The trolley leaves from the big building that houses The Villages Sales and Information Office at Lake Sumter Landing.
You need to go in and sign up for the trolley ride. It's a first come, first served basis. When we were there the trolley that was about to leave was filled, so we were 'booked' on the next one. They give you name tags so that the trolley driver and tour guide know you've signed up and they can keep count of how many have signed up so as not to overbook a trolley.
The trolleys leave about every 20-30 minutes and the ride last about half an hour. There is no charge and there are no stops along the way.
I highly recommend the trolley ride if you're new to The Villages.
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