Employment Opportunities


Portland Discovery Is The Best Place to Work On Land or Sea!


We are hiring for the following positions for the upcoming season. Get in touch to join our team!

Trolley Driver/Guide: Full & Part Time seasonal (May- October).      Trolley Guide on Tour

This position requires a CDL (Commercial Drivers License) with a passenger endorsement. Ideal candidates will have a passion for history and the city of Portland, as well as the gift of gab! Must be at least 25 years old and have at least 2 years of commercial driving experience.




Boat Captains: Full & Part Time Seasonal ( May – October).

The ideal candidate for a Captains position will be an experienced boat handler with great leadership abilities and excellent people skills. This person should be prompt, courteous, well mannered and organized. The candidate shall hold a U.S.C.G 100 Ton Masters License, FCC radio operators permit, TWIC card, and current First aid and CPR certification.

Seasonal Deckhand/Tour Guide: Full Time Seasonal (May – October)

Portland Discovery Land & Sea Tours is looking for deckhands/tour guides for our passenger boat operation on Casco Bay.  If you enjoy history and are an entertaining public speaker this may be the job for you!  Deckhands on board our boats have many responsibilities including giving the tour, basic bar tending, cleaning, line handling, and providing excellent customer service.  Qualified candidates must be at least 21 years old, able to pass a drug screen, have the ability to lift 50 lbs. and work at least part time through October.   Spend your Summer on the water with us!

Ticket Sales Staff: Full & Part Time Seasonal ( May – October).

An engaging personality is a must for this position working outdoors at our Commercial Street ticket kiosks.  If you are friendly, outgoing and have the ability to sell you will thrive in this position. Previous sales experience is helpful but it is not required. Some of the typical daily duties include selling tickets,boarding boats and trolleys and handing out brochures and describing our tours to potential customers all while providing exceptional customer service.

Customer Service/ Office Assistant: Full & Part Time Seasonal ( May – October).

If you enjoy a fast paced office environment and can multi-task while providing excellent customer service, this is the job for you.  Job involves answering customer calls and emails as well as taking individual tour and group charter reservations. Must be able to work weekends.

Please submit your resume and letter of interest to info@portlanddiscovery.com or call 207-774-0808

Covid-19 Message To Our Customers

Dear Valued Customers,

The challenges of providing a safe experience for our customers, staff, families and our community due to Covid-19 have caused us to make the very difficult decision to not operate our tours for the 2020 season. All customers who had previously booked tours or charters with us for the 2020 season will receive a full refund.

We will be back in 2021 to warmly welcome you aboard our tours. See you next year!