I’m Jack Shapiro, the owner and host here at 12942 Shoal Drive. After years working in real estate and spending countless days on the water, I knew I wanted to create a space that wasn’t just a place to stay—but a place to feel. Captain’s Quarters is that space.
Nestled in the private neighborhood of Captain’s Hill, this home has been a personal project and a passion of mine. I’m constantly improving, updating, and fine-tuning every detail to make sure your experience is as smooth and relaxing as a calm day on the bay.

I believe travel should be more than just checking in—it should feel like coming home. Whether you’re here to work, explore Ocean City, enjoy the water, or simply unwind, I want your stay to be memorable, comfortable, and filled with the little touches that make a big difference.