Our Story
Whidbey Island Landscaping was founded on a simple belief: if you do honest work, treat clients like neighbors, and respect the land you're working with, the business takes care of itself.
Our Story
Robert Callahan started Whidbey Island Landscaping in 1989 with a single truck, a passion for the Pacific Northwest landscape, and a belief that great outdoor spaces improve people's lives. Working out of Anacortes, he quickly earned a reputation for meticulous work and honest dealing.
Over the following decades, the company grew steadily — adding irrigation specialists, hardscape craftsmen, and lighting designers as client demand expanded. Each hire was made carefully, prioritizing people who share the same commitment to quality and the community.
Today, with 28 full-time team members and over 37 years of Pacific Northwest experience, we remain a family business at heart. We still answer our own phones, still show up on every job site, and still believe the best work happens when you genuinely care about the outcome.
Founded in Anacortes, WA by Robert Callahan with a single truck and a commitment to quality.
Expanded into irrigation design and installation, becoming a certified Rainbird and Hunter installer.
Launched commercial and HOA division, now serving over 40 community accounts.
Added outdoor lighting design, partnering with leading low-voltage LED manufacturers.
Celebrated 30 years in business. Awarded Skagit County Small Business of the Year.
Expanded crew to 28 full-time employees. Now the largest locally-owned landscaping firm on Whidbey Island.
How We Work
These principles have guided us since 1989 and are reflected in every project we take on.
Every project starts with listening. We take time to understand your vision, your budget, and how you live before recommending a single plant or stone.
Pacific Northwest ecosystems are precious. We design with native plants, water-efficient systems, and practices that support local wildlife and healthy watersheds.
We do not cut corners. Every irrigation line is pressure-tested, every stone is set level, every fixture is properly rated. Our work is built to last decades.
We have served this community for 37 years. Our team lives here, our children go to school here, and we are invested in the long-term beauty of this place.
The Team
Every member of our crew is trained, background-checked, and deeply familiar with Pacific Northwest growing conditions, soil types, and seasonal patterns.

Founder & Principal
Licensed Crew Members
Based in Anacortes, Washington, we have served homeowners, businesses, and HOAs across Skagit and Island Counties for over 37 years. Our deep knowledge of Pacific Northwest soils, climate, and native plant communities sets us apart.
Whether you are on Whidbey Island, in the Skagit Valley, or on the mainland, our crews bring the same level of craftsmanship and care to every job site.
Primary Service Areas
Also Serving
Anacortes & Surrounding Areas
Pacific Northwest, WA
Skagit & Island Counties
Get Started
Every project starts with a conversation. Reach out and Doug will schedule a walk-through at a time that works for you.