About The Position

Kensington is seeking a Cruise Expert to design and sell bespoke Land & Sea itineraries for high-end clients traveling to Alaska, Atlantic Canada, and the Eastern Seaboard. The role combines premium-to-luxury cruise products with curated pre- and post-cruise experiences, such as private guides, charter flights, luxury lodges, and cultural experiences. The Cruise Expert owns the full sales cycle, from discovering a client’s travel vision and advising on vessels and cabin categories through coordinating logistics and closing bookings. The position also involves responding to incoming leads and developing a portfolio of loyal, high-net-worth clients through consultative selling and exceptional service.

Requirements

  • At least 3 years of consultative cruise or luxury travel sales experience.
  • First-hand experience with luxury travel and cruises in Alaska, Atlantic Canada, and the Eastern Seaboard.
  • Demonstrated ability to design and sell complex Land & Sea itineraries and FIT travel for high-net-worth clients.
  • A record of exceeding sales targets while delivering a high-touch client experience.
  • Strong organizational skills to manage multiple active itineraries accurately.
  • Calm, creative problem-solving skills.
  • Fluency with CRMs, booking platforms, supplier systems, and other technology.
  • Strong written and verbal communication skills; polished, warm, and precise client interactions.
  • Ability to thrive in a technology- and KPI-driven organization and an entrepreneurial, fast-paced, constantly changing workplace.
  • Ability to build trust and work through conflict both upwards and downwards.

Responsibilities

  • Lead high-touch discovery conversations and design journeys that exceed client expectations.
  • Create Land & Sea itineraries to Alaska, Atlantic Canada, and the Eastern Seaboard, including fly-cruise options, luxury lodges, private guides, and multi-country extensions.
  • Manage availability, quotes, and bookings with cruise partners.
  • Build and deepen a portfolio of loyal, high-net-worth clients through exceptional service, proactive communication, and consultative sales.
  • Bring destinations to life through storytelling and enthusiasm.
  • Meet and exceed monthly revenue targets while elevating the client experience.
  • Manage the full sales cycle, from incoming leads and discovery through itinerary planning, logistics, and closing.

Benefits

  • Competitive base salary plus uncapped commission structure
  • 3 weeks paid time off
  • Comprehensive benefits package
  • Performance-based FAM trips
  • Industry discounts
  • Extensive training and onboarding program
  • Opportunities for growth and career progression
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