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Jonathan & Bailey

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    Things To Do

Things To Do

Historic Downtown Annapolis

Main Street, Annapolis, MD 21401

Black Market Bakers Port Annapolis

7082 Bembe Beach Road, Annapolis, MD 21403

We met here on our first date!

Quiet Waters Park

600 Quiet Waters Park Road, Annapolis, MD 21403

$6 entry fee to drive in (or park in the lot across the street from the entrance for free & walk in!), hiking and paved walking trails, beautiful overlook of the South River

United States Naval Academy

121 Blake Road, Annapolis, MD 21402

One of the most beautiful campus grounds you will ever visit and so rich with history.

Always Ice Cream Company West Annapolis

116 Annapolis Street, Annapolis, MD 21401

Highly recommend the "Peanut Butter Oreo". Add sprinkles for free!

Double T Diner

12 Defense Street, Annapolis, MD 21401
, 4105719070

Jonathan's favorite!

Grump's Cafe

117 Hillsmere Drive, Annapolis, MD 21403

Breakfast all day

Boatyard Bar & Grill

400 Fourth Street, Annapolis, MD 21403
, 410-216-6206

A local favorite. Free street parking in Eastport

Davis' Pub

400 Chester Avenue, Annapolis, MD 21403

Best Order = crab pretzel & grapefruit crush

Chessie's Wharf

609 Melvin Avenue, Annapolis, MD 21401

Best burgers & beers in Annapolis! Outdoor seating. Parking lot & free street parking too.

Iron Rooster- Annapolis

12 Market Space, Annapolis, MD 21401

Highly recommend the brown sugar cinnamon homemade pop-tart!

Chevys Fresh Mex

2436 Solomons Island Road, Annapolis, MD 21401
, 4105734932

You can't go wrong with a frozen margarita

For all the days along the way
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