Jessica & Michael
Things To Do
Harris Crab House
Enjoy the classic Maryland crab house vibe at Harris Crab House. Family-run since 1981, it is celebrated for its Maryland blue crabs, fresh oysters, and casual dockside dining that embodies the Chesapeake Bay seafood tradition. This restaurant is best if you want the authentic crab feast experience with waterfront views.
Love Point Vineyards and Winery
Love Point Vineyards and Winery is a family-owned winery located on Kent Island and overlooks the Chester River. It offers artisan, award-winning wines in a relaxed coastal setting that reflects Maryland’s Eastern Shore charm. The property combines scenic waterfront views with small-lot winemaking and community-oriented experiences.
United States Naval Academy
Walk around the campus or go on a guided tour of the United States Naval Academy. The USNA prepares young men and women to become skilled, ethical, and compassionate officers in the U.S. Navy and Marine Corps.
Downtown Annapolis
Walk around historic downtown Annapolis, filled with 18th-century charm. Explore views of the Annapolis Harbor, dozens of bars and restaurants, cute shops, art galleries, cafés, ice cream parlors, a bookstore and more!