Ollie the Trolley operates guided trolley experiences in Omaha, Nebraska. The company offers seasonal and specialty tours that combine local history, neighborhood lights, and recreational activities. Signature experiences include the Pickleball Trolley Tour — with two drinks, two trolley rides, and a professional pickleball lesson at Midwest Pickleball Club — as well as Halloween Lights Tours guided by the Omaha Halloween Yard Haunts group. Holiday Lights Tours run from the weekend after Thanksgiving and showcase displays installed by Brite Ideas. Haunted Cemetery Tours run every Sunday from September 21 to November 9 and feature newly trained Historians dressed as undertakers who present Omaha’s darker past, including stories about gangsters and historic brothels.
Tours depart from central Omaha locations and partner with local businesses such as Lucky Bucket Brewery and Beyond Golf for food, beverages, and activities. Each tour is structured as a two-hour experience except where noted, with curated routes, knowledgeable guides, and on-board narration. Ollie the Trolley focuses on accessible group outings that blend entertainment, education, and local commerce.
Customer safety and local collaboration are emphasized; tours work with community groups and contractors named in promotional materials. Booking information, schedules, and seasonal availability are published for each tour so guests can plan trips in advance. The business targets local residents, visitors to Omaha, and groups seeking themed outings that highlight the city’s attractions and neighborhood traditions. Reservations are available online or by phone, and tours accommodate private bookings, group rates, and seasonal scheduling for community events.