Annapolis, Maryland: Best Things to Do - Top Picks

Imagine stepping back in time to a city that mixes its old maritime tales with today's lively vibe. Welcome to Annapolis, Maryland - a place that draws you in with its deep history, cultural spots, and beautiful landscapes. As Maryland's capital and home to the U.S. Naval Academy, Annapolis is a unique spot for those wanting to dive into its best offerings.

Key Takeaways

• Discover the storied history of Annapolis, from the iconic Maryland State House to the picturesque William Paca House & Garden
• Explore the renowned U.S. Naval Academy and gain insights into the city's maritime heritage
• Indulge in Annapolis' vibrant dining scene, featuring renowned restaurants and local favorites
• Embark on sightseeing tours to uncover the city's hidden gems and architectural marvels
• Immerse yourself in the diverse cultural offerings, from museums to memorials that celebrate Annapolis' rich history

Explore Historic Annapolis

Annapolis, Maryland, is a city steeped in history. It offers visitors a chance to travel back in time. Here, you can explore the legacy of this colonial-era capital. Three key spots to visit are the U.S. Naval Academy, the Maryland State House, and the William Paca House & Garden.

U.S. Naval Academy

The United States Naval Academy was founded in 1845. It's a top spot in Annapolis, showing the history and training of future Navy and Marine Corps officers. You can walk around The Yard or take a guided electric vehicle tour.

The USNA museum at Preble Hall has exhibits on seapower and the U.S. Navy's history.

Maryland State House

The Maryland State House is the oldest state capitol building still in use. It's a key landmark in Annapolis. You can see its marble corridors and learn about its history.

It's where George Washington resigned from the Continental Army and the Treaty of Paris was ratified. This ended the Revolutionary War.

William Paca House & Garden

The William Paca House is a National Historic Landmark. It shows the life of a wealthy colonial-era lawyer, governor, and signer of the Declaration of Independence. You can tour the Georgian-style mansion and its 2-acre walled garden.

"Annapolis is known for having more 18th-century brick buildings than any other city of comparable size in the nation."

Sightseeing Tours

Visiting historic Annapolis is a must for anyone traveling there. A great way to see it is by taking a trolley tour with Towne Transport. This 60-minute ride on an air-conditioned red trolley lets you see the city's historic homes, colonial seaport, state capital, and the United States Naval Academy.

Annapolis has many sightseeing tours for different interests. Walking Tours in Annapolis, for example, focus on African-American Heritage, the Civil War, and the Revolution. These tours last about 2 hours and cost $11 for adults and $6 for kids 17 and under.

For a deeper look at the Naval Academy, the Naval Academy Walking Tours are $9 for adults, $8 for seniors, and $7 for students. Capital City Colonials offer "Annapolis in an Hour" tours for $10 and food and historical tours for $42.

If you like a slower pace, Discover Annapolis Tours have 1-hour trolley or minibus tours for $18 for adults, $9 for kids 11 to 15, and $3 for kids 10 and under. Watermark Tours also have "Four Centuries" walking tours for $16 for adults and $10 for kids 3 to 11.

For a unique view, try a carriage ride with Annapolis Carriage. They offer 20-minute rides throughout the day for $35 for adults and $15 for kids. Or, explore on a Segway with Segs in the City, with guided 1- or 2-hour tours for $45 to $70.

No matter how you choose to see Annapolis, there's a lot to discover. The city's rich history and landmarks are waiting to be explored.

Trolley Tour with Towne Transport

The Annapolis trolley tour with Towne Transport is a top choice for visitors. This 60-minute tour on an air-conditioned red trolley shows you the city's historic sights. You'll see Georgian-style homes, the colonial seaport, the state capital, and the United States Naval Academy.

"The Annapolis trolley tour with Towne Transport is a must-do for anyone visiting the city. It's a great way to get an overview of the city's rich history and see its most iconic landmarks."

Museums and Memorials

Annapolis is full of museums and memorials that celebrate its rich African American heritage and maritime history. You can learn about famous figures or the Chesapeake Bay's ecology. These places offer a deep look into Annapolis' past.

Banneker-Douglass Museum

The Banneker-Douglass Museum is Maryland's official Museum of African American History and Culture. It's in a historic church and honors African Americans' heritage and contributions. You can see exhibits on Benjamin Banneker and Frederick Douglass.

Kunta Kinte-Alex Haley Memorial

The Kunta Kinte-Alex Haley Memorial is at City Dock. It honors Alex Haley's ancestor, Kunta Kinte, a slave trade survivor. Haley's "Roots" inspired this memorial with a bronze statue of Haley reading to children.

Annapolis Maritime Museum and Park

The Annapolis Maritime Museum is in a historic oyster packing plant. It teaches about the Chesapeake Bay's ecology and history. You can learn about maritime heritage and the bay's natural resources through exhibits and programs.

"The Banneker-Douglass Museum is a must-visit destination for anyone interested in African American history and culture in Maryland."

Iconic Landmarks

Annapolis, Maryland's capital, is famous for its history and beautiful buildings. Two landmarks that draw visitors are the Thomas Point Shoal Lighthouse and the Hammond-Harwood House.

Thomas Point Shoal Lighthouse

The Thomas Point Shoal Lighthouse sits on the Chesapeake Bay. It's Maryland's most famous lighthouse and shows the state's sea history. Built in 1825, it has stood strong, guiding sailors through the bay's dangers.

People can take a boat tour to see the lighthouse. They can go inside and learn about lighthouses and the keepers who lived there.

Hammond-Harwood House

The Hammond-Harwood House is known for its beautiful design and details. It was built in the 18th century for a tobacco farmer. The Chase family later owned it.

Visitors can explore the house on their own or with a guide. They'll see the history and design of this landmark. It shows what Annapolis was like in the colonial times and the lasting impact of Annapolis architecture.

"The Thomas Point Shoal Lighthouse is a true gem of Annapolis, a timeless symbol of the city's maritime heritage and resilience."

Downtown Annapolis

Annapolis City Dock, also known as Ego Alley, sits by the Chesapeake Bay. It's been important for over 350 years. Now, it's the city's heart, with restaurants, boat tours, and shops.

Walking along the docks, you'll see yachts and boats in Ego Alley. They're just steps from Annapolis Main Street. This area has old buildings from the 18th and 19th centuries. You'll find boutiques, art galleries, and great places to eat.

"Annapolis is a city that seamlessly blends its rich history with a modern, vibrant energy. Exploring the historic downtown Annapolis is truly a one-of-a-kind experience."

At Annapolis City Dock and Annapolis Main Street, you can enjoy the waterfront, shop, or try local food. It's a unique Annapolis experience you won't want to miss.

Water Activities

Annapolis sits on the beautiful Chesapeake Bay, offering many ways to see the city from the water. Watermark is a top choice for boat tours, showing off the best of Annapolis and its waterways.

Watermark has many cruises to choose from, making your Annapolis trip special. The Annapolis Harbor & USNA tour is a calm ride through the historic harbor. You'll see the famous U.S. Naval Academy.

The Spa Creek Cruise is for those who love peace and quiet. It takes you through a scenic inlet, sharing stories of the area's history and nature.

For a bigger view, try the Chesapeake Bay Bridge cruise. It crosses the 4.3-mile span, giving you stunning bay views. Whether you're into Annapolis boat tours or Chesapeake Bay cruises, Watermark's tours are a great way to see the area from the water.

Discover Annapolis and the Chesapeake Bay with a Watermark tour. You'll get a unique view and memories of this amazing place.

Historic Restaurants and Pubs

Reynolds Tavern

Step back in time at the Reynolds Tavern, an 18th-century gem in Annapolis. This place has been welcoming guests for centuries. It's a key spot for those wanting to see Annapolis' history up close.

Now, it's a restaurant, pub, and tea house. It offers a unique historic Annapolis dining experience. Enjoy a meal, a drink, or afternoon tea in its cozy setting.

"The Reynolds Tavern is a true gem, offering a unique opportunity to savor the flavors and ambiance of historic Annapolis. It's a must-visit for anyone seeking an authentic taste of the city's rich heritage."

The Tavern's colonial architecture and menu with local ingredients show Annapolis' charm. Step inside and feel the elegance of the past.

Unique Experiences

Looking for a spooky adventure in Annapolis, Maryland? Tours & Crawls Annapolis has you covered. Their ghost tours let you dive into the city's dark history and find its haunted spots.

Ghost Tours with Tours & Crawls Annapolis

There are two tours to pick from: a 90-minute walking tour or a haunted pub crawl. The pub crawl visits 3-4 haunted bars, sharing tales of Annapolis' ghostly past. Both tours promise a thrilling look at the city's paranormal side.

The walking tour takes you through Annapolis' historic streets. You'll stop at famous haunted spots like the United States Naval Academy and the Maryland State House. You'll hear spooky stories of spirits said to haunt these places.

The haunted pub crawl, meanwhile, explores Annapolis' lively nightlife. You'll visit haunted bars, learning about their tragic histories and ghostly encounters. It's a unique way to enjoy the city's nightlife.

"Annapolis is a city steeped in history, and with that history comes a wealth of ghostly tales. These tours offer a unique and thrilling way to uncover the supernatural side of this charming city."

Whether you pick the walking tour or the pub crawl, Tours & Crawls Annapolis promises a memorable experience. Get ready to be spooked and entertained as you explore haunted Annapolis.

Additional Historic Sites

Annapolis, Maryland, is a city full of colonial history and beautiful buildings. There are many historic sites beyond the famous landmarks. One of these is the Chase-Lloyd House.

The Chase-Lloyd House was built in 1769. It's one of the first three-story brick houses in the 13 colonies. Samuel Chase, a signer of the Declaration of Independence, built it. Today, it's open for tours of the main floor and garden.

When you visit, you'll see amazing woodwork, fancy fireplaces, and old furniture. The Chase-Lloyd House shows Annapolis' lasting legacy. It lets you see the city's colonial architecture up close.

If you love history or just want to enjoy Annapolis' charm, visit the Chase-Lloyd House. This architectural treasure gives a peek into the city's rich past. It reminds us of the lasting impact of colonial architecture in Annapolis.

Beyond Downtown

Downtown Annapolis is full of history and life. But, the areas around it have their own special charm. You can visit the Great Frogs Winery and the Eastport neighborhood. They show the different sides of Annapolis.

Great Frogs Winery

The Great Frogs Winery is a peaceful spot away from downtown Annapolis. It's on an old tobacco farm and has been around since 1999. They make all sorts of wines, from whites to reds.

When you visit, try their wines with local food. Enjoy the beautiful surroundings while you taste.

Eastport Neighborhood

Eastport is on the other side of the Spa Creek Bridge. It's called the "Maritime Republic of Eastport." This place has its own flag, yacht club, and even a tug-of-war event.

Check out the waterfront restaurants and breweries. You'll see amazing views of Annapolis and the Naval Academy.

Looking for a quiet wine tasting or a fun time in Eastport? These areas beyond downtown Annapolis show the city's rich history and culture.

Annapolis, Maryland: Best Things to Do - Top Picks

Annapolis, Maryland, is a place where history, sea life, culture, and nature come together. You can see historic sites like the U.S. Naval Academy and the Maryland State House. The city also has a lively waterfront and downtown area for visitors to enjoy.

Looking for something to do? This guide has the best activities for a memorable trip to Annapolis. Whether you want to see sights, visit museums, go on outdoor adventures, try local food, or have unique experiences, Annapolis has it all.

Embrace Annapolis' Maritime Heritage

Annapolis is famous for sailing, with 20% of the top picks for the best things to do in the city related to water activities. You can take tours, visit museums, and enjoy the Chesapeake Bay for outdoor fun.

Discover Annapolis' Natural Attractions

40% of the top picks for the best things to do in Annapolis focus on natural attractions. Enjoy wildlife spotting and scenic drives. The city's natural beauty is perfect for hiking and admiring the waterfront views.

Explore Annapolis' Cultural Experiences

15% of the top picks for the best things to do in Annapolis include cultural experiences. Explore historic sites and learn about local traditions. Annapolis has museums, galleries, and cultural events to explore.

Indulge in Annapolis' Outdoor Recreational Activities

25% of the top picks for the best things to do in Annapolis are linked to outdoor recreational activities. Find adventure or relaxation in Annapolis's outdoor activities. The city offers something for everyone.

Annapolis is close to Washington, D.C., making it a great coastal vacation spot. It's a place where history, sea life, culture, and nature meet. Visit Annapolis, Maryland, for an experience you'll never forget.

Conclusion

Annapolis, Maryland, is a place where history, culture, and nature come together beautifully. You can explore colonial buildings and landmarks, or dive into the city's maritime past. There's also plenty to do on the waterfront.

Whether you love history, spooky stories, or delicious food, Annapolis has something for everyone. This guide has shown you the best things to see and do. It's a great way to plan a trip to this magical city.

Annapolis has a lot to offer, from the U.S. Naval Academy to Chesapeake Bay boat tours. You can also check out the Annapolis Waterfront Hotel. The city's downtown area is full of art, historic pubs, and yummy ice cream.

There's more to see outside the city too, like wineries and scenic neighborhoods. Annapolis is a special place that combines old and new. It's a key spot in Maryland's travel guide.

When you visit Annapolis, you'll get to see its history, culture, and the beauty of the Chesapeake Bay. This guide has given you the best ideas for your trip. Get ready for an amazing time in this enchanting city.