Annapolis with Kids: A Complete Guide to Fun Activities for the Whole Family

Nestled along the Chesapeake Bay, Annapolis, Maryland, is a captivating blend of history, maritime charm, and family-friendly fun.

With its picturesque streets, historic landmarks, and abundance of outdoor activities, Annapolis offers a delightful escape for families seeking an unforgettable vacation.

Whether your kids are toddlers or teens, there’s something for everyone to enjoy in this vibrant Maryland city.

From exploring the U.S. Naval Academy to setting sail on a pirate adventure, Annapolis promises a treasure trove of experiences that will create lasting memories for the whole family.

So pack your bags and get ready to discover the magic of Annapolis!

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Explore Annapolis’s Rich History

Annapolis - USNA: Farragut House

Annapolis is steeped in history, dating back to its founding in 1649. As the capital of Maryland and once the capital of the United States, it’s a treasure trove of historical sites and landmarks.

Exploring Annapolis’s rich past is an adventure in itself, and there are plenty of ways for families to delve into the city’s fascinating heritage.

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Visit the U.S. Naval Academy:

240804-N-BD231-1084

A visit to the U.S. Naval Academy is a must for any trip to Annapolis.

The academy’s impressive architecture, including the iconic Naval Academy Chapel with its soaring dome, is a sight to behold.

Take a stroll through the grounds, observe the midshipmen going about their daily routines, and perhaps even catch a glimpse of a parade or drill.

To get a more in-depth look at the academy’s history and traditions, consider reserving a guided tour in advance.

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Tour the Maryland State House:

Maryland State House, Annapolis, Maryland

Step back in time with a visit to the Maryland State House, the oldest state capitol still in continuous legislative use.

This historic building has witnessed centuries of American history, and its chambers and halls are filled with fascinating stories.

Take a guided tour to learn about Maryland’s pivotal role in the nation’s founding and admire the beautiful gardens surrounding the State House.

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Stroll through the Historic District:

Annapolis: Maryland Inn

Annapolis’s Historic District is a charming enclave of brick streets, colonial-era buildings, and quaint shops.

Take a leisurely walk through the district, soaking up the atmosphere and admiring the architecture. You can also join a walking tour to learn more about the city’s history and hidden gems.

Or, simply wander at your own pace, popping into unique boutiques and cafes along the way.

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Get Out on the Water

Sunset in Annapolis, Md.

Annapolis’s prime location on the Chesapeake Bay makes it a natural playground for water-based activities.

Whether you want to cruise the harbor, try your hand at sailing, or embark on a pirate adventure, there’s plenty of fun to be had on the water.

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Explore Annapolis from the Water

Thomas Point Lighthouse in Anne Arundel County, Maryland

One of the best ways to experience Annapolis is from the water.

Hop aboard a boat tour or water taxi and enjoy a unique perspective of the city’s skyline, historic landmarks, and bustling harbor.

As you cruise along the Chesapeake Bay, you’ll be treated to scenic views and may even catch a glimpse of local wildlife, such as crabs, ospreys, and herons.

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Pirate Adventures on the Chesapeake

For a swashbuckling good time, set sail on a Pirate Adventures cruise!

This interactive experience is a hit with kids of all ages.

Young buccaneers will dress up in pirate garb, search for hidden treasure, fire water cannons at rival pirates, and even get their faces painted.

It’s an unforgettable adventure that the whole family will enjoy.

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Enjoy Outdoor Fun

Quiet Waters Park South River Overlook

Annapolis offers plenty of opportunities to enjoy the great outdoors, even during the winter months.

From sprawling parks to bustling docks, there’s always something to explore and discover in the fresh air.

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Quiet Waters Park

South River in Anne Arundel County, Maryland

Escape the hustle and bustle of downtown Annapolis and head to Quiet Waters Park in Anne Arundel County for a day of outdoor fun.

This sprawling park offers something for everyone, with playgrounds, trails for hiking and biking, a dog park, and even a skate park.

Pack a picnic lunch and enjoy the beautiful waterfront views, or let the kids burn off some energy on the playground.

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Annapolis City Dock

Annapolis: City Dock - Pride of Baltimore II

The Annapolis City Dock is the heart of the city, where you can watch boats come and go, admire the historic architecture, and soak up the lively atmosphere.

Street performers often entertain visitors, and there are plenty of benches where you can relax and take in the views.

Grab an ice cream cone from one of the nearby shops and stroll along the waterfront, or simply sit back and watch the world go by.

Ego Alley is a particularly great spot to see a variety of boats, from sailboats to luxury yachts.

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Indoor Activities for Rainy Days

Annapolis Maritime Museum in Anne Arundel County, Maryland

While Annapolis shines in the sunshine, there are still plenty of ways to keep the family entertained when the weather turns gloomy.

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Annapolis Maritime Museum

The Annapolis Maritime Museum is a fantastic option for a rainy day adventure.

Kids will love the interactive exhibits and hands-on activities that bring the Chesapeake Bay’s maritime heritage to life.

Learn about oyster harvesting, try your hand at knot-tying, and explore the fascinating world beneath the waves.

Other Indoor Options:
  • Bowling Alleys: Head to a local bowling alley for some friendly competition and family fun.
  • Movie Theaters: Catch the latest blockbuster or an independent film at one of Annapolis’s movie theaters.
  • Indoor Play Areas: Several indoor play areas in the Annapolis area offer a safe and fun environment for kids to burn off energy, especially on rainy days.

No matter the weather, Annapolis has plenty of indoor options to keep the whole family entertained.

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Where to Stay and Eat in Annapolis

A crowd at Chick & Ruth's

When it comes to choosing a place to stay and eat in Annapolis, you’ll find plenty of options that cater to families with kids.

Family-Friendly Hotels:

  • Annapolis Waterfront Hotel:This hotel offers stunning views of the harbor and is conveniently located near many of Annapolis’s top attractions. It features an indoor pool, a fitness center, and a complimentary breakfast buffet.
  • Graduate Annapolis: This stylish hotel is within walking distance of the Naval Academy and downtown Annapolis. It boasts a rooftop pool with panoramic views, a game room, and a pet-friendly policy.
  • Hilton Garden Inn Annapolis Downtown: This centrally located hotel offers comfortable accommodations and easy access to all the action. Kids will love the indoor pool, and parents will appreciate the complimentary breakfast and on-site restaurant.

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Kid-Friendly Restaurants:

  • Iron Rooster:This popular spot serves up delicious all-day breakfast and comfort food favorites in a casual setting. Kids will love the pancakes and waffles, while parents can enjoy a mimosa or Bloody Mary.
  • Storm Bros. Ice Cream Factory: No trip to Annapolis is complete without a stop at Storm Bros. for homemade ice cream. With a wide variety of flavors and toppings, there’s something to satisfy every sweet tooth.
  • Chick & Ruth’s Delly: This Annapolis institution is a must-visit for its classic diner fare and old-school charm. Kids will love the milkshakes and burgers, while parents can indulge in a crab cake sandwich or a slice of pie.

No matter where you choose to stay or eat, you’re sure to find plenty of family-friendly options in Annapolis.

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Annapolis – A Treasure Trove of Family Fun

Sandy Point State Park in Anne Arundel County, Md.

Explore historic landmarks and set sail on the Chesapeake Bay in Annapolis, where you’ll find plenty of family-friendly activities to delight visitors of all ages.

Whether you’re history buffs, outdoor enthusiasts, or just looking for a charming getaway, Annapolis has something for everyone.

Start planning your Annapolis adventure today and create lasting memories with your loved ones in this captivating city.

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