Entertainment Director

Department: Entertainment

Employment Type: Fixed Term Contract

Reporting To: Hotel General Manager

Description

The Entertainment Director leads all aspects of onboard entertainment, setting the standard for quality, communication, and team culture. This role requires a confident and thoughtful leader who can manage complex operations, guide a diverse team, and collaborate effectively with other shipboard leaders.

The ideal candidate brings a calm, collaborative approach to leadership, fostering an inclusive and high-performing team environment while effectively partnering with senior officers and department heads. As the face of entertainment onboard, the Entertainment Director is not only responsible for the guest experience—but also for building strong internal relationships that support consistency, clarity, and excellence across the operation. 

Key Job Responsibilities

Every job requires flexibility; however, your Key Job Responsibilities are to:

• Provide a superior show-going experience that meets the company’s artistic, technical, and operational standards, including presentations in the World Stage. 
• Tour manage the ship’s Performers, Presenters, entertainment vendors, and Charters, providing exemplary care and services through honed communication and intelligent leadership. 
• Manage the entertainment team, driving employee retention and promoting professional development. 
• Manage the daily performance and presentation schedule. 
• Oversee daily programming and cruise arc guaranteeing the optimum guest experience over the course of each voyage while maintaining brand procedures and expectations. 
• Oversee entertainment inventory by ensuring stock, replenishment, repairs, and storage organization are timely and appropriate for the success of the onboard entertainment operation. 
• Manage accommodations for entertainment team, Performers/Presenters, and contractors/vendors. 
• Complete managerial tasks related to the administration of your entertainment team, including time & attendance oversight, in-port manning schedules, performance evaluations, etc. 
• Maintain compliance with all health, safety, security and environmental policies of the Company. 
• Display impeccable dress sense and appearance and ensure the entertainment team does the same in accordance with the House Rules.

Desired Skills

Minimum Requirements:

• Bachelor’s degree in a related field (entertainment, hospitality, management, or similar) or similar work experience.
• Minimum 5 years of entertainment leadership experience, preferably in a shipboard or resort environment
• Proven ability to manage complex live entertainment operations and diverse teams in a fast-paced environment
• Strong leadership, communication, and administrative skills, with a commitment to guest service and brand standards
• Proficiency with Microsoft Office Suite and experience with digital scheduling, programming, or communication tools

Preferred Experience:

• Prior experience as an Entertainment Director, Cruise Director, or equivalent leadership role in a premium or luxury cruise or hospitality brand
• Demonstrated success managing team development, morale, and retention in an international, multi-departmental environment
• Ability to think strategically while handling operational details and logistics under pressure
• Experience leading multi-venue programming and collaborating cross-functionally with hotel and revenue teams
• Familiarity with international performers, presenters, and vendor relations