Our Story & Guides

Local guides who know Casco Bay by heart

Harborline started with one steady hand and a beat-up boat launch in South Portland. Today our USCG-certified guides lead first-timers, families, and lifelong paddlers out among the islands — because the best way to know this coast is from the water, not a brochure.

Every guide is USCG-certified and Casco Bay born-and-raised

Two kayakers paddle calm turquoise water beside their guide

Why we started paddling out with strangers

Casco Bay has 136 islands and a tide that changes everything by the hour. We built Harborline so anyone — no experience, no gear, no problem — could see it safely, from a guide who's paddled these waters for years.

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Safety first, always

Every trip is led by a USCG-certified guide who checks conditions, tides, and gear before a single paddle touches water.

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Experience required

We built our routes and pacing around first-timers — kids, grandparents, and everyone in between paddle with confidence.

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Islands we call home

Casco Bay's islands are our backyard — our guides know the coves, the seals, and the quiet water only locals find.

Life on the water

From dawn launches to sunset returns — this is the coast our guides paddle every day.

Aerial view of a lush green Casco Bay island ringed by turquoise water
Colorful kayaks lined up at our South Portland dock
Silhouetted kayaker paddling into a golden sunset

How Harborline came to be

1
The spark

One guide, one launch point

Our founder guided friends and visiting family around the islands on weekends — and kept hearing the same thing: "I didn't know Portland looked like this."

2
Going official

Certified, insured, and open to everyone

Harborline became a real outfitter — USCG-certified guides, a fleet of stable beginner kayaks, and a promise that no experience would ever be required.

3
Today

Guiding families and first-timers, daily

Now we run guided day trips, sunset paddles, and multi-day coastal skills courses — every one led by a local who genuinely loves this bay.

Meet a few of your guides

Every Harborline guide is USCG-certified, CPR/First Aid trained, and paddles this bay for fun on their days off.

Marisol Fenn

Lead Guide, 9 years on the bay

USCG-certified and a certified swift-water rescue instructor. Marisol trains every new Harborline guide before they lead a trip.

USCG-certified

Theo Winslow

Guide, sunset & family trips

Grew up sailing Casco Bay and knows every seal haul-out and quiet cove worth the detour. A favorite with first-time kids.

USCG-certified

Priya Salas

Guide, multi-day coastal skills

Leads our multi-day skills courses, teaching navigation, tide reading, and rescue technique to paddlers ready to go further.

USCG-certified

Come meet your guide on the water

No gear, no experience, no problem — just a calm bay and a guide who knows it by heart.