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GAP Talent

Group Director of Guest Experience – Luxury Caribbean Resorts

GAP Talent, Florida, New York, United States

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Group Director of Guest Experience Location:

Caribbean (full-time, on-site with relocation support)

Reports to:

Chief Operating Officer / Regional President

Region:

Latin America & Caribbean

Important:

PLEASE NOTE ***

This is a

full-time, on-site role

based in the Caribbean.

Although advertised as “hybrid / remote” (for U.S. visibility and to US applications on LinkedIn), the role requires relocation.

Candidates must have proven ability to relocate internationally and thrive in an expat environment.

About the Role We are seeking an innovative and visionary

Group Director of Guest Experience

to join a leading, publicly listed multinational hospitality group. This is a high-profile leadership role, responsible for shaping the future of guest experience across our luxury resorts in the Latin American and Caribbean regions.

As the strategic driver of guest engagement, you will oversee the design, delivery, and continual evolution of world-class guest experiences. Combining operational excellence with forward-thinking innovation, you will ensure our resorts remain at the forefront of the global luxury hospitality sector.

This role is based full-time in the Caribbean and includes a comprehensive relocation package, making it ideally suited for senior leaders with international hospitality or cruise experience seeking their next career-defining opportunity.

Key Responsibilities

Strategic Leadership:

Develop and implement a long-term guest experience strategy that sets new benchmarks in luxury hospitality.

Operational Oversight:

Lead guest experience functions across multiple resorts, ensuring consistent delivery of brand standards and seamless integration across F&B, recreation, wellness, entertainment, and front-of-house.

Innovation:

Anticipate future trends in luxury hospitality and introduce innovative experiences that enhance guest satisfaction, loyalty, and brand differentiation.

Regional Management:

Provide leadership across the Latin American and Caribbean portfolio, tailoring experiences to reflect local culture while maintaining global brand consistency.

Team Development:

Build, inspire, and mentor a diverse international team, fostering a culture of service excellence and continuous improvement.

Guest Insights & Analytics:

Leverage guest feedback and market insights to identify trends, measure success, and adapt programs to evolving expectations.

Collaboration:

Partner with corporate leadership, resort operations, and marketing teams to deliver integrated guest experiences aligned with brand positioning.

Brand Representation:

Act as a visible ambassador for the group, representing the guest experience vision at industry events, within resorts, and to key stakeholders.

Qualifications & Experience

10 years’ leadership experience in luxury hospitality, with large resort or cruise industry experience essential.

Proven track record of developing and executing guest experience strategies at scale.

Strong operational expertise combined with the ability to innovate and reimagine guest engagement.

Experience working across diverse cultures, ideally within the Caribbean and Latin America.

Demonstrated ability to lead international teams and manage multi-property operations.

Exceptional communication, cultural awareness, and leadership presence.

Bachelor’s degree required; Master’s degree in Hospitality, Business, or related field preferred.

Compensation & Benefits

Attractive, tax-efficient executive salary package.

Full housing and relocation support in an expat-friendly Caribbean location.

Vehicle allowance.

Private international medical insurance.

Expatriate benefits package tailored to ensure a seamless relocation.

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