Days 60 & 61 Annapolis, MD to Rock Hall, MD

Sunday & Monday May 25-26, 2025

After a few busy and exciting days exploring Annapolis, we made the short hop—just over two and a half hours—to Rock Hall, Maryland. It was an easy cruise, made all the better by the promise of good company, great food, and live music.

We had plans to meet up with our friends David and Candace from Too Nasty to grab a bite and check out the “porch music” happening around town. After getting settled on the hook, we hopped in our dinghies and made our way to the dock, where a friendly local shuttle whisked us away to Waterman’s Crab House—one of my personal bucket list stops!

Our shuttle driver was a schoolteacher moonlighting on the shuttle for the weekend. She told us to ask for her friend, a waitress at Waterman’s (and also a teacher), and we’re so glad we did. Our server was a gem—insightful, funny, and full of local charm that made the whole experience even more special.

It was a beautiful Sunday afternoon on a holiday weekend, so naturally, Waterman’s was buzzing. A great band was playing—right up our alley—and the place had that perfect laid-back waterfront vibe. We enjoyed a delicious lunch, soaking in the music and weather while catching up with David and Candace.

Our other friends, Bonnie and Louis from Goldilocks, also made their way to Rock Hall that day, but the timing didn’t quite work out for a meetup. Hopefully, we’ll connect with them at another stop soon—Loop life always seems to offer another opportunity just around the bend.

All in all, Rock Hall delivered: crab house dreams fulfilled, music on the breeze, and time well spent with great friends. A day to remember!

The next morning, we woke up to find our fridge and freezer not behaving as they should—again. Boat life sure has its way of keeping you humble. Nothing like a warm fridge to snap you out of vacation mode.

Thankfully, our ever-resourceful captain managed to finagle a temporary fix so we could limp along. After some troubleshooting, we realized we had likely drained the house batteries a bit lower than ideal. It’s a delicate dance keeping everything balanced when you’re anchoring out and trying to minimize generator time.

Lesson learned: we’ll need to run the generator a bit longer, especially on high-use days. The fridge seems stable for now, and we’re grateful it didn’t require anything more dramatic (or expensive) to get back on track.

Ending on a High Note

We wrapped up the day in the best possible way—hosting a happy hour aboard with fantastic friends David & Candace (Too Nasty) and Louis & Bonnie (Goldilocks). We shared stories, compared notes on boat issues and upcoming plans, and—most importantly—shared a whole lot of laughs.

These are the moments that make the Loop so special. The people, the connection, the unexpected reunions—they’re what turn a simple stop into a lasting memory.