At Shoreline Sightseeing, our Mission is to provide the best possible Chicago experience for residents and visitors. That means that every customer enjoys not only our terrific tours and taxis, but are also “wowed” by our service, our attention to detail, our flexibility, and our extensive Chicago knowledge. If you have that enthusiasm, knowledge and talents, we want you on our team! We are currently accepting applications for the following positions, except where noted. To apply for employment with Shoreline Sightseeing please choose from the following options:

  • Complete and submit the online application.
  • Print out the application, enter the information required, and fax it to (312) 464-6437 or email it to

Please note that Shoreline Sightseeing is a drug-free organization, and that all employees are subject to pre-employment testing as well as random drug tests!

Open positions:

Ticket Agent

Ticket Agents operate our point-of-sale systems in our ticket booths. Ticket agents help guests have an overall enjoyable “Shoreline Experience” whether selling tickets, giving directions to their next choice of attraction or simply delighting our guests with a smile. Basic computer and math skills are required. Duties include:

  • Implementing an understanding of company equipment and software
  • Perform point-of-sale duties in an efficient and timely manner while maintaining a high level of Guest Service
  • Collect methods of payment and dispense change; maintain an accurate cash drawer
  • Be familiar with our products, packages, prices, and routes Engaging with guests and provide a memorable experience
  • Suggesting additional items to Guests to meet their interests or needs
  • Understanding daily operations

Greeters are the face of Shoreline. They raise awareness of Shoreline and draw in potential guests. With a bright, enthusiastic demeanor, Greeters insure that guests are matched with their desired product by describing the offerings clearly and succinctly. Greeters should posses a wide & deep knowledge of Chicago, as the service they provide guests includes not just Shoreline’s offerings, but giving directions & suggestions to enhance our guests’ complete experience. Greeters duties include:

  • Engaging guests and potential customers in a fun, interactive way
  • Communicating clearly and effectively
  • Closing sales
  • Maintaining order around ticketing booths & kiosks.

We are seeking motivated, outgoing, friendly and professional team players to join our Imaging team as a Photographer! Our photographers on our imaging team take and sell our souvenir photos to our guests at all of the Shoreline Sightseeing tour boat locations. Photographers help guests have an overall enjoyable “Shoreline Experience” by capturing their experience in photographs that can be purchased at our docks. This position is ideal (but not limited to) for those that may have an intricate eye and passion for photography–a great addition to a photographer’s resume! Duties include:

  • Engage with guests and provide a memorable experience
  • Taking quality souvenir photographs for our Shoreline Sightseeing guests
  • Facilitating sales by helping guests through the viewing and purchasing process
  • Providing Customer Service support with current and past orders, and helping to maintain/resolve customer service issues

US Coast Guard-certified Captains operate all Shoreline vessels. In order to be considered for a Captain position, applicants must have a current 50/100 ton Masters License, FCC Marine Radio Operator’s Permit, CPR/First Aid certification and their TWIC. In addition to this, excellent management/leader skills are a requirement of employment, to be able to delegate responsibilities to crew members and co-workers. A Captain-applicant must have an understanding of shipboard systems, USCG regulations and the flexibility to work both weekdays and weekends, holidays, as well as both daytime and nighttime shifts. While previous tour boat captain experience is preferred, some training is in place to allow for those less-experienced with this specialty.


Deckhands assist the Captain with operating all Shoreline vessels. They are required to undergo specific training and serve on a probationary status while their aptitude is assessed. Deckhands maintain the safety and appearance of the vessels. Specifically, deckhands are expected to meet minimum physical requirements, be familiar with the location of all equipment on board the vessel and demonstrate the ability to respond to emergency situations. Additional drills and training will be performed in a pre-set timetable with the expectation of the position of senior deckhand being obtained. Deckhands maintain the safety of Shoreline’s guests as well as interact with them before, during, and after the voyage. United States Coast Guard requires ALL marine crew to be United States citizens.


A Docent at Shoreline Sightseeing provides a live narration of Shoreline Sightseeing’s 75-minute Architecture tours. The ideal candidate for a guide has excellent public speaking skills and is able to quickly learn the required information given on the tour. Ideally, candidates will have prior guide or docent experience. As a direct representation of the company, this role requires the development of timely and effective communication to provide the best possible experience to all residents and visitors. It is especially desirable for a guide to have qualities that would allow them to improvise during a tour in addition to conveying accurate information in a way that is both educational and entertaining.


Bartenders are responsible for serving refreshments to passengers on board and alcohol to those legally of age. They are also responsible to the general upkeep of their work area and to report to the bar manager regarding inventory needs and shift issues. Bartenders are required to undergo deckhand training as they are considered Marine Crew.

Fleet Mechanic/Marine Tech.

Fleet Mechanics and Marine Technicians at Shoreline Sightseeing are responsible for maintaining the fleet of sightseeing boating vessels. Ideally, candidates will have skill sets that may include, but are not limited to; diesel mechanics, AC and DC voltages, electronics, welding, hydraulics, plumbing, pneumatics, and power generation. Applicants should be mechanically inclined, hardworking and motivated.