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Things To Do

Ego Alley

Ego Alley

1 Dock Street, Annapolis, MD 21401

Take a stroll along the harbor and watch the boats glide by. Great for people-watching, grabbing a scoop of ice cream, or just enjoying the waterfront vibe.

Great Frogs Winery

Great Frogs Winery

3218 Harness Creek Road, Annapolis, MD 21403

Nestled just outside Annapolis, this rustic winery offers tastings of handcrafted wines in a serene setting.

Forward Brewing

Forward Brewing

418 Fourth Street, Annapolis, MD 21403

A cozy microbrewery in Eastport serving small-batch beers with a local twist. Enjoy a laid-back atmosphere and delicious bites.

Naval Academy

Naval Academy

121 Blake Road US Naval Academy, Annapolis, MD 21402

Even if you're not into military history, the campus is beautiful and full of fascinating stories. Be sure to bring ID to enter.

Chick & Ruth's Delly

Chick & Ruth's Delly

165 Main Street, Annapolis, MD 21401

A quirky Annapolis staple serving up giant sandwiches and all-day breakfast. Don’t miss the milkshakes.

Sandy Point State Park

Sandy Point State Park

1100 East College Parkway, Annapolis, MD 21409

If you're craving beach time, head here for swimming, picnic spots, and stunning views of the Chesapeake Bay Bridge.

Jug Bay Wetlands Sanctuary

Jug Bay Wetlands Sanctuary

1361 Wrighton Road, Lothian, MD 20711

Explore over 1,700 acres of tidal freshwater wetlands, forests, and meadows. Perfect for hiking, birdwatching, and immersing yourself in nature.