Home Destinations 15 Best Things to Do in Annapolis 2024 for Adults, Kids, or Couples

15 Best Things to Do in Annapolis 2024 for Adults, Kids, or Couples

by Naoi Rei
15 Best Things to Do in Annapolis 2024 for Adults, Kids, or Couples

Dive into the heartwarming town of Annapolis, where stories of the past and sea-side fun blend to offer a place bursting with things to do for everyone. With its pretty harbor, deep-rooted naval traditions, and lovely Historic District, Annapolis is a treasure box of excitement ready for you to open. We’ve put together a list of the 15 coolest things to do in Annapolis—perfect for grown-ups, youngsters, and lovebirds wanting to soak in the special vibe of this Maryland jewel.

1. Explore the U.S. Naval Academy

Set foot in the honorable United States Naval Academy, an essential stop for anyone wandering through Annapolis. This top-notch school provides tours that let you peek at stunning Beaux-Arts buildings, the grand Bancroft Hall, and the sacred Navy-Marine Corps Memorial Stadium. It’s a window into military lore and a chance to see tomorrow’s naval stars.

2. Stroll Along the Annapolis City Dock

Ambling along the City Dock is a must-do in Annapolis. With sweeping views of the harbor, it’s alive with activity where you can gawk at fancy boats, lick up some of Maryland’s tastiest ice cream, or just revel in the harbor’s vibe. The dock’s shops and eateries make it perfect for an easygoing day of fun and people-watching.

3. Tour the Maryland State House

The Maryland State House is more than a government spot; it’s a slice of history. As the oldest state capitol in continuous use, it invites guests to step back into America’s governing yesteryears. Wander its rooms and admire the architecture that’s endured the ages.

4. Sail the Chesapeake Bay

Sailing and Annapolis go hand in hand, and cruising on the Chesapeake Bay is a memory in the making. You can rent a sailboat or join a guided cruise to catch the sea breeze and dance with the waves. No matter if you’re an old salt or a fresh sailor, the peace and splendor of these waters will take your breath away.

5. Discover the Annapolis Historic District

Saunter through the Historic District, and it’s like stepping through a time portal. The old stone roads and buildings from colonial days are now home to cute shops, art havens, and coffee shops—ideal for a lazy stroll. Be sure to stop by landmarks like the Hammond-Harwood House and the William Paca Garden.

6. Catch a Performance at Maryland Hall for the Creative Arts

Feed your artistic side at Maryland Hall for the Creative Arts, with its wealth of shows and pieces. If you’re into dance, art, or tunes, this place throws the spotlight on all sorts of artistry that will enchant and impress.

7. Go Kayaking or Paddleboarding

Adventurous visitors will love kayaking or stand-up paddleboarding through the waters around Annapolis. There’s plenty of spots to rent gear or take lessons, offering new angles of the city and a solid share of fresh-air fun.

8. Relive History at the Banneker-Douglass Museum

Named for Benjamin Banneker and Frederick Douglass, this museum is a rich showcase of African American culture in Maryland. With exhibits and learning events, it honors the stories and impacts of those who’ve shaped the state’s tale.

9. Try Annapolis’ Famous Crab Cakes

An Annapolis trip isn’t complete without savoring the famous crab cakes. Celebrated for their taste and quality, these treats are a staple in local eating spots. Take a bite and find out why everyone raves about Annapolis crab cakes.

10. Visit the Annapolis Maritime Museum

Dive into Annapolis’s sea lore at the Annapolis Maritime Museum. Nestled in an old oyster packaging factory, the place tells tales of the local oyster business, ecology, and past, connecting folks to Annapolis waterfront’s then and now.

11. Attend the United States Sailboat Show

If your trip matches up with this grand event, the United States Sailboat Show is an awe-inspiring happening and one of the ultimate things to do in Annapolis. Boat seekers worldwide sail in to glimpse the newest in sailboat smarts and designs.

12. Indulge in Ice Cream at Storm Brothers Ice Cream Factory

For a sugary delight loved by kids and adults alike, Storm Brothers Ice Cream Factory hits the spot in Annapolis’s frozen treat scene. With loads of homemade flavors and a friendly setting, it’s the go-to spot to indulge in a cone and soak up Dockside scenery.

13. Experience the Charm of Eastport

A stone’s throw from the City Dock sits Eastport, a hub known for its nautical legacy. Easygoing and full of places to dine by the water, it’s great for a mellow meal or hanging out with the boating crowd.

14. Shop at the Annapolis Harbour Center

For those itching to shop till you drop, Annapolis Harbour Center has all sorts of stores and unique boutiques. Find everything from trend-setting fashion to handcrafted goodies, and give a thumbs up to a shopping spree in this lively center.

15. Join a Ghost Tour of Historic Annapolis

For a dash of spookiness, sign up for a ghost tour and listen in on Annapolis’s eerie old tales. These nighttime walks through the Historic District with a storyteller guide spill the spooky secrets hiding in the city’s ancient structures and tight lanes.


What is the best time of year to visit Annapolis?

The prime times to drop by Annapolis are spring and fall when the weather is just right and there are lots of festivals and fun events. Still, summer’s a hit too, especially for those who love sailing and chilling by the water.

Can I take a tour of the U.S. Naval Academy?

Absolutely, the U.S. Naval Academy welcomes visitors for guided tours. You can soak up the Academy’s story and check out big landmarks on the grounds. It’s smart to look ahead for any entry rules or scheduled tours.

Are there family-friendly activities in Annapolis?

Annapolis is packed with family fun. From sailing on the Chesapeake Bay, peeking into the Maryland State House, to licking ice cream at the City Dock, there’s a bundle of adventures suitable for the whole gang.

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