The San Juan Islands are a unique, and incredibly peaceful location in the Pacific Northwest and finally, I was here, setting foot on Friday Harbor. A ferry ride brought me over from Anacortes, with views of misty islands rising out of the cold blue water. The San Juans felt like a breath of fresh air, an escape from the rush of life. As I stood by the harbor, watching boats bobbing on the waves, I knew this would be a place to unwind and explore at my own pace. It felt like I was meant to paint here—something about the landscape was both untamed and calm, much like my own creative spirit.
Climbing Mount Constitution and The Unexpected Companion
One of my must-do items on the islands was climbing Mount Constitution on Orcas Island. I’ve always loved getting a new perspective, and Mount Constitution promised just that—a view that spanned from snowy mountain peaks to the shimmering ocean. It was everything I could have hoped for, even better than I’d imagined as I hiked up winding trails surrounded by dense, green forest. My plan was to reach the summit, set up my sketchpad, and let the view inspire whatever it wanted to. But, as travel often does, plans changed.
At the base of the trail, I met an older hiker, George, who was friendly but persistent, chatting about his love for the area and how he’s been climbing this mountain since he was young. He asked if he could walk with me, and I couldn’t quite say no. As we climbed, I found myself hearing stories about how much the islands had changed over the years, tales of old ferry routes, and the history of Mount Constitution. While part of me wanted to focus on the hike, another part felt this unexpected companionship was somehow fitting.
Once we finally reached the summit, I was blown away. There it was—an expansive view of the islands scattered like puzzle pieces across the water. George and I stood in silence for a while, both of us taking it all in. When I finally did get out my sketchpad, George watched, intrigued, and even offered a few suggestions on my lines (not all welcome). Hiking with a stranger wasn’t on my list, but in a way, it made the experience richer.
Lunch Time: A Much Needed Power Up
After a morning of trekking, I was more than ready for a hearty meal, so I headed to Rocky Bay Cafe back in Friday Harbor. I’d read mixed reviews, but I was curious enough to give it a shot. Walking in, I was hit by that warm, diner-style ambiance, the flags on the ceiling, and the huge mural on the wall. I settled in and ordered the French dip, which definitely hit the spot after a long morning.
Exploring Friday Harbor: Wandering with Purpose
After lunch, I spent the afternoon wandering through Friday Harbor itself, which has a charming mix of galleries, shops, and waterfront views. It’s the kind of place where you can drift between artisan shops, picking up handmade pottery or locally made jewelry. I even stumbled upon a small gallery with artwork that captured the San Juans perfectly, making me want to do justice to the islands in my own paintings.
I could see myself coming back here just to paint—a blend of landscapes and quiet spaces that feels almost meditative. There’s something grounding about the San Juan Islands, maybe because of their slower pace, or maybe because they invite you to really stop and look around. For someone like me, who’s always seeking that next brushstroke of inspiration, Friday Harbor felt like it was whispering, “Stay a while.”
Advice for Future Travelers to the San Juans
One thing I wish I’d known before my trip was just how unpredictable transportation can be. Between ferry schedules that don’t always line up with your plans and the occasional delay, getting around the islands can be a bit of a gamble. Planning some flexibility in your schedule will help you avoid the rush and enjoy the scenery instead of watching the clock.
I’d also suggest bringing layers and rain gear. The weather here can shift quickly—one minute you’re enjoying clear skies, the next you’re in a misty downpour. I got caught out in the rain while strolling around Friday Harbor, laughing at myself as I made a b-line to the nearest store.
Final Thoughts on Friday Harbor and the San Juans
The San Juan Islands aren’t a place you simply check off your travel list. They’re somewhere you come to slow down, to get a bit lost, to talk to strangers on trails, and to get unexpectedly rained on. In a world of bucket-list destinations and insta-worthy shots, these islands remind you that sometimes it’s okay to let plans shift and enjoy the messiness of travel.
As I left Friday Harbor on the return ferry, I had a few sketches, and a new respect for these islands. They felt like a piece of art themselves—subtle and complex, offering something new each time you look.