Dock Staff

Seasonal Dock Staff – Schooner Woodwind & Woodwind II

(Annapolis, MD)

The schooner Woodwind operation in Annapolis is entering an exciting new chapter as part of 59º North Sailing. While this role does not include sailing or responsibilities with the 59º North offshore program, it is a critical, front-line position that helps ensure safe, efficient, and welcoming dock operations for our vessels, visiting boats, and waterfront guests.

Dock staff are the connective tissue between the boats, the dock, the customer service team, and the hotel and restaurant partners. We’re looking for people who are comfortable working outdoors, enjoy being around boats and people, and take pride in keeping things running smoothly in a busy waterfront environment.

This is a seasonal position, ideal for candidates who enjoy hands-on work, variety in their day, and being part of a coordinated, professional dock team.

Dock Staff Responsibilities

Handle dock lines for Woodwind and Woodwind II

Assist with docking and undocking of visiting boats

Coordinate wharf-side space to accommodate commercial, transient, and overnight dockage

Collect payment for transient dockage

Assist Customer Service staff as needed

Assist Woodwind crew and maintenance staff

Support hotel and restaurant guests by providing information and assistance related to:

Schooner Woodwind

Water taxi services

Local area knowledge

Dock space availability

In emergency situations, be willing to adapt normal duties to help secure business property, assets, and/or vessel safety

Background & Experience

The successful candidate will have experience in boating, hospitality, and/or customer service, and will be friendly, organized, and safety-minded. Familiarity with dock operations and working around boats is strongly preferred.

Qualifications

The successful candidate will demonstrate:
Excellent oral communication skills

Knowledge of boats and standard docking practices

Ability to work outdoors for 10–12 hour shifts

Proficiency with knot tying

Alert, reliable, and consistent work habits

Ability to complete daily checklists and bi-weekly inventory checks

Openness to new ideas and ability to work as part of a team

Maryland Boater Safety Certification (must be obtained prior to employment start date)

Strong local knowledge of:
Annapolis

The Chesapeake Bay

Ability to count cash tips and report accurately during clock-out

Ability to lift and carry up to 50 lbs repeatedly

Ability to safely use a hand truck

Ability to catch and throw dock lines

Ability to load and unload a pickup truck

Strong ability to prioritize workflow in a dynamic environment

Physical agility to tie up boats to pilings and cleats

Comfort working closely with other employees in tight quarters

Comfort working around large groups of customers, restaurant, and bar patrons

Easygoing demeanor with the ability to remain calm and professional during conflict or high-pressure situations

Good time and space management skills

Compensation

Hourly wage: $15.00/hour, plus tips

Average hourly earnings of approximately $18/hour including tips

Work commitment incentive available for qualified employees

Additional Perks

Ability to bring friends and family aboard the Woodwind vessels when seats are available

Employee discounts at the restaurant at the Annapolis Waterfront Hotel

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Schooner Woodwind & Woodwind II are identical 74-foot sailing yachts available for public sailing and private charter departing from the Annapolis Waterfront Hotel.

Schooner Woodwind also manages and maintains the 360 feet of wharf side dock space (available for transient dockage) on behalf of the Annapolis Waterfront Hotel.

Since 1993 the Woodwinds have been a family-owned and operated company.

Offsite Office

1930-A Lincoln Drive, Annapolis, MD 21401 (Monday-Friday, 9-5)

Onsite Office & Boats

80 Compromise Street, Annapolis, MD 21401 (Everyday April 15-October 31)

Phone

(410) 263-1981

Fax

(410) 280-6952

Email

[email protected]

Web

www.schoonerwoodwind.com