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Director Incentive Travel Jobs in Florida (NOW HIRING)

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Sales Director - Premium Travel Sector

Miami, FL · On-site

$140 - $160/hr

... Director to join a growing and well-established company within the premium travel industry ... Incentive structure: Up to $10,000+ annually based on performance * Estimated total compensation ...

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Director Incentive Travel information

What does a director incentive travel do?

A Director of Incentive Travel is responsible for designing, planning, and managing travel programs that reward and motivate employees or clients. They work closely with corporate clients to create memorable experiences that align with business goals, often coordinating logistics such as destination selection, accommodations, activities, and event management. Their role also includes budgeting, vendor negotiations, and ensuring a high level of participant satisfaction. Directors of Incentive Travel typically lead a team and collaborate with various departments to achieve successful outcomes. Their expertise helps companies use travel as a strategic tool to drive performance and loyalty.

What are the key skills and qualifications needed to thrive as a director incentive travel, and why are they important?

To thrive as a Director of Incentive Travel, you need expertise in event planning, budget management, and a deep understanding of corporate travel programs, typically backed by a bachelor's degree in hospitality, business, or a related field. Familiarity with travel management software, CRM systems, and industry certifications like CMP (Certified Meeting Professional) are often required. Outstanding negotiation, leadership, and interpersonal skills set top performers apart in this client-facing, high-stakes role. These skills ensure seamless, cost-effective delivery of memorable incentive experiences that drive organizational goals and client satisfaction.

What are some common challenges faced by a director incentive travel and how are they typically addressed?

A Director of Incentive Travel often faces challenges such as managing complex logistics for large groups, ensuring unique and memorable experiences within budget constraints, and adapting to last-minute changes or travel disruptions. To address these, directors rely on strong vendor relationships, proactive contingency planning, and clear communication with both internal teams and clients. Staying updated on travel trends and leveraging technology for itinerary management also help streamline operations and deliver successful incentive programs.

What is the difference between Director Incentive Travel vs Incentive Travel Coordinator?

AspectDirector Incentive TravelIncentive Travel Coordinator
CredentialsRelevant experience in travel planning, event management, and industry certificationsSimilar credentials, often entry to mid-level experience in travel coordination
Work EnvironmentStrategic planning, overseeing large incentive programs, managing teamsExecuting travel arrangements, coordinating logistics, supporting event execution
Employer & Industry UsageUsed by corporations, travel agencies, and event companies for high-level incentive programsCommonly employed by travel agencies and corporate event teams for day-to-day coordination

The main difference is that the Director Incentive Travel focuses on strategic planning and overseeing incentive travel programs, while the Incentive Travel Coordinator handles the logistics and execution of these travel arrangements. The director role involves higher-level management and decision-making, whereas the coordinator executes the plans on the ground.

What are the most commonly searched types of Incentive Travel jobs in Florida?

The most popular types of Incentive Travel jobs in Florida are:

What are popular job titles related to Director Incentive Travel jobs in Florida?

For Director Incentive Travel jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Director Incentive Travel jobs in Florida look for?

The top searched job categories for Director Incentive Travel jobs in Florida are:

What cities in Florida are hiring for Director Incentive Travel jobs?

Cities in Florida with the most Director Incentive Travel job openings:

Director Incentive Travel jobs near you
Infographic showing various Director Incentive Travel job openings in Florida as of August 2026, with employment types broken down into 100% Full Time. Highlights an 80% In-person, and 20% Remote job distribution.

Director, Global Charter & Incentive Sales

Windstar Cruises

Miami, FL • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 24 days ago

Job description

Overview
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.
We are currently seeking a motivated sales leader to join our crew as the Director, Global Charter & Incentive Sales. This role is a senior leader responsible for driving the strategic vision, growth, and execution of Windstar Cruises' global charter, incentive travel, and full-ship event business. This role represents a strategic expansion of Windstar's charter business from its current North American focus to a global operation. The Director leads the development of charter sales strategy, cultivates high-value client relationships across corporate, incentive, affinity, and event segments, and drives revenue that reflects the growth trajectory for Windstar Cruises. The Director partners closely with Revenue Management, Marketing, and Operations to develop competitive pricing models, custom itineraries, and seamless charter execution.
This is a Miami-based position with significant travel requirements. This position will enable Windstar to scale and achieve 10-year proforma revenue expectations.
Responsibilities
  • Charter Revenue Strategy: Develop and execute a comprehensive multi-year charter and incentive sales strategy building toward annual charter revenue, diversifying the client portfolio across corporate charters, incentive travel programs, affinity groups, wedding charters, and special events.
  • Market Expansion & Business Development: Lead international expansion of Windstar's charter business. Identify and penetrate new market segments and geographic territories with emphasis on international growth into new regions. Build and maintain a robust pipeline of charter prospects globally.
  • Client Relationship Management: Cultivate and manage strategic relationships with Fortune 500 corporate clients, top incentive travel houses, destination management companies, and high-profile event planners. Serve as Windstar's senior global charter authority externally.
  • Pricing & Revenue Optimization: Partner with Revenue Management to develop dynamic charter pricing models, negotiate charter hire rates, and optimize yield across the fleet. Ensure charter business contributes to overall revenue mix at target margins.
  • Contract Negotiation: Lead high-value charter contract negotiations, ensuring favorable terms while maintaining flexibility for operational execution. Manage contract lifecycle from proposal through execution.
  • Brand Positioning & Industry Presence: Elevate Windstar's visibility in the charter and incentive space through strategic trade show participation, industry speaking engagements, and targeted A&P investments. Champion the Windstar brand story to differentiate from larger competitors.
  • Team Leadership & Development: Build, mentor, and manage the charter and incentive sales team. Partner with the existing Director of Charter & Incentive Sales (North America) to expand the charter sales function and organization, ensuring long-term revenue growth and team stability. Establish performance benchmarks, sales processes, and accountability frameworks.
  • Forecasting & Reporting: Own charter revenue forecasting, incentive program, pipeline reporting, and performance analytics. Provide regular updates to senior leadership on charter business health and growth trajectory.
  • Cross-Functional Collaboration: Work closely with Operations, Itinerary Planning, Marketing, and Legal teams to ensure charter execution excellence and client satisfaction.
  • Competitive Intelligence: Monitor competitor charter offerings, pricing, and market positioning. Identify opportunities to differentiate Windstar's charter value proposition.

Additional Responsibilities
  • Maintain accurate and timely client records in HubSpot CRM.
  • Analyze lost business, win/loss trends, and lead performance to refine strategies.
  • Manage charter sales budgets including T&E and A&P allocations.
  • Coordinate FAM (familiarization) trips for high-profile charter prospects and clients.
  • Attend weekly inventory meetings, providing input on charter allocation and sales opportunities.
  • Support the VP, Global Commercial and CCO in broader commercial initiatives.
  • Collaborate with Xanterra Travel Collection sister brands and TAC corporate contacts to identify and develop cross-brand charter and incentive opportunities.
  • Represent Windstar at national and international industry events, conferences, and trade shows.
  • Must be willing to work nights, weekends, and evenings as required.

Qualifications
  • 8+ years of demonstrated success in charter, incentive, or group sales within the cruise industry or luxury travel sector.
  • Proven track record of achieving or exceeding annual revenue targets of $50M+.
  • Deep understanding of charter operations, pricing models, and contract negotiation in the cruise industry.
  • Experience managing and developing high-performing sales teams.
  • Strong existing network of relationships with charter clients, incentive houses, and industry partners.
  • Bachelor's degree in Business, Hospitality, Marketing, or related field; MBA preferred.
  • Expert-level negotiation and presentation skills.
  • Strategic thinker with the ability to translate vision into actionable plans and measurable results.
  • Proficiency in CRM and data-driven sales management.
  • Valid passport with the ability to travel internationally with no restrictions.
  • Extensive domestic and international travel required (approximately 40-50%).
  • Understanding of yield management, commission structures, and promotional strategies.
  • Excellent communication, interpersonal, organizational, and planning skills.

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.

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