I haven't researched DSLRs but I'm sure whatever you get will be fine.
Definitely take a photography class- you'll learn a lot about composition and taking good pictures. Maybe some bits about editing. Once you learn the basics, it's a matter of patience and taking a lot of pictures, then evaluating what you took and what could make it better next time.
Beaches, parks, zoos- great places to take pictures and practice. Digital definitely makes it easier: not only can you delete anything that you don't like, but the feedback is instant or nearly so.
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Why cycling? Anything [sport] that had to do with a ball, I wasn't very good at.
-Lance Armstrong
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