History Tour Pub Crawl Guide

Boston Crawling
Boston, MA

Job description

History Tour Pub Crawl Guide Position:

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 two and a half hour History Tour along the way.

Our Independence Pub Crawl of The Freedom Trail crawls in the Faneuil Hall area and covers Boston's colonial and revolutionary history.

Pay :

Guides earn a flat fee of $50 per two and a half hour 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.

Who We Are Looking to Hire:

Responsible, energetic, and outgoing people with passion. We want people who love going to bars, enjoy public speaking, and like to meet new people from around the world.

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.

Hours and Schedules:

We offer crawls twice a day, 7 days a week from 2:45pm-5:15pm and 6:45pm-9:15pm with additional crawls on Saturdays and Sundays from 11:45am-2:15pm.

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

Musts:

Must be 21+ years old.

Guides are also not allowed to drink while leading a crawl.

Interested?

Great! Along with a resume, please submit a cover letter with the answers to the following questions:

  • What is your favorite Boston bar?
  • Where is your favorite place you’ve ever traveled?
  • We offer crawls twice a day, 7 days a week from 2:45pm-5:15pm and 6:45pm-9:15pm with additional crawls on Saturdays and Sundays from 11:45am-2:15pm. What schedule are you looking for in consideration of our crawl times?
  • What experience do you have with memorizing and presenting a script?
Posted 2026-03-06

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