Shore Excursion Manager Jobs in Florida (NOW HIRING)

Awarded World's Best Small Ship Cruise line, Windstar Cruises is known for intimate yacht style experience and unique voyages to the world's best small ports and hidden harbors. Its three sailing yachts and four all-suite yachts carry just 148 to 342 guests and cruise around the world. Our mission is to imagine and deliver personalized and immersive experiences 180 degrees from ordinary. We enrich people's perspective through inspired travel.

Our Mission: Enriching Lives Through Travel

Our Values: Guest Obsessed, Open and Inviting, Fun-Loving and Focused, Light-Hearted and Genuine, Casual Yet Polished, Safe and Responsible.

Job Summary:

The Manager, New Experience Development is responsible for converting approved products and concepts into operationally executable, highquality guest experiences delivered seamlessly onboard and ashore. This role owns the delivery design, pilot execution, and operational readiness of new experiences, ensuring they are scalable, repeatable, and successfully adopted across the fleet.

As part of the cross-functional New Experiences Task Force, the Manager partners closely with Product Development, Marketing, and Operations teams to translate approved product definitions into detailed execution models. This role is accountable for how experiences are delivered once approved-balancing guest value, crew usability, and operational discipline.

Experience Operational Design

• Translate approved product concepts into detailed delivery and activation models, including staffing requirements, service flows, venue usage, equipment needs, training inputs, and standard operating procedures.
• Ensure experiences are executable within existing shipboard and shoreside operations while maintaining brand and service standards.
• Identify operational dependencies, risks, and constraints, and work with stakeholders to resolve them prior to launch.

Pilot Planning & Execution

• Lead endtoend planning and execution of experience pilots onboard and/or ashore.
• Coordinate timelines, crew readiness, training inputs, supply chain needs, and crossdepartment participation.
• Ensure all participating departments (F&B, Shore Excursions, Entertainment, Spa, Retail, Guest Services, Training) are prepared and aligned for pilot delivery.
• Act as the primary operational lead during pilot execution.

Operational Validation & Feedback

• Capture and assess pilot results, including guest feedback, crew feedback, execution challenges, and operational performance indicators.
• Document learnings, risks, and required adjustments to delivery models prior to fleetwide rollout.
• Partner with Product Development and Commercial teams to share operational insights that may inform future refinements-without redefining the core product.

CrossFunctional Coordination

• Serve as the Hotel Operations execution liaison to Product Development and Marketing once concepts are approved.
• Ensure stakeholders understand delivery requirements, timelines, readiness needs, and operational impacts.
• Coordinate execution handoffs between shoreside planning teams and shipboard leadership.

Fleetwide Rollout & Readiness

• Build scalable delivery frameworks for fleet deployment.
• Develop training materials, readiness plans, execution standards, and supporting documentation.
• Support shipboard leaders during early rollout phases to ensure consistency and confidence in execution.

PostLaunch Optimization

• Monitor early postlaunch performance related to delivery quality, guest satisfaction, and crew execution.
• Identify opportunities to streamline processes, reduce friction, and improve repeatability.
• Recommend operational refinements as needed to support sustained success.

Success Measures

• Seamless pilot execution and ontime activation of approved experiences.
• Consistent, highquality delivery across ships and markets.
• Guest satisfaction uplift related to experience execution and service delivery.
• Smooth shipboard adoption, including training completion and crew confidence.
• Reduction of operational issues, rework, or disruption during rollout.

• Experience in hospitality, cruise operations, guest experience design, or operational product delivery.
• Demonstrated success leading crossfunctional initiatives in complex operational environments.
• Handson experience launching, piloting, or scaling new guestfacing products or services.

Skills & Capabilities

• Strong project management and execution skills with the ability to manage multiple stakeholders and timelines.
• Operational mindset with the ability to troubleshoot, adapt, and solve problems in real time.
• Balanced approach combining creativity, operational realism, and financial discipline.
• Exceptional communication and influence skills across both shoreside and shipboard teams.

Preferred Qualifications

• Cruise industry or shipboard operational experience.
• Experience working with segmented guest strategies or differentiated experience portfolios.
• Familiarity with change management, training design, or service design methodologies.

Work Environment & Physical Requirements

• Officebased with periodic shipboard travel required for pilots and launches.
• Ability to manage highvisibility initiatives under tight timelines and evolving requirements.
• Requires extended periods of collaboration, planning, and operational coordination.

Benefits:

For full-time employees, Windstar offers a comprehensive benefits package including: Medical, Dental & Vision; HSA & FSA; Life & Disability; Accident, Hospital & Critical Illness; Pet Insurance; Vacation, Sick Time and paid Holidays; 401(k) with Company Match; Employee Assistance Plan; Education Assistance and Employee Discounts & Travel Deals.

EEO: 

Windstar is committed to a diverse and inclusive workplace. We are an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, pregnancy, genetic information, protected veteran status, or any other legally protected status.