Tony Trowbridge, plein air watercolorist, painting on a San Diego sidewalk in his signature rice paddy hat

The Artist

Tony Trowbridge

San Diego Plein Air Watercolorist

If you've walked the sidewalks of San Diego, you may have seen him — a man in a rice paddy hat, spattered coveralls, working at an easel in fading dusk light. That's Tony Trowbridge. And he's been doing this for years.

Tony is a plein air watercolorist — an “art monk,” as he calls himself. Just a portable easel, professional-grade watercolors, and an eye that sees beauty where others walk past. He paints outdoors, in real time, capturing the light and mood of San Diego as it happens — originals that belong in galleries, born on the street.

His journey into watercolor began almost by accident: he spilled water onto some watercolor ink he'd been using for calligraphy, and something clicked. Friends paid for his first watercolor workshop when he couldn't afford it — and there he met his mentor. Later, he reconnected with his estranged father Douglas Trowbridge, only to discover that his dad was himself a watercolor master.

“I want to show people how cool watercolor is. It isn't just for old ladies and little babies.”

When Covid hit, it was devastating. “I paint outside, and no one was allowed outside,” he says. He'd set up by the beach only to be told by officers that a nearby fisherman could stay because fishing was “sustenance,” but the painting had to stop. The officer didn't realize — this is how Tony gets by. “My overhead is super-low,” he notes bemusedly.

But Tony is bamboo. He bends with the wind. He bends with Covid. He bends with whatever comes. He treats every challenge as an exercise in humility — and often leaves a painting behind as a token of good will.

“When I go into my painting zone, I just transcend everything and get into my own world. Because of my hat, I literally have tunnel vision. I lose track of time and space.”

Behind the Easel

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Tony at his easel on the sidewalk

Tony at his easel on the sidewalk

Balboa Park Tower — watercolor on paper

Balboa Park Tower — watercolor on paper

Dictionary Hill — palm-lined street

Dictionary Hill — palm-lined street

Water Tower — moody cityscape

Water Tower — moody cityscape

Moody Seascape — signed original

Moody Seascape — signed original

Small prints — the sidewalk collection

Small prints — the sidewalk collection

A Day in the Life

From dawn to dusk, painting the streets of San Diego

Dawn

Finds a spot — a pier, a parking lot, a hillside in La Mesa — wherever the light is right.

Morning

Sets up the easel, mixes his palette, and starts laying in washes while the morning fog lifts.

Midday

Works through the heat, building layers. People stop, watch, talk. Some stay for hours.

Afternoon

Finishes pieces, lets them dry on the sidewalk. The concrete becomes his gallery wall.

Dusk

Races the fading light at the Brigantine parking lot. Tomorrow, a new spot, a new painting.

Tools of the Trade

Professional-grade materials used daily on the streets

Paint

Daniel Smith Watercolors

Professional-grade pigments with exceptional transparency and lightfastness

Brushes

Silver Brush Limited

Handcrafted brushes for precise washes and expressive strokes

Paper

Arches 300gsm Cold Press

French-milled 100% cotton paper that handles heavy washes beautifully

Easel

Portable French Easel

Compact field easel for painting anywhere the light calls