Specialty Tours

Since  Ollie the Trolley’s mission is “all about fun”,  our tours all create fun experiences. Take your guests on a memorable ride to your special occasion or event:

  • Birthdays
  • Engagement
  • Anniversaries
  • Reunions (Family and Military)
  • Bar/Bat Mitzvahs
  • High School Proms
  • Sporting Events transportation
  • Shop Til You Drop
  • Wine Tours & All that Jazz
  • Breweries – beer, vodka, whiskey and rum tours
  • History – Omaha History
  • Pony Express – Wild West Reenactments
  • Holiday Lights
  • Halloween
  • St. Patrick’s Day


  • Jazz on the Green
  • Summer Arts Festival
  • Taste of Omaha
  • Wine Tasting Events
  • River’s Edge Park in Council Bluffs
  • Groundhog Prom

We provide unique to Omaha transportation for your corporate travelers. We can drive them to the convention center, or to a favorite restaurant. We can also offer themed tours that include Wild West, Omaha history and Smooth Jazz.

  • Corporate Anniversaries
  • Annual Meeting
  • Special Events

EVENT PLANNERS – A One-of-a-Kind Experience
When you need creative transportation for your meetings, conventions, company parties, etc., let us provide a unique experience and a great time for your group. The nostalgic vibe that comes with riding an open-air trolley fitted with wooden benches create memories and fun for our in town and out of town guests.

  • Corporate Events
  • Organizational Events
  • Resorts/Hotels

Our holiday lights tours are a cherished holiday tradition! We begin booking these tours in the summer. The tours start running the weekend after Thanksgiving. We partner with companies that plan and display lighting for many decorated homes in Omaha! This tour adds a festive touch to the holiday season.

For Private Rental:

Please email us at info@olliethetrolley.com for a private rental quote!

Our pricing is dependent on size of the trolley and day of the week!

We have set times for our private rental Holiday Lights Tours.

Our private rental time slots are:
Monday through Thursday
7:00-9:00 p.m.

5:30-7:30 p.m.
8:00-10:00 p.m.

Saturday and Sunday
5:00-7:00 p.m.
8:00-10:00 p.m.

For Individual Reservations please click below: