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 kensingtontours.com [http://kensingtontours.com/]. 

This opening is for an opportunity starting in August 2026. For local applicants, this is a hybrid position, currently 1-2 days a week onsite. For those outside of a commutable range of our office located in downtown Toronto, this is a Work-from-Home opportunity, not a Work-from-Anywhere opportunity.

About the Role 

We’re looking for an experienced professional with a passion for travel and strong sales acumen. In this full-cycle consultative sales role, you will guide prospective clients from the first discovery call to post-travel follow-up - turning interest into commitment, and bookings into lifelong relationships. 

This is not a transactional or call center role. It’s about high-touch engagement, thoughtful storytelling, and a deep understanding of how to personalize every client journey with care and precision. 

What You’ll Do:

• Lead in-depth discovery conversations to understand each client’s travel goals, style, and preferences 

• Design bespoke itineraries in collaboration with our in-destination teams 

• Present proposals with confidence, use storytelling to build excitement for clarity in Kensington's unique offerings 

• Guide clients through the booking process and provide seamless communication throughout 

• Act as a trusted travel advisor before, during, and after client journeys 

• Follow up post-travel to gather feedback, drive referrals, and foster loyalty 

What You’ll Need:

• 2+ years of consultative sales experience, ideally with luxury or high-ticket clients
• Proven ability to close complex sales cycles and exceed revenue targets
• Deep passion for travel and strong destination knowledge with a desire to help others explore the world
• Polished, articulate communicator with emotional intelligence and active listening skills
• Strong organization and high attention to detail to manage multiple journeys simultaneously
• A self-motivated and performance-driven approach without resorting to hard selling
• Comfortable in a dynamic, fast-paced, collaborative environment
• Experience in luxury travel or hospitality is an asset 

Why Kensington? 

• A competitive compensation package with uncapped commission earnings, 3-weeks paid time off, and after probation, medical & dental benefits program, and the ability to participate in a retirement matching program.
• Represent a globally recognized premium brand with exceptional product offerings
• Work with warm, qualified leads - no cold calling!
• Earn competitive base compensation + uncapped commission and luxury travel perks
• Gain access to world-class training and destination certifications
• Collaborate with a passionate, supportive, and travel-obsessed team
• Grow with a company that values ambition, creativity, and expertise 

#LI-Remote

We provide a competitive compensation package with a strong pay-for-performance rewards approach.  For this position, we anticipate offering an annual salary of $45,000 with the opportunity to participate in a commission program tied to achievable targets and individual performance.  The expected compensation range for this position is: $45,000 to $75,000.

The actual compensation may vary depending on local market conditions, 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.

#LI-Remote

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.