Bespoke travel design, luxury content creation, and storytelling that inspires women 50+ to explore boldly, travel beautifully, and create unforgettable memories.
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"Travel is not a reward for working, it’s education for living."
- Anthony Bourdain
Meet Sherry
I’m Sherry McKeown—luxury travel content creator, cruise expert, and founder of Sherry On Shore—where travel becomes more than a destination; it becomes transformation. With my feet planted on all seven continents and over 90 countries explored, I’ve learned that the most meaningful journeys aren’t just about where we go, but who we become along the way. Through bespoke travel design, storytelling, and photography, I help women 50+ rediscover their sense of wonder and boldly embrace midlife with curiosity, confidence, and a touch of sea spray.
From solo adventures to immersive group experiences, I bring nearly 15 years of cruise ship and tourism industry expertise, plus a deep love for culture, cuisine, and connection. As a certified travel counsellor, change coach, and published author in Unreserved, I use words, images, and intentional travel to spark reinvention and joy. Whether you’re planning your next big adventure or seeking stories that stir your soul, Sherry On Shore is your invitation to explore with heart, humour, and a camera always at the ready.
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For the woman craving something beautiful, bold, and soul-nourishing—and doesn’t want to DIY the details.
For brands, tourism boards, and destinations seeking elevated travel storytelling with authenticity, warmth, and a trusted lens.
For events, podcasts, summits, or retreats craving heart-led storytelling with a playful edge—and a trusted voice in midlife reinvention.
services
Unreserved Author
Sherry is proud to be a featured Author of Unreserved. Unreserved isn’t just a book—it’s a wave-making collection of stories from 24 bold women who decided to stop waiting for permission and start rewriting the rules.
Each chapter is a real, raw, and unfiltered look at the moments that shaped us—the pivots, the heartbreaks, the quiet wins, and the wild leaps. It’s about resilience, reinvention, and rising (sometimes with messy hair and a lot of heart).
This book is for every woman who’s ever asked herself, “Am I ready? Am I enough?”
The answer? You are. You always were.
Unreserved is a reminder that your story matters—and everything changes when you choose to own it.
Get your copy →
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 […]
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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 […]
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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 […]
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photography by sherry on shore
Through my lens
