Can you take the trolley from Clearwater Beach down to the south end of Sand Key?

Not the trolley but with your daily pass I took the bus all the way to John's Pass. It was quick and pretty painless.. the trolley driver stops at the bus stop. I think it runs every half hour but it seems like 10 to 15 mins even in the rain. I never even saw a red trolley cross to SAND KEY , but I don't live there and SELDOM take public transportation

Yes you can

Yes