Travel Specialist


Currently hiring:

If you love international travel, why not turn your passion into a career! InsightCuba, the leading tour operator in people-to-people travel to Cuba, and Masala Expeditions, a new division selling tours across the seven continents, is seeking sales driven individuals to join our successful team. Work from your home office and earn a salary plus sales commissions.

As an insightCuba travel specialist, you’ll work with some of the most talented people in the field providing Americans the unique opportunity to legally travel to Cuba on one of our many Cuba tours, as well as selling destinations in Asia, South American, Africa and more. As a trained expert, you’ll sell our tours to potential travelers as well as provide top-notch customer service.

If you’ve never been in the travel field, but would love to work with us, don’t worry- we’ll train you.


  • You’ll apply our proven sales philosophy and techniques to generate sales and increase your income.
  • You’ll take pride in providing outstanding customer service at all times.
  • You’ll have fun talking to guests on the phone, via email, chat, and by providing webinars and conference calls to prospective and registered guests.
  • You’ll help prepare each guest for their trip and share in their excitement.
  • You’ll take initiative and execute great judgment in resolving guest situations.
  • You’ll work as a team, sharing information, tools and strategies.


  • A desire and ability to work from your home office.
  • Sales experience a plus.
  • A great phone presence.
  • Great writing and computer skills.
  • Adaptable to change and ability to evolve and grow.
  • Great organizational skills.
  • Being able to use Microsoft Office Suite, Microsoft 360, and Salesforce preferred


    Annual salary is commensurate with skills and experience and ranges from $32,000 to $38,000 plus monthly commission.

    Your benefits include:

    • Full medical insurance including dental and vision coverage
    • An all-expense paid trip to Cuba on one of our tours
    • A 401(k) plan
    • 16 paid vacation days and 7 paid holidays
    • 4 days for sick leave, and more


    For consideration, please submit a cover letter sharing your favorite travel experience and what it meant to you and your resume to Please put Travel Specialist and Your Name in the subject line. For more information about insightCuba please visit us at

    InsightCuba is an equal opportunity employer and always employs qualified individuals based on job-related qualifications regardless of race, religion, color, gender, sexual orientation, marital status, national origin, age, disability, or any other classification protected under applicable federal, state, or local law.