Vacations Designer

Join to apply for the Vacations Designer role at Kensington.

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.

We are looking for dedicated and dynamic travel advisors to join our team. As a Vacations Designer, your role extends beyond simply arranging tours. Your primary task is to work closely with your customers to deliberately design travel experiences that meet the unique needs of each individual traveler. Your expertise lies in crafting an approach that combines creativity with a deep understanding of your clients' preferences, ensuring that each travel journey is a memorable experience on every level. This role requires strong relationship‑building skills, problem‑solving abilities, and understanding of global destinations and key travel products.

Key Responsibilities

• Availability & Responsiveness: Regular engagement with travelers during booking and travel to ensure a luxury client experience.
• Relationship Building: Cultivate long‑term relationships with clients to build a repeat customer base. Regularly follow up to ensure satisfaction and to encourage future bookings.
• Ownership & Flexibility: Manage your own schedule with autonomy, balancing client needs with personal time. Maintain flexibility to meet customer demands while ensuring a healthy work‑life balance.
• Cross‑functional Collaboration: Collaborate effectively with other sales teams and departments to enhance the customer experience and increase repeat sales. Share insights and feedback to continually improve processes and offerings.
• Problem Solving: Proactively identify and address issues that could hinder customer satisfaction. Resolve conflicts or concerns to ensure clients remain satisfied and loyal.
• Geographical Knowledge & Travel Experience: Leverage personal travel experience and knowledge of global destinations to provide informed recommendations on key products such as hotels, venues, and restaurants.
• Sales Expertise: Use sales skills to recommend the best travel options, upsell services, and collaborate with team members to create personalized travel packages that align with clients’ unique preferences and needs.

Qualifications

• Previous experience in the travel industry or related field is required.
• Strong communication and interpersonal skills to build relationships with clients.
• Problem‑solving ability and customer‑focused mindset.
• Ability to work independently and manage time effectively.
• Geographical knowledge and personal travel experience are a plus.
• Sales‑oriented with the ability to upsell and recommend suitable products and services.

What Kensington Vacations Offers

• Career growth and learning opportunities
• Extensive onboarding and training (new and ongoing)
• Highly supportive community of Advisors
• 3 weeks’ vacation (in year one)
• Company match RRSP program
• Comprehensive employee benefits & assistance program
• Health and wellness subsidy

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.

We thank all candidates for their interest however only those selected for an interview will be contacted.