Demo

Deckhand-Bartender

Classic Harbor Line Boston
Boston, MA Full Time
POSTED ON 6/10/2026
AVAILABLE BEFORE 12/5/2026

Job Title: Deckhand/Bartender, Classic Harbor Line


How to Apply: Submit résumé to employment@boston-sailing.com


Location: Rowes Wharf, Boston, MA


Employment Type: Full or Part-Time, Seasonal (Summer-Fall)


Compensation: $25-$30/hr ($17-20 DOE plus tips), exempt from overtime. Accrued PTO. Bonus for completing the season. Health/Dental Insurance available for full-time employees.


Description: Classic Harbor Line is a tour boat operator seeking fun, outgoing applicants to join our team. Our 120-foot motor vessel offers trips in Boston Harbor for public cruises and high-end private events. Deckhands are responsible for ensuring the safety and enjoyment of guests aboard the boats while providing them with excellent hospitality. Deckhands are also responsible for cooperating with the other crew members to prepare the boat for the day’s trips, welcome guests aboard, keep the vessel clean and orderly, and communicate with the captain. Deckhands act as bartenders and servers during trips and assist the captain with other shipboard duties such as docking.

  • Core Responsibilities:
  • Serve food and beverages both at the bar and to guests’ tables.
  • Amicably engage with guests. Be helpful and courteous.
  • Board guests safely and on time. Help them find their seats.
  • Assist captain with docking procedure and other maritime duties.
  • Clean and organize workspaces, stock supplies.
  • Required Competencies:
  • Safety-consciousness, situational awareness, proactive mindset.
  • Knowledge of standard practices for bars, restaurants, and hospitality.
  • Excellent communication skills- courteous, helpful and friendly.
  • Cooperative team-player, positive attitude, willingness to learn.
  • Physical strength and stamina to handle workloads.
  • Experience: Experience working at a restaurant, cocktail bar or aboard boats preferred.


    Required certifications (provided by company): CPR and First Aid. Enrollment in random drug testing consortium and pre-employment drug screening.


    Timing: Deckhands can expect to work shifts ranging from 4-12 hours long. A full day of work generally consists of three or four trips (between 1.5-3hrs each). There is usually at least a 1-hr period between trips in which the boat can be “turned around” for the upcoming cruise. Deckhands arrive to work 2 hour before the first trip departs and clock out about 1 hour after the last trip ends.


    Disclaimer: This job description is not intended to be comprehensive; the purpose of this job description is to provide a general overview of the responsibilities, priorities and functions of the deckhand position as well as the knowledge, skills and abilities needed to perform the job effectively. The deckhand position will require the employee to take on additional responsibilities, depending on situational changes. This description can be updated at any time, with or without notice.


    EEO Statement: Classic Harbor Line believes that all employees are entitled to Equal Employment Opportunity, and that the success of Classic Harbor Line is primarily dependent on you, our employees. We do not discriminate against employees or applicants for employment because of race, age, ancestry, creed, color, religion, gender, sexual orientation, pregnancy, unemployment status, gender identity or expression, transgender status, marital status, national origin, handicap, physical or mental disability, covered veteran and/or military status, genetic information, or any other characteristic as protected under applicable federal, state and local law. This policy applies to all employment practices of the Classic Harbor Line including, but not limited to, recruiting, hiring (or failure to hire), placement, promotions, transfers, training, compensation, fringe benefits, demotions, layoffs, and termination.

    Salary : $17 - $20

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