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 thought:
“There has to be more than this.”
That moment was the beginning of everything.
I traded my shovel for a suitcase, my predictable 9-to-5 for a passport and name tag, and my fear for the kind of bold decision you only make once—or never. I didn’t know anything about working on a cruise ship. But I said yes anyway.
And that yes? It changed my life.
A Leap into the Unknown
I still remember walking onto that ship for the first time—nervous, excited, and asking myself, “What did I just do?”
I didn’t have all the answers. But I had curiosity, courage, and a stubborn belief that life was meant to be lived, not endured.
I spent nearly 15 years working on ships. I traveled the world, meeting people from every corner of the planet, and discovering that I thrive when I help others experience the magic of travel.
That snowy driveway feels like a lifetime ago. And in some ways, it is.
Coming Ashore with Purpose
Now, I’m back on land—but the adventure hasn’t stopped. It’s only gotten more personal.
Sherry On Shore was born from a deep desire to help others navigate their own big decisions, bold trips, and beautiful detours. Whether it’s your first solo trip, fifteenth cruise, or long-overdue escape to Bermuda, I’m here to help you design a journey that feels like yours.
From Snowstorm to Sea Spray
This isn’t just travel—it’s your story, set in motion.
Because the best adventures?
They usually start with a moment of “What if?”
So if you’re standing in your own version of a snowy driveway—tired, uninspired, or ready for something different—this is your sign.
There’s a whole world waiting.
And I’ve saved you a spot on deck.
Want help planning your next adventure?
📩 Reach out to me here or follow along @sherryonshore for a dose of travel inspo, sea breeze, and sparkle.
