Head of Entertainment, Cruise Director

Department: Activity Team

Employment Type: Fixed Term Contract

Description

Set a course for adventure with Princess Cruises!As one of the world's leading cruise brands and an employer of choice in the industry, Princess Cruises offers exciting career opportunities aboard a fleet recognized for exceptional guest experiences and innovation at sea.Our teammates represent more than 60 nationalities and bring diverse talents, perspectives, and experiences to life every day. Together, we create memorable moments for guests while building rewarding careers in a supportive, inclusive, and globally connected environment.At Princess Cruises, we are passionate about delivering exceptional service and creating unforgettable experiences. We are looking for individuals who share our commitment to excellence, thrive in a team environment, and take pride in making a positive impact on our guests and fellow teammates.As part of the Princess family, you'll enjoy competitive benefits, professional development opportunities, international career pathways, and the unique opportunity to explore some of the world's most breathtaking destinations.Key Responsibilities

Lead, mentor, and develop a diverse Entertainment and Activity team, setting clear expectations and ensuring all teammates consistently deliver a guest experience that reflects Princess Cruises’ brand standards and values.; Act as the onboard Brand Ambassador and primary entertainment host, confidently fronting major guest-facing events, shows, and activities with a charismatic, engaging, and professional stage presence.; Design, plan, and oversee the daily and voyage-long entertainment and activities program – including Youth and Teens, Guest Activities, Onboard Media, Enrichment Programs, Production Services, Music Services, and Guest Entertainers – ensuring it is well-balanced, inclusive, and aligned with the guest profile and itinerary.; Champion the MedallionClass experience by embedding its products, services, and applications into the entertainment program, driving adoption through training, coaching, and role-modelling.; Foster a personalised, guest-centric culture by actively engaging with guests, identifying opportunities to reduce friction points, and collaborating with Entertainment Managers to tailor and enhance experiences that exceed entertainment targets.; Oversee the quality, consistency, and delivery of all entertainment products and experiences, using guest feedback, Net Promoter scores, and operational KPIs to continuously improve performance.; Partner closely with shipboard leadership and cross-functional departments to align entertainment programming with wider onboard initiatives, brand campaigns, and operational requirements.; Manage departmental budgets, costs, and inventory in line with company guidelines, identifying opportunities for cost efficiencies without compromising the guest experience.; Conduct regular meetings and maintain strong collaboration with the Technical department to prioritise, coordinate, and follow up on repairs, maintenance, and technical readiness for all entertainment venues and equipment.; Communicate company updates, strategies, and performance results to the Entertainment team through effective briefings and use of onboard technology, ensuring clarity, alignment, and engagement.; Promote and uphold a safe, secure, and healthy working and guest environment by adhering to and championing all Health, Environmental, Safety, and Security (HESS) policies and procedures.; Skills, Knowledge & Expertise

Extensive experience planning, organizing, and delivering large-scale events, activities, shows, and theatrical productions, ideally in a cruise, resort, or hospitality environment.; Exceptional stage presence with a confident, charismatic, and energetic hosting style that feels natural, engaging, and easy to watch, with the ability to adapt tone and approach to diverse audiences.; Proven leadership experience managing large, diverse, and multicultural teams, with a track record of coaching, motivating, and developing others to deliver outstanding guest experiences.; Strong commercial and operational acumen, including experience managing departmental budgets, controlling inventory, and making data-informed decisions using KPIs, guest feedback, and Net Promoter scores.; Excellent communication and interpersonal skills, with the ability to build rapport quickly, influence stakeholders, and represent the brand confidently in all guest and teammate interactions.; Highly organized and resilient, with the ability to manage multiple concurrent events and priorities in a fast-paced, live entertainment environment while maintaining high standards of quality and safety.; Sound understanding of health, safety, and public health standards within an entertainment or hospitality setting, with a commitment to upholding HESS protocols and company policies.; Comfortable working with entertainment technology, audio-visual systems, and digital tools used to plan, promote, and deliver onboard entertainment experiences (training can be provided where required).; Culturally aware, inclusive, and guest-centric mindset, with a genuine passion for creating memorable experiences and surprising and delighting guests from around the world.; Professional appearance and demeanor, with the confidence to act as a visible ambassador for Princess Cruises at all times.; Job Benefits

Embark on a career adventure like no other! As part of the Princess Cruises team, you’ll enjoy:

A competitive salary package.; Your own comfortable single cabin - your private space to relax and recharge.; Company-paid travel to and from the ship, so you can focus on the journey ahead.; Access to exclusive areas and benefits onboard (depending on the rank and occupational group).; A vibrant recreation and welfare program designed to support your well-being and work-life balance.; Access to exceptional learning and development opportunities to grow your skills and advance your career.; The chance to travel the world, exploring exciting destinations while doing what you love.; A welcoming, inclusive, and dynamic work environment where your contributions are valued.;

Join us and become part of a global team that’s passionate about delivering unforgettable experiences—both for our guests and for one another.