Thoughtful travel and lifestyle storytelling, content creation, and bespoke experiences that invite connection, perspective, and reinvention at every stage of life.

This isn’t just travel. It’s your story, set in motion.

"Travel is not a reward for working, it’s education for living."

- Anthony Bourdain

Meet Sherry

I’m Sherry McKeown, a Canadian luxury travel content creator, cruise expert, author, and founder of Sherry On Shore, where travel becomes more than a destination. It becomes a catalyst for perspective, connection, and reinvention.

With experience across all seven continents and 94 countries, I create thoughtful travel and lifestyle stories through photography and storytelling, collaborating with brands, founders, and tourism boards who value authenticity and depth. Sherry On Shore also invites women 50+ to embrace solo travel and new chapters with curiosity, confidence, and intention.

For women craving something beautiful, bold, and soul-nourishing, without having to DIY the details.

For brands, tourism boards, and destinations seeking elevated travel storytelling that shapes perception, builds trust, and brings place to life through a thoughtful, experienced lens.

For events, podcasts, summits, and retreats looking for heart-led storytelling with a playful edge and a credible voice in midlife reinvention.

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Unreserved Author

Sherry is a featured author in Unreserved, a powerful collection of stories from 24 women who chose to stop waiting for permission and start rewriting the rules.

Her chapter explores reinvention, identity shifts, and the courage it takes to chart a new course, themes that sit at the heart of Sherry On Shore. Unreserved is honest, layered, and deeply human, reflecting the pivots, quiet wins, and bold leaps that shape who we become.

This book is for anyone standing at the edge of change, wondering if they’re ready for what’s next.

You are. You always were.

Unreserved is a reminder that your story matters, and that everything changes when you choose to own it.

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Recent blog posts

Shore Stories

There’s something about stepping off a ship and planting your feet on solid ground again. A quiet steadiness. A shift in rhythm. A moment to breathe and say, “Okay… what’s next?” That’s where Sherry On Shore was born. It’s not just a name. It’s a personal declaration. A wink to where I’ve been—and a compass […]

The ocean and cityline in Bermuda

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“Isn’t it scary to travel alone?”“Don’t you get lonely?”“Who takes your photos!?” If I had a dollar for every time someone asked me one of those questions, I’d have a beachfront villa in Bermuda by now—with a full-time tea sommelier, thank you very much. But here’s the truth:Solo travel changed my life. And no, I’m […]

Sherry solo traveling standing next to a car

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It was one of those snowy December days—the kind where you shovel once, then again, then again. I was bundled up, frozen to my bones, and silently muttering things I can’t print here. Somewhere between scraping ice off the driveway and losing feeling in my fingers (again), I looked up at the grey sky and […]

The ocean tide on the beach

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