Destination Expert (Luxury Travel Consultant)

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 hybrid role for anyone located within a commutable range to our office located in downtown Toronto, otherwise, a work-from-home opportunity.

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, uses 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? 

• 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 

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 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.

#LI-Hybrid

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.