About the position
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.
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.
Responsibilities
• 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
Requirements
• 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
Nice-to-haves
• Experience in luxury travel or hospitality is an asset
Benefits
• 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