20 Things To Do In Annapolis MD

Things To Do In Annapolis MD

Nestled along the shores of the Chesapeake Bay, Annapolis, Maryland, is a city that seamlessly blends history, maritime charm, and modern elegance. Known as the sailing capital of the world, Annapolis boasts a rich colonial heritage, picturesque streets, and a vibrant waterfront. Whether you’re a history buff, a foodie, or someone seeking a relaxing weekend getaway, Annapolis has something for everyone. Here’s a curated list of Things To Do In Annapolis MD, this enchanting city.

Things To Do In Annapolis MD

  1. Tour the United States Naval Academy:

Start your visit with a tour of the United States Naval Academy, a prestigious institution with a storied history. Explore the stunning campus, visit the Naval Academy Chapel, and witness the noon meal formation. Don’t miss the U.S. Naval Academy Museum, which houses exhibits highlighting the Navy’s heritage.

  1. Stroll Through Historic Downtown:

Annapolis’ historic district is a haven for colonial architecture, cobblestone streets, and unique boutiques. Take a leisurely stroll down Main Street, Maryland Avenue, and State Circle. Admire the 18th-century homes, visit local shops, and soak in the city’s timeless charm.

  1. Visit the Maryland State House:

The Maryland State House, the oldest state capitol in continuous legislative use, is a must-visit. Take a guided tour to learn about its significant role in American history, including the signing of the Treaty of Paris and George Washington’s resignation as commander-in-chief of the Continental Army.

  1. Explore the Annapolis Maritime Museum:

Located on the waterfront, the Annapolis Maritime Museum provides insight into the city’s maritime heritage. Learn about the Chesapeake Bay’s ecology, oyster industry, and the city’s nautical history through interactive exhibits and educational programs.

  1. Take a Cruise on the Chesapeake Bay:

Experience Annapolis from the water by taking a scenic cruise on the Chesapeake Bay. Whether you opt for a sailing tour or a yacht cruise, you’ll be treated to breathtaking views of the city skyline, historic landmarks, and the serene waters of the bay.

  1. Indulge in Local Cuisine:

Annapolis is a culinary delight with a diverse range of dining options. Try local seafood at one of the waterfront restaurants, savor Maryland crab cakes, or explore the thriving food scene in downtown Annapolis. Don’t forget to pair your meal with a refreshing drink from one of the city’s craft breweries or wineries.

  1. Attend a Naval Academy Event:

Check the calendar for events at the Naval Academy, such as parades, football games, or the renowned Commissioning Week. Attending these events offers a unique opportunity to witness the traditions and pride of the Naval Academy community.

  1. Relax at Quiet Waters Park:

For a peaceful escape, head to Quiet Waters Park. This expansive green space offers walking and biking trails, beautiful gardens, and scenic views of the South River. Pack a picnic and spend a relaxing afternoon surrounded by nature.

  1. Discover the Annapolis Art Scene:

Immerse yourself in the local art scene by exploring galleries and studios in Annapolis. The Arts District, located in West Annapolis, is home to numerous galleries showcasing a variety of artistic styles, from traditional to contemporary.

  1. Take a Water Taxi Ride:

Enjoy a unique perspective of Annapolis by hopping on a water taxi. These taxis offer a picturesque way to travel between different waterfront areas, providing stunning views of the city and its historic landmarks.

  1. Attend a Performance at Maryland Hall for the Creative Arts:

Check the schedule at Maryland Hall for the Creative Arts, a hub for artistic performances. From concerts to theater productions and dance performances, this venue hosts a variety of cultural events throughout the year.

  1. Explore the William Paca House and Garden:

Step back in time by touring the William Paca House, a beautifully preserved 18th-century mansion. Wander through the meticulously landscaped garden, which is a tranquil oasis in the heart of downtown Annapolis.

  1. Go Sailing on the Chesapeake Bay:

Embrace the city’s title as the sailing capital by taking a sailing lesson or chartering a boat on the Chesapeake Bay. Whether you’re a seasoned sailor or a novice, the bay offers an idyllic setting for a nautical adventure.

  1. Shop at the Annapolis Market House:

Located in the heart of downtown, the Annapolis Market House is a food and retail marketplace. Sample local delicacies, shop for unique gifts, and soak in the lively atmosphere of this historic market.

  1. Join a Ghost Tour of Annapolis:

For those intrigued by the paranormal, consider taking a ghost tour of Annapolis. These guided tours share tales of the city’s haunted history, taking you to eerie sites and sharing stories of spirits that supposedly still linger.

  1. Experience Annapolis by Bike:

Rent a bike and explore the city’s scenic trails and waterfront paths. Biking is an excellent way to cover more ground while enjoying the fresh air and beautiful surroundings.

  1. Participate in Annapolis Festivals:

Check the local events calendar for festivals and events happening in Annapolis. From the Annapolis Film Festival to the Maryland Renaissance Festival, there’s always something happening that celebrates the city’s culture and community.

  1. Visit the Banneker-Douglass Museum:

Delve into African American history and culture at the Banneker-Douglass Museum. This museum showcases exhibits that highlight the contributions of African Americans in Maryland and beyond.

  1. Take a Day Trip to St. Michaels:

Extend your exploration beyond Annapolis with a day trip to St. Michaels, a charming waterfront town on the Eastern Shore. Visit the Chesapeake Bay Maritime Museum and enjoy the laid-back atmosphere of this historic destination.

  1. Enjoy Sunset at City Dock:

Wind down your day by heading to City Dock for a spectacular sunset view over the Chesapeake Bay. This popular gathering spot offers a perfect blend of tranquility and natural beauty.


Annapolis, Maryland, is a destination that seamlessly combines history, maritime allure, and modern delights. From exploring the United States Naval Academy to strolling through historic streets and indulging in local cuisine, there’s no shortage of things to do in this charming city. Whether you’re a history enthusiast, a food lover, or someone seeking a weekend escape, Annapolis welcomes you with open arms and a rich tapestry of experiences.

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