Things To Do
Historic Downtown Annapolis
Main Street, Annapolis, MD 21401
If you have a few extra hours, explore downtown’s charming streets, waterfront scenery, and lively restaurants and bars. It’s the perfect place to experience the heart and history of Annapolis.
For Sunset Views- Severn Inn
1993 Baltimore Annapolis Blvd, Annapolis, MD 21409
Panoramic views of the Severn River and the Naval Academy, especially beautiful as the sun sets over the water.
Marina Dining: Carrol's Creek Cafe
410 Severn Ave, Annapolis, MD 21403
A classic waterfront spot overlooking the marina. It’s one of our favorite places to enjoy a relaxed dinner with a view.
Lively Rooftop & Harbor Views: The Choptank
110 Compromise Street, Annapolis, MD 21401
Waterfront dining with sweeping harbor views and a vibrant rooftop. A perfect spot for seafood, cocktails, and sunset over the marina.
For a True Maryland Crab Experience: Boatyard Bar & Grill
400 Fourth Street, Annapolis, MD 21403
If you ask Sean where to get a proper Maryland crab cake, this is the answer. Every time.
Morning Favorite: Iron Rooster- Annapolis
12 Market Space, Annapolis, MD 21401
A cozy spot for brunch before heading home.
For all the days along the way