ZipRecruiter

Log In

1

Assistant Sailing Director Jobs (NOW HIRING)

Red Hospitality

Property Director

VI · On-site

$70K - $80K/yr

Supervises MOD's Hotel Concierge Staff Watersports Staff Sailing Staff Description of Duties ... Supervise safety aspects of all watersports policy and procedures * Assist with creating standard ...

Red Hospitality & Leisure

Supervises MOD's Hotel Concierge Staff Watersports Staff Sailing Staff Description of Duties ... Supervise safety aspects of all watersports policy and procedures * Assist with creating standard ...

Red Hospitality

Captain

HI · On-site

$25 - $30/hr

... * Assist guests with gear setup, including fitting and instructing on snorkel equipment. * Track ... Report all injuries and accidents to the Director of Marine Operations on the same day, with ...

SailFuture

Teacher

Saint Petersburg, FL · On-site

$38K/yr

... director, and therapist on youth goals and progress * Assist as a Residential Change Agent in the SailFuture Group Home 1x / week * Participate in one to three 45-day sailing journeys per year

SailFuture

Teacher

Saint Petersburg, FL · On-site

$38K/yr

... director, and therapist on youth goals and progress * Assist as a Residential Change Agent in the SailFuture Group Home 1x / week * Participate in one to three 45-day sailing journeys per year

Echo Global Logistics, Inc

$150 - $200/hr

We handle refrigerated and LTL needs by leveraging no sailing schedules, our nationwide network of ... As needed, assist the Sr. Director of Operations with day-to-day guidance for service center ...

New

previous page

Showing results 41-60

All JobsSports and Recreation JobsSports JobsSports Specialist JobsAssistant Sailing Director Jobs

Assistant Sailing Director information

What does an assistant sailing director do?

An Assistant Sailing Director helps oversee sailing programs, supporting the Sailing Director in planning, organizing, and managing sailing activities. Responsibilities often include supervising instructors, maintaining equipment, ensuring safety protocols are followed, and assisting with scheduling lessons and events. They may also participate in teaching, administrative tasks, and fostering a positive learning environment for participants. Ultimately, the Assistant Sailing Director plays a key role in ensuring the smooth and safe operation of a sailing program.

What are the main challenges an assistant sailing director faces during the busy sailing season?

During peak sailing season, Assistant Sailing Directors often face the challenge of balancing administrative duties with on-the-water supervision. Coordinating schedules, managing a team of instructors, and ensuring participant safety require strong organizational and communication skills. Additionally, adapting plans quickly in response to changing weather conditions or unforeseen events is essential. Successful Assistant Sailing Directors are proactive problem-solvers who thrive in fast-paced, dynamic environments while maintaining a positive attitude.

What are the key skills and qualifications needed to thrive as an assistant sailing director, and why are they important?

To thrive as an Assistant Sailing Director, you need strong sailing proficiency, leadership experience, and relevant certifications such as US Sailing Instructor or equivalent. Familiarity with fleet management software, safety protocols, and boat maintenance tools is typically required. Excellent communication, organizational skills, and the ability to motivate and mentor both staff and participants are standout qualities. These skills ensure safe and effective program delivery, participant satisfaction, and the smooth operation of sailing activities.

What is the difference between Assistant Sailing Director vs Sailing Instructor?

AspectAssistant Sailing DirectorSailing Instructor
CredentialsCPR/First Aid, sailing certifications, leadership experienceBasic sailing certifications, teaching experience
Work EnvironmentOversees programs, manages staff, administrative tasksTeaches sailing skills, conducts lessons, supervises students
Employer & Industry UsageYacht clubs, summer camps, sailing schoolsYacht clubs, sailing schools, summer camps

The Assistant Sailing Director typically has more administrative and leadership responsibilities, overseeing sailing programs and staff, while the Sailing Instructor focuses on teaching sailing skills directly to students. Both roles require sailing certifications and are common in similar environments, but the Assistant Sailing Director holds a broader managerial role.

More about Assistant Sailing Director jobs

What cities are hiring for Assistant Sailing Director jobs?

Cities with the most Assistant Sailing Director job openings:

What are the most commonly searched types of Sailing Director jobs?

The most popular types of Sailing Director jobs are:

What states have the most Assistant Sailing Director jobs?

States with the most job openings for Assistant Sailing Director jobs include:

What job categories do people searching Assistant Sailing Director jobs look for?

The top searched job categories for Assistant Sailing Director jobs are:

Assistant Sailing Director jobs near you
Infographic showing various Assistant Sailing Director job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 21% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution.

Property Director

Red Hospitality

VI • On-site

$70K - $80K/yr

Other

Posted 4 days ago

Job description

Overview
The Property Director will be the main conduit for guest facing services delivered by Cruz Bay Watersports. The scope of responsibilities will encompass, but not be limited to, managing retail and beach staff, managing Sail Academy, managing CBW Concierge Services, communication with Destination Club Concierge, communication with Hotel Executive Staff, communication with Catering, assisting with retail inventory, assisting with payroll and scheduling, assisting with staff training.
Schedule and Reporting
The Property Director reports to the CBW Management Team.
Supervises
MOD's
Hotel Concierge Staff
Watersports Staff
Sailing Staff
Description of Duties
Managing Watersports Staff
  • Organize and supervise daily operations
  • Supervise safety aspects of all watersports policy and procedures
  • Assist with creating standard processes for delivering watersports
  • Assign and delegate daily tasks to watersports staff
  • Approve staff schedules
  • Oversees boat provisioning
  • Assign staff member to Destination Club Members Reception
  • Ensure all CBW employee policies are being followed
  • Supervise maintenance and upkeep of watersports equipment
  • Make recommendations for equipment replacement
  • Create a team environment
  • Challenge and motivate staff to achieve sales, superior guest service and promote CBW
  • Management and oversight of Sail Academy

Managing Cruz Bay Watersports Concierge Staff
  • Organize and supervise daily operations
  • Ensure team members are well versed in CBW trips and offerings
  • Ensure team members are well versed in additional aspects of the islands
  • Train team members to deliver a high level of service to guests
  • Build team members rapport with Ritz teams
  • Manages all systems: (Fareharbor, Schedulefly, Slack, Shopify)
  • Train team members on Fareharbor

Communication with Ritz Carlton Concierge Staff
  • Daily brief of upcoming trips, cancellations, CBW business and announcements
  • Review and provide information regarding Fareharbor and processes
  • Guest resolution related to CBW trips, billing and retail room charges
  • Request monthly occupancy from Operations Managers on each property
  • Forward critical communications regarding guest or property information to Management Team
  • Attend Hotel Operations meetings as requested

Communication with Catering
  • Monitor and submit daily trip counts to Chef
  • Track and record trip counts to be submitted for billing
  • Problem solve immediate issues with incorrect food orders
  • Communicate with Chef on updates to menu options
  • Prepare monthly catering forecast for CBW Trips

Retail Inventory
  • Supervise and train staff on inventory policies for tracking, reporting and billing
  • Assist with inventory counts as requested by Finance
  • Communicate inventory needs to appropriate CBW staff members
  • Responsible for reconciling and maintaining Medicine Chest at Concierge

Payroll and Scheduling
  • Manage and report days worked, daily commission sheets, Ritz trip crew tips
  • Summarize monthly requests for time off and assist with creating schedules
  • Adjust schedule for call outs, emergency time off and reducing staff as needed

Staff Training
  • Responsible for obtaining and submitting Employee Paperwork to Director of Watersports
  • Responsible for Day 1-3 Staff Introduction and Training
  • Responsible for delegating training portions to supporting team members
  • Promoting and coordinating Brand Training with Human Resources
  • Assist with completion of Dinghy Training and record keeping of evolutions
  • Promote weekly/monthly staff training in all aspects of the Watersports Center, Sales, watersports and safety
  • Encourage upward mobility within Cruz Bay Watersports for staff members seeking additional opportunities

Minimum Qualifications:
  • Two (2) year degree from an accredited university in Hotel, Restaurant Management, Hospitality, Business Administration and/or related major OR least six (6) years of experience in the field
  • Two (2) years of Supervisory experience
  • Previous experience in customer service and/or equivalent work experience PLUS

Knowledge, Skills, and Abilities:
  • Must be able to walk on various types of surfaces including rough terrain, sitting, standing, maintaining balance, on the beach, in the water, and working alone.
  • Must be able to work various work settings such as exposure to sunlight and outside temperature.
  • Must be able to lift 50lbs.
  • Ability to establish and maintain effective working relationships with all persons contacted during the work.
  • Ability to read, interpret, and apply regulations and safe practices.
  • Ability to operate assigned equipment, read and interpret documents.
  • Ability to multi-task.
  • Ability to speak and write clearly and concisely.
  • Must be able to operate with little or no supervision.
  • Must be willing to work holidays, nights, and weekends.
  • Must have strong interpersonal skills and positive attitude.

Apply