Supervisor, Reservations

Classic Vacations is the number one luxury vacation wholesaler dedicated to providing exceptional vacation experiences for Travel Advisors and their clients. With over 45 years of expertise in the travel industry, Classic Vacations has established itself as a trusted partner to travel professionals worldwide. The company is committed to delivering seamless, luxurious, and unforgettable journeys through world-class accommodations, unparalleled service, and exclusive privileges in premier travel destinations. Classic Vacations values its people and fosters a culture of collaboration, innovation, and excellence, prioritizing work-life balance and professional growth opportunities for its employees. The company operates primarily remotely within the USA, reflecting modern workplace flexibility and adaptability. The role of Supervisor, Reservations is a central leadership position based in the Call Center area and reports directly to the Director of Reservations, ADS. This remote role is full-time, requiring over 40 hours weekly with flexibility to meet business needs. Competitive salary and performance-based incentives are offered, complemented by an extensive benefits package including medical, dental, vision insurance, 401(k) with company match, life insurance, long-term and short-term disability coverage, paid holidays, generous paid time off, and exclusive travel perks and industry discounts. The target start date for this position is ASAP. As Supervisor, Reservations, you will lead a dynamic team of Travel Sales Specialists who transform inquiries into unforgettable luxury travel experiences. Your responsibilities include driving sales excellence, fostering a positive and collaborative team environment, coaching and motivating team members, and ensuring every customer interaction reflects Classic Vacations' commitment to exceptional service and product expertise. You will monitor team performance metrics, conduct regular performance reviews, and administer performance improvement plans as necessary. This role requires a natural leader capable of inspiring others, balancing multiple priorities, and delivering superior customer experiences in a fast-paced and service-driven environment. Beyond managing daily operations, this position emphasizes people development and culture building. The Supervisor will partner with training, sales, product, operations, and customer care departments to streamline workflows, support professional growth, and address complex issues efficiently. Data analysis and reporting are important to identify opportunities for improvement and inform decision-making. The role demands professionalism, integrity, and a passion for excellence in every interaction, embodying The Classic Difference - a dedication to quality, integrity, and creating extraordinary travel experiences. Classic Vacations promotes entrepreneurial spirit and adaptability, encouraging employees to contribute beyond their traditional job scope to foster organizational growth and personal development. The company is also committed to diversity and inclusion, ensuring a supportive and respectful workplace. Equal employment opportunity is provided without regard to race, color, religion, sex, national origin, age, disability, marital status, veteran status, sexual orientation, genetic information, or any other protected characteristic. Confidentiality is maintained in all employment practices according to EEO guidelines. Joining Classic Vacations means becoming part of a passionate team that values innovation, service excellence, and collaboration. As Supervisor, Reservations, you will have the opportunity to lead with heart and purpose, making a significant impact on the travel experiences of clients and the success of the Travel Advisors who trust Classic Vacations for their luxury vacation needs. This position offers a rewarding career path in the travel industry with a balanced, remote working environment and the chance to be part of a leading luxury travel wholesaler committed to making dreams come true.

• Bachelor’s degree preferred
• minimum of 3 years’ supervisory or leadership experience in reservations, contact center, or hospitality operations
• proficiency in sales strategies and customer service best practices
• strong analytical skills and experience with performance management
• excellent communication and interpersonal skills
• advanced computer skills including Microsoft Office Suite
• experience with reservation or CRM systems preferred
• ability to coach and inspire a team
• strong organizational skills
• ability to work under pressure and manage multiple priorities
• commitment to service excellence
• enthusiasm for travel and team development