Cruise Specialist

Kensington delivers the world’s most personal travel experiences. We bring to life each client’s desire to travel in a way that’s tailored specifically for them, in the company of local private guides who ensure that they enjoy the authentic best of their destination. The result is a unique journey rich in memories that last a lifetime.We achieve this because of our extraordinary people, experts with deep knowledge of their destinations. For over 120 countries worldwide, and across each of our brands – Tours, Cruises, Villas, Yachts, Jets, and Air.To learn more about Kensington, visit kensingtontours.com Design Once-in-a-Lifetime Cruise JourneysAre you passionate about travel and ready to turn your love of cruising into unforgettable experiences for travelers?As a Cruise Specialist (Cruise Expert), you will be the architect behind bespoke cruise and land itineraries—curating immersive journeys from first spark of inspiration to the final farewell. You will work with luxury-focused clients, offering expert guidance, crafting personalized packages, and ensuring every detail exceeds their expectations.What You’ll Do:Consult & Inspire: Guide travelers through the discovery process, offering insider knowledge on cruise lines, itineraries, and destinations.Design Tailor-Made Journeys: Build customized cruise and land experiences by sourcing availability, quoting, and managing bookings with our premium cruise partners.Drive Results: Nurture leads, handle objections, negotiate confidently, and close high-value sales while seeking opportunities for upsells and add-ons.Deliver White-Glove Service: Stay engaged from start to finish—ensuring seamless travel, solving issues proactively, and creating lasting relationships.Who You Are:A Passionate Traveler & Cruise Expert: You’ve explored the world and bring deep knowledge of destinations, especially within Europe and North America (New England and Alaska is an asset).A Captivating Storyteller: You bring itineraries to life, sparking excitement through engaging conversations and polished written communication.A High Performer: You’re a driven closer—skilled at consultative sales, managing accounts, and surpassing ambitious sales targets.A Collaborative Teammate: You thrive in a supportive, high-energy team and celebrate collective success.A Curious Learner: You embrace new systems and constantly deepen your product knowledge.What You Bring:3–5+ years of consultative cruise sales experienceProven success achieving and exceeding monthly sales targetsExperience building complex FIT (fully independent travel) packages for high-touch clienteleStrong attention to detail, exceptional organizational skills, and multitasking abilityAbility to solve challenges independently and proactivelyFamiliarity with cruise lines in European and North American markets is an assetWhy Join Us:Be part of a technology-driven, performance-based environment where your results are recognized and rewardedWork with a luxury-focused clientele on high-value, bucket-list journeysCollaborate in an entrepreneurial, fast-paced culture where innovation and creativity thriveEnjoy ongoing professional development to grow your expertise and your careerFor candidates located in the Greater Toronto Area (GTA), this position follows a hybrid work model with one in-office day per week - typically on Wednesdays or Thursdays.We thank all candidates for their interest. However, only those selected for an interview will be contacted. We are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.