Expert Tour Guide - Boston Opportunities

Context Travel
Boston, MA

Job Description

Job Description

Context Travel is always looking for great experts and licensed guides in cities around the world! If you think you fit the bill or know someone who does, please apply via our guide application here.

Context offers cultural and historical tours and activities led by deep subject-matter experts in over 60 destinations around the world. With coverage of lesser-known locales as well as main city sites, our expert guides take clients through in-depth, thematic topics to help them get to know a city more deeply. Context tours are designed to be the ideal environment for learning—they are conversation-driven experiences that are structured, but never scripted. From Paris to Tokyo to New York to Mexico City, we have a global network of architects, historians, food experts, ecologists, archaeologists, artists - and more - showing their cities to intellectually curious clients.

Join our global community of guides and experts and learn more about the benefits of working for an international travel company, a learning organization invested in sustainability and transformational travel.

Our experts work on a freelance basis, according to their schedules and expertise. There are no fixed hours per week. It's a great opportunity for Ph.D. students, professors, tour guides, or academic enthusiasts. We welcome applications from individuals with the following profession or expertise:

  • Architecture
  • Anthropology
  • Art and Art History
  • Archaeology
  • Food and beverage
  • History ( especially early American )
  • Sociology
  • Urban planning and/or environment
  • City specialists

Requirements

  • Applicants should hold a higher degree (MA or Ph.D.) in any of the above disciplines or an equivalent credential and/or have licensure to lead tours as required by cities or venues
  • An ability to connect with people of all ages is essential, and demonstrated experience working with or teaching children is a plus
  • Fluency in English (all our tours are led in English); bonus if you speak another language, especially Spanish, French, Italian, Portuguese, Russian, or Mandarin

Please apply directly by filling out our application form here.. You can learn more about Context by visiting our website, If you have specific questions about the role, please don't hesitate to email us.

Feel free to share this opportunity with others who you think might be interested!

Context Travel is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. If you have a disability or special need that requires accommodation, please let us know.

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Posted 2026-04-17

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