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, passionate experts with deep knowledge of their destinations. They are what enables us to deliver remarkable experiences in over 120 countries worldwide, and across each of our businesses – Private Touring, Cruises, Villas, Yachts, Expeditions, Ultraluxe Land, Private Jets, and Air.To learn more about Kensington, visit .About The Role As an Ultra Luxe Destination Expert, you will be responsible for the planning, selling, and execution of highly customized, complex journeys for discerning Ultra High Net Worth Individuals (UHNWIs) and luxury travellers.You will act as a trusted travel advisor, using your destination expertise and knowledge of the luxury travel landscape to create exceptional, highly personalized itineraries. From the initial conversation through the completion of the journey, you will own the client relationship and every detail of the planning process, working closely with our global network of luxury partners and DMCs to bring each journey to life.This is a high-touch, fast-paced role that requires exceptional attention to detail, responsiveness, commercial acumen, and the ability to anticipate the needs of sophisticated travellers.Please note this position requires after-hours support for Ultra Luxe clients when needed.Key Responsibilities Building strong, long-term relationships with Ultra Luxe clients and luxury travel partnersConsistently delivering highly personalized, seamless journeysGrowing a strong portfolio of Ultra Luxe business through new and repeat clientsDeveloping deep expertise within your assigned destinations and the broader luxury travel landscapeBecoming a trusted resource for clients, advisors, and internal teamsIdentifying opportunities to elevate the client experience and continuously improving how we deliver Ultra Luxe travelQualifications Who You Are:A Luxury Travel Expert – You have extensive first hand travel experience and a deep understanding of luxury travel, ideally having lived, worked, or travelled extensively within your area of expertise.



You understand what distinguishes a truly exceptional experience from a luxury product that simply checks the boxes.A Trusted Advisor – You know how to build credibility quickly with discerning clients, understand their preferences and motivations, and confidently guide them toward the right travel experiences.A Bespoke Trip Designer – You thrive on creating highly customized, complex itineraries. You are energized by the details and enjoy finding the right combination of destinations, properties, experiences, and partners to create something truly personal.A Strong Communicator & Storyteller – You can translate your destination knowledge into compelling recommendations and inspire clients through thoughtful conversations and polished written communication.A Commercially Driven Qualified – You understand how to turn opportunities into sales while maintaining the consultative, relationship-driven approach expected of an Ultra Luxe advisor. You are comfortable managing the full sales cycle, from initial inquiry through to close and post-sale relationship building.Highly Responsive & Detail-Oriented – You understand that Ultra Luxe clients expect speed, precision, and proactive service. You anticipate needs, stay ahead of details, and take ownership of resolving issues quickly and effectively.A Relationship Builder – You enjoy developing strong relationships with clients, luxury travel advisors, hotels, DMCs, and other specialty partners. You understand the importance of building a strong network and leveraging it to deliver exceptional journeys.A Collaborative Team Player – You work closely with colleagues and partners, sharing knowledge and supporting the team while maintaining a high degree of individual ownership over your clients.A Curious Learner – You are constantly looking for what is new and exceptional in the luxury travel space and enjoy continually expanding your destination and product knowledge.Qualifications Proven experience in luxury or high-end travel,



preferably working with UHNW or highly discerning clienteleStrong destination knowledge and extensive firsthand travel experienceProven success in consultative sales and relationship managementDemonstrated ability to design and sell highly customized, complex FIT itinerariesExperience managing the full client journey from initial consultation through trip completionStrong understanding of luxury hotels, DMCs, private experiences, and specialty suppliersExceptional attention to detail and organizational skillsAbility to manage multiple complex itineraries and priorities in a fast-paced environmentStrong written and verbal communication skillsAbility to build trust and establish credibility with discerning clients and luxury travel partnersProven ability to problem-solve independently and remain composed under pressureStrong commercial mindset with a track record of achieving sales resultsWillingness and ability to provide after-hours client support when requiredAbility to work collaboratively while taking full ownership of individual client relationshipsCultural Fit: Entrepreneurial and commercially mindedClient-first and service-orientedComfortable working in a fast-paced, constantly evolving environmentHighly accountable with a solid sense of ownershipCollaborative and team-orientedAdaptable, resourceful, and solutions-focusedComfortable working through ambiguity and changing prioritiesCommitted to building trust and robust relationships with both clients and colleaguesPreferred Regional Expertise North AmericaAfrica & Middle EastLatin AmericaAsiaEurope North (Scandinavia)Candidates with expertise in other key Ultra Luxe destinations will also be considered.The actual compensation may vary depending on local market conditions, geography and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training.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.The Range Group may use artificial intelligence throughout the recruitment process to screen, assess or select applicants for this position. These tools assist our hiring team but do not replace human judgment. Final hiring decisions are ultimately made by the hiring team.We thank all candidates for their interest, however, only those selected for an interview will be contacted.#J-18808-Ljbffr

📌 Ultraluxe Destination Expert (Winnipeg)
🏢 KENSINGTON
📍 Winnipeg