Harley I would be willing to go on i95 etc. My wife loves to ride with me, so I would need a set up that works for two riders. Street 750 looks like it might work, but always thought I would get a Sportster. Any thoughts?
My experience with 2 up is that it would work much better with an upgraded seat if you're going any distance. My wife was in tears from the pain of the thin seat they have on the back.

Handling wise, I felt fairly comfortable with her on the back.
 
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