Everything You Need to Know About Cruising Annapolis
Anchoring rules, dinghy docks, provisioning, and getting around without a car — here's everything we learned cruising into Annapolis.
Somewhere along the way, we realized the moments that matter most aren’t the ones you plan for. They’re the surprises — the places you stumble into, the people you meet by accident, the quiet joy of finding something you didn’t know you were looking for.
One of those moments was finding a set of salt and time weathered driftwood swings on a sandbar at Little Pipe Cay. We arrived by dinghy, stayed longer than we meant to, and left knowing we’d just experienced something we’d never forget.
🎵 Sandbar on the Ocean — a song we wrote after finding those swings.
Moments like that are why we do the harder parts. Living aboard a catamaran named Roam means fixing what needs fixing, learning as we go, and putting in the work so we can experience whatever waits beyond the next anchorage.
Sometimes that looks like adventure.
Lately, it looks like boat work.
Most days though, it’s a mix of both.
👉Read Our Full Story ➡️ About Sailing Roam
We don’t have a fixed route or a perfect timeline. What we do have is a boat, a long list of ideas, and a habit of showing up every day to see what’s possible.
We'd love for you to join us as we work, learn, and figure things out!
Anchoring rules, dinghy docks, provisioning, and getting around without a car — here's everything we learned cruising into Annapolis.
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