What to Eat in Annapolis

Updated June 27, 2020.

There are some locations around the world that are truly “foodie” destinations. They have a specialty, an iconic dish, or a food that the locals take pride in. Like, a LOT of pride! And in coastal Maryland, that food is crab—mostly in cake form! But don’t worry, we ate some other stuff, too. Here’s what Steve, my dad, and I all ate on our recent weekend excursion to Annapolis, Maryland!

The Boathouse

This first restaurant came highly recommended, and we were definitely not disappointed! Be sure to save room for dessert while you’re here. They have Smith Island Cake on their menu, which is the official State Dessert of Maryland!

Maryland Crab Soup
Crab Cake Balls with Remoulade Sauce
Conch Fritters–the last time I saw Conch on a menu it was in the Bahamas!
Red Snapper Special with Shellfish and Broccoli on Rice
Spinach Salad with Crab Cake
Pumpkin Smith Island Cake: a seasonal twist on the Maryland Official Dessert!

The Iron Rooster

This was our favorite restaurant in Annapolis! It’s the only place where we ate twice, and if we’d stayed in Annapolis another day, we would have eaten here again! They serve breakfast all day, which is fantastic because their breakfast is incredible!

First Morning

Breakfast Ravioli–whoever thought of ravioli for breakfast should be rewarded!
Brie-stuffed French Toast with fruit
California Omelette with Home Fries
FREE Bacon!

Pro Tip! Show the server that you liked or checked into The Iron Rooster on Facebook and get a FREE Mason jar of bacon!

Second Morning

Crab Cake Benedict with Home Fries
Waffle Burger: Thick Beef Patty with Cheese and Bacon on a Waffle Bun, with Fries
Rancher’s Benedict: Fried Green Tomatoes on English Muffin with Corn Salsa, Poblano Sauce, Poached Eggs, and Hollandaise with Creamy Grits!

City Dock Coffee

I made an epic travel blogger fail! I went to an amazing coffee shop and forgot to take a photo! I got a seasonal specialty, the Cinnamon Spice White Mocha, and it was just the right thing for a rainy morning! You’ll have to go yourself and enjoy one next time you’re in Annapolis!

Middleton Tavern

This one was fine, but it’s the one place we ate that I recommend skipping; there are too many other (better) restaurants in Annapolis!

Cheesesteak Sub with Fries and a Side of Crab Cake
Soft Shell Crab BLT with Fries
Seafood Caesar Salad
Mile High Brownie and Ice Cream Sundae
Banana Chocolate Swirl Cake

Crab at every meal, seven-layer cakes with thick frosting, incredible coffee–which one are you most excited about?

Hungry for more? Check out my World Foods Page! And for more about Annapolis, explore my United States Page, too!

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