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Boston Crawling is looking for fun, entertaining people to lead our History Tour Pub Crawls. As a Guide, you’ll take visitors from around the globe to 4 different historic taverns and provide a History Tour along the way.

The ability to memorize and present a script is important. Therefore we are looking for people with presentation backgrounds such as actors and teachers. However, this is not a requirement.

Joey Mantia et al. standing in front of a brick building


Our pub crawls run daily from 2:45 – 5:15pm and 6:45 – 9:15pm.

This is a part-time position with flexible scheduling. Ability to work weekday afternoons and weekends is a plus.


Guides earn a flat fee of $25 per tour and make more than that on tips from guests at the end of the crawl. On average, guests tip $5-$10 per person. We take groups of 1-12 people each crawl with larger numbers for private crawls.


You must be 21+ years old. Guides are also not allowed to drink while leading a crawl.


Great! Please contact us at [email protected]. Along with a resume, please submit a cover letter with the answers to the following questions:

  • What is your favorite Boston bar?
  • What is your favorite place to eat in Boston?
  • Where is your favorite place you’ve ever traveled?
  • What is your general weekly availability as it relates to our daily crawls at 2:45-5:15pm and 6:45-9:15pm?
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