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Caroline & Colin

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    Things To Do

Things To Do

There are so many amazing things to eat, drink, see and do! This is a very short list our best recommendations! If you need anymore ideas, shoot us a text! And to the ladies- the shopping is amazing!! Overall- take a stroll down Main Street and you will be set! Wherever you go- make sure to indulge in Maryland Crab and Orange Crushes (the OG MD Drink!)

Iron Rooster- Annapolis

12 Market Space, Annapolis, MD 21401

Delicious Restaurant recommended for Breakfast and known for their homemade Pop-Tarts!

Rams Head Tavern

33 West Street, Annapolis, MD 21401

Caroline's old stomping grounds and favorite summer job! Make sure you get the Crabby Tots!

Chick & Ruth's Delly

165 Main Street, Annapolis, MD 21401

Featured on Man vs Food- get Breakfast Lunch or Dinner, and even try and take down the Colossal Milkshake!

The Choptank

110 Compromise Street, Annapolis, MD 21401

Fun and beautiful waterfront restaurant and bar!

McGarvey's

8 Market Space, Annapolis, MD 21401

A must on the list of bars in DTA! We will be sure to stop here on the crawl or even post wedding!

Middleton Tavern

2 Market Space, Annapolis, MD 21401

The oldest bar in the state of MD! And the location of Colin & Caroline's last date before heading off to college!

Armadillos Restaurant

132 Dock Street, Annapolis, MD 21401

Only including this in case you would like to indulge in a bit of Colin's past where he bar backed in highschool and college (and where they accepted our fake IDs)! Many drinks ahead of this bar are suggested!

Naval Academy

Annapolis, MD

Open to the public for walking and site seeing! Valid ID Required to walk in!

For all the days along the way
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