I have been on Ollie the Trolley a few times, for a wedding, for a Christmas lights tour, and most recently, for the Haunted Cemetery Tour around Halloween.
The trolley was the same as always, with wooden bench seats, widows that were cracked a little as it was a hotter October day, and an intercom for the commentary that was barely audible (they definitely need to get that fixed).
We were able to bring our own coolers with drinks, etc which I thought was a nice touch. I'm not sure if other tours allow you to do this or not, depending if they have any partnerships with any food and drink vendors.
Our driver and tour guide were wonderful and nice, I just wish we at the back could hear a little bit better. We asked questions at the stops we made and they were totally willing to repeat things they had said on the intercoms.
The cemeteries we visited were the Hillcrest/Westlawn, the Prospect Hill/Pioneer Cemetery, the grave of Anna Wilson (of Wilson and Washburn), and the Offutt Manor which is said to be quite haunted. We also drove by several points of interest and heard a little commentary about those places as we passed.
I know Ollie the Trolley is an Omaha institution, and most every local has probably ridden on Ollie or one of his siblings (Molly, Polly, etc), as they've been around since 1985.
It's a fun afternoon activity if you do one of the tours or for a wedding or event, just don't expect to have super comfy seating or be able to hear the commentary unless you're super close to the front. read more