Sherry Hilliard ↠ Ideas Into Reality
Entrepreneur • Strategic Advisor
Sherry Hilliard
Sherry Hilliard is a tourism entrepreneur based in Whistler, British Columbia and founder of Whistler Photo Safaris and Trail Quest Adventures. Her work focuses on creating distinctive outdoor experiences that connect visitors with wildlife, landscapes, and local stories. She also occasionally mentors students about entrepreneurship and the evolving nature of modern business.
ventures
Entrepreneurship
A serial entrepreneur and founder of two tour companies, creating distinctive tourism experiences in Whistler that connect visitors with wildlife, landscapes, and local stories.
Foundation
Education
Bachelor of Commerce in Entrepreneurial Management from Royal Roads University, with a focus on innovation, strategic thinking, and building sustainable businesses.
Community
Community Leadership
Trustee of the Whistler Waldorf School and co-chair of the Campus Build Committee helping guide development of a new K-12 campus serving families across the Sea-to-Sky region.
innovation
Future Thinking
Founder of Practical Intelligence, exploring how entrepreneurs and small businesses can use artificial intelligence to think more clearly, make better decisions, and build adaptive organizations.
PERSPECTIVE
Building Ideas Into Reality
Sherry Hilliard is driven by curiosity, creativity, and a lifelong love of turning ideas into real-world ventures. From tourism and community initiatives to emerging technologies, her work reflects a belief that thoughtful entrepreneurship can shape meaningful experiences, organizations, and communities.Based in Whistler, British Columbia, Sherry is a Canadian tourism entrepreneur and founder of Whistler Photo Safaris and Trail Quest Adventures. In addition to building and advising businesses, she occasionally mentors university and college students exploring entrepreneurship and has been invited to speak with students about business creation, the experience economy, and the evolving nature of modern business.Sherry also serves as a trustee of Whistler Waldorf School, vice-president of the Whistler Waldorf Land Society, and co-chair of the Campus Build Committee. She is a member of the senior management and project management teams helping guide the school’s $20.8 million K–12 campus project.
Whistler Photo Safaris
Founder & Director
Co-founded by Sherry Hilliard, Whistler Photo Safaris offers guided bear viewing tours in Whistler, British Columbia, combining wildlife observation with interpretation focused on black bear ecology, habitat, and conservation.
Trail Quest Adventures
Founder
Created by Sherry Hilliard, Trail Quest Adventures offers interactive walking tours in Whistler, British Columbia, blending local history, nature, and storytelling to create a distinctive place-based visitor experience.
Whistler Waldorf School
trustee
Sherry Hilliard serves as a trustee of the Whistler Waldorf School, contributing to governance and long-term strategic initiatives supporting education and community development in Whistler.
Practical Intelligence
founder
Founded by Sherry Hilliard, Practical Intelligence explores how entrepreneurs and small businesses can use artificial intelligence to think more clearly, make better decisions, and build more adaptive organizations.
YogiBE Company
founder
Founded by Sherry Hilliard, Yogi BE began as a passion project that grew into a national brand, supplying yoga gear, jewelry, and books to stores across Canada. With a proven track record in wholesale and design, Sherry enjoys curating inspired lifestyle items.
Kettle River Ranch
founder
Sherry co-owned Kettle River Horse & Tack, where she sold handcrafted leatherwork from her artisan brand of nearly 20 years. She also hosted “Om on the Range” yoga programs, blending horsemanship and mindfulness, while boarding and caring for horses on the property.
PHILOSOPHY
Curiosity builds businesses. Courage builds the future.
Whistler, BC
Sherry Hilliard
Entrepreneur • Strategic Advisor
Building ideas into real ventures.
Sherry Hilliard is a Canadian tourism entrepreneur based in Whistler, British Columbia and the founder of Whistler Photo Safaris and Trail Quest Adventures. She is also the creator of Practical Intelligence and serves as a trustee of the Whistler Waldorf School.
© Sherry Hilliard 2026 | Whistler, BC, Canada | All rights reserved.