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August 16, 2025
Annapolis, MD

Kyra & Mac

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    Things To Do

Things To Do

Here are some of our favorite activities and sights in the area!
Forward Brewing

Forward Brewing

418 Fourth Street, Annapolis, MD 21403

Kyra and Mac's 168th brewery together!

Annapolis Ice Cream Company

Annapolis Ice Cream Company

196 Main Street, Annapolis, MD 21401

Kyra's favorite flavor is the Cookie Monster. Mac is more of a Peanut Butter Chocolate guy.

The Choptank

The Choptank

110 Compromise Street, Annapolis, MD 21401

For great waterfront rooftop views of Annapolis and upscale dinner and drinks

Osteria 177

Osteria 177

177 Main Street, Annapolis, MD 21401

Popular Italian spot in downtown Annapolis

Chick & Ruth's Delly

Chick & Ruth's Delly

165 Main Street, Annapolis, MD 21401

Famous for their crab cakes. Let us know if you do the Colossal Milkshake Challenge!

The Jetty

The Jetty

201 Wells Cove Road, Grasonville, MD 21638

Casual seafood spot on Kent Island with live music

Love Point Vineyards and Winery

Love Point Vineyards and Winery

305 River Shore Lane, Stevensville, MD 21666

Okay we haven't been here but it looks cool

Boat Ride

Boat Ride

Annapolis has lots of options if you'd like to get out on the water! Consider the Miss Anne II or even a quick ride on the Annapolis Water Taxi

Historic Annapolis Tour

Historic Annapolis Tour

Consider a trolley tour or a walking tour to learn a bit more about this historic town

For all the days along the way
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