Five Different Paths, One Boat: Notes from a Winter Speaker Series Night

You Don’t Need to Know How to Sail.

You Just Need to Start.

A true story — and an open invitation

Not one of them knew how to sail when they started.

Not the boat owner who stood on the dock staring at the wheel, thinking: now what? Not the woman who showed up with zero experience and a handwritten note offering to wash someone’s boat just for a chance to crew. Not the bartender who spent two years watching sailors come back glowing and finally decided she couldn’t wait any longer. Not the nineteen-year-old who came along because her mom needed extra weight on the rail. Not the teacher and single mother who didn’t even want to know the name of the ropes — just tell me the colour, she said, and I’ll pull.

Five women. Zero keelboat sailing experience between them. One beat-up C&C 27 on a river.
From left to right Zhanna Orazgalieva, Marlies King, Renee Young, Misha, Annaliese Emma, absent: Sheena Stewart

Today, they race. And they want you to know: if they could do it, so can you.

The Biggest Lie About Sailing

Before she ever set foot on a keelboat, Zhanna was convinced big boat sailing was not for her. It was for the rich and the retired, she thought. People with boats in their families, trophies on their shelves, and decades of experience behind them.

She had no boat. No money for courses. No connections.

So she did something both audacious and simple. She drafted a message and spread it around: Take me sailing. I have no experience. I’ll wash your boat. I’ll bring food. I’ll do anything that’s legal and safe.

Then she hung around the sailing club. She positioned herself within earshot of opportunity. When a call came one afternoon — are you available at five? — she didn’t ask about conditions or expectations.

She said yes.

That single word changed everything. Availability, she would later say, is a currency all its own at a sailing club.

You Don’t Need to Know Everything. You Just Need to Listen.

When Renee bought her boat, she had one problem: she didn’t know how to move it from one end of the dock to the other. So she called a mentor. Then another. Then another.

What made her crew different wasn’t talent or experience. It was that they listened. They listened when experienced sailors explained why a line led where it did. They listened when someone suggested a safer approach to a dock. They listened when told, gently or otherwise, that they had more to learn than they yet knew.

There is a kind of pride that blocks growth. They chose a different kind — the quieter kind that accepts instruction and comes out the other side much wiser for it.

Misha, a teacher and mother, put it this way: when you know nothing, everyone tells you what to do. And it frees up so much mental space.

For someone whose days were filled with constant decision-making — managing a classroom, raising children, always being the one at the helm of everything — stepping onto a boat was the first time in years she could simply follow. Listen. Work. Be fully present in a single moment.

That, she said, was the beginning of being hooked.

Fear Is Normal. Everyone Feels It.

Misha still remembers her first race clearly. The boat heeled sharply — more than she thought reasonable. From her position on the rail, she found herself looking straight down at the water through the lifelines. Legs braced. Heart pounding.

She was certain this was what capsizing looked like.

She looked around. Nobody else seemed alarmed. The helm was calm. Someone was dancing.

She took her cue from them. She stayed put.

That moment — fear giving way to trust, trust giving way to belonging — is the turning point almost every new sailor can name. The fear doesn’t mean you’re not cut out for it. It means you’re doing something real.

You Don’t Need to Come From a Sailing Family.

Marlies grew up on horses. She arrived at the boat because her mother needed another body — not because she had any interest in sails or wind or the river.

For a season, she was just weight on the rail. Present. Accounted for. She could smile and she could shout.

Then something shifted. She started to notice the precision of it all — the angle of heel, the timing of a tack, the narrow difference between a clean manoeuvre and a clumsy one. It reminded her of riding: you never arrive. There is always someone better. There is always something to refine.

That recognition — that sailing would always give her something to reach for — was all she needed. She was nineteen. She had never planned on becoming a sailor.

Now she can’t imagine the summer without it.

The Sailing Community Is More Welcoming Than You Think.

Sheena bartended at the sailing club for two years before she ever got on a boat. She had no idea what a keel was. She asked what she admits were probably annoying questions. She watched sailors come back Thursday after Thursday, sunburned and laughing, and she decided she was tired of watching.

She started hounding a regular member — someone patient enough to answer a thousand questions — until he took her sailing. She went every time he invited her. Sometimes when he didn’t.

What she found was not a closed club of experts who resented beginners. She found people who genuinely wanted to share something they loved. Mentors who answered the same question four times without frustration. Veterans who had forgotten more than beginners would ever learn, and who were glad to share what they remembered.

The doors, she says, are more open than people assume. You just have to walk up and knock.

What Happens When You Show Up Anyway

This crew races hard. They heel hard. They get bruised — genuinely, photographably bruised — and they compare the evidence like badges of effort. They have been soaked through by downpours that were supposed to pass. They have sailed into whitecaps that tested every nerve.
There have been evenings so bad the boat received a collective kick once tied up.

And yet.

There have been fireworks seen from the middle of the river, colour exploding above dark water — a view no one on land had that night. There have been late returns to dock with laughter carrying across the harbour. There has been the particular joy of a hard-fought race, the quiet satisfaction of a clean manoeuvre, and the steadiness that comes from trusting the people beside you.

They describe their crew as fitting together like Lego blocks — very different people, very strong personalities, somehow making something sturdier than any single one of them.

And there is one rule they all share, spoken or unspoken: whatever you carry from shore — worry, fatigue, the weight of everything else — it stays on the dock. Once aboard, you are only a sailor.

This Could Be Your Story Too.

You do not need experience. You do not need money for courses. You do not need a family connection to the sport or a lifetime of racing behind you.

You need a willingness to show up. To ask questions. To say yes when someone asks if you’re available at five.

You need to be willing to not know, and to let that be okay.

Every sailor you admire started where you are now — standing at the edge of something unfamiliar, wondering if they had misjudged themselves.

They had not.

They simply had more to learn.

Makai Crew 2025. L-R Sheena Stewart, Renee Young, Misha, Marlies King, Zhanna Orazgalieva, Absent: Annaliese Emma

The river is patient. It will make room for you too.