Actors / Storytellers Needed to Lead Tours

Bobby's Bike Hike & Bobby's Kayak Tours, Chicago's premier tour companies since 2002, hires fun and energetic performers every year to join our year-round team of full and part-time Tour Guide Leaders. Imagine putting your performing and leadership skills to work while keeping in shape showing off the history and landmarks of our great city.

If you are:

  • A performer and, more importantly, a leader
  • Passionate about history, culture, and food
  • Able and excited to walk, paddle, or ride a bicycle several hours a day (at a leisurely pace)
  • Convinced Chicago is the greatest city in the world

Then Bobby's Bike Hike or Bobby's Kayak Tours could be a good fit for you! Previous guiding experience, an active lifestyle, and speaking multiple languages are strong pluses. But personality, passion, and charisma are the primary requirements. 

Why Bobby's Bike Hike & Bobby's Kayak Tours of Chicago?

Bobby's Bike Hike and Bobby's Kayak Tours are Chicago's premier tour companies for bike, walking, kayak, and food tours. We are proud to be consistently ranked as Chicago's #1 Rated Tour Company for the past 17 years on both Tripadvisor and Yelp. Our company culture is what truly sets us apart. We're excited to have you join our growing team of motivated tour leaders who are professional and fun, offering you an industry-leading training program to make sure you are ready to show off your talents and ability. Bobby's Bike Hike offers on average 50-55 tours per week during the busy season and offer both seasonal and year-round employment for all bike, walking, and food tour guides. Bobby's Kayak Tours offers on average 10-15 tours per week. 

Schedules are flexible.

Tours we offer: Bicycle Tours (March -- December):

  • Lakefront Neighborhoods Tour
  • Bikes, Bites, & Brews Tour
  • Westside Foodie Ride Bike Tour
  • Electric Bikes @ Night Tour
  • Old Chicago Gangster E-bike Tour
  • Museums & Parks BicycleTour
  • Bobby's 'Tike' Hike: Kid's Edition
  • Bobby's Fright Hike: Halloween Edition

Year-round Walking & Food Tours:

  • Chicago Favorites Food Tour
  • Bobby's Sweets & Spirits Dessert Tour
  • Chinatown Food & Culture Tour
  • Riverwalk Tour
  • Comedy & Craft Beer Walking Tour of Old Town
  • Holiday Hike: Season Sampling Tour

Bobby's Kayak Tours (April-October):

  • Chicago River Architectural Tour
  • Chicago River Historical Tour

How to Apply: 

For consideration, please email EMPLOYMENT@BOBBYSBIKEHIKE.COM your cover letter in the body of the email (no attachments please) explaining why you are the perfect candidate for this position.  In the same email COPY AND PASTE your resume and a photo showing your smiling face.



Basic Info
Deadline Type: 
Deadline or Post Expiration: 
Saturday, June 30, 2018
Contact Information
Contact Name: 
Brittany G
Contact Address: 
United States