30 Best & Fun Things To Do In Annapolis (Maryland)

Annapolis is the capital of Maryland and one of the best East Coast cities.

It’s famous for the United States Naval Academy, but there are so many more Annapolis attractions.

With things to do in downtown Annapolis and throughout the city, you’re sure to have a special time.

These are the 30 best and most fun things to do in Annapolis, Maryland.

1. Go to Eastport

Eastport is a community accessible via the Spa Creek Bridge.

It’s like its own world, including a distinct flag and vibe.

Eastport is full of great sites and activities, making great use of its waterfront setting.

One of the best parts is the “Slaughter Across the Water.”

This is a major tug-of-war competition between people on different sides of the bridge.

They also have boat races on Wednesdays in the summer.

Eastport also has lots of excellent restaurants to choose from.

Going to Eastport stands among the best things to do in Annapolis.

It’s a beautiful area with a great community.

Being by the water in Eastport, watching a race or enjoying a great meal, is a wonderful time.

2. The Kunta Kinte-Alex Haley Memorial

Many Annapolis attractions are based on historical importance.

Among them is this tribute to Alex Haley, author of “Root,” and the novel’s protagonist, Kunta Kinte.

This three-part memorial teaches about the transatlantic slave trade and the legacy victims and their descendants endured.

It’s one of the top things to see in Annapolis for learning about black history.

There are three main components to this spectacular memorial.

There’s the Compass Rose, Story Wall, and Sculpture Group.

The Compass Rose is a giant map, while the Story Wall features 10 bronze plaques.

At the Sculpture Group, you’ll see a statue of Haley, reading to children who are sitting attentively.

The Kunta Kinte-Alex Haley Memorial is a very important site.

It gives downtown Annapolis so much more heart.

Check it out so you can learn more about Alex Haley and his efforts for justice and understanding.

Address: Annapolis, MD 21401, United States

3. William Paca House & Garden

One of the top things to do in Annapolis is to visit William Paca House & Garden.

This property features a mansion built in the 1700s, whose owner signed the Declaration of Independence and served as a Maryland governor.

Today, it stands as a beautiful part of a gorgeous city.

The William Paca House & Garden is part of the city’s Historic District.

It’s not a huge estate, at only two acres, but the heart and splendor more than make up for the size.

Exploring the terraces and Summerhouse and taking photos are great ways to enchant your senses.

Annapolis has many great places to go for historical exploration, including William Paca House & Garden.

It’s been amazingly well-preserved, making visiting it among the best things to do in Annapolis.

Anyone looking for beautiful places to see in Maryland should come here.

It’s also especially wonderful if you’re looking to host a lavish event, such as a wedding.

Address: 186 Prince George St, Annapolis, MD 21401, United States

4. City Dock

If you love water, you should love Annapolis.

Spending time on the City Dock lets you see many lovely things.

It’s also an excellent place of congregation for boating enthusiasts showing off their vessels as well as spectators.

Also known as “Ego Alley,” City Dock features many great boats and wonderful attractions.

There are lots of places to shop and eat.

Plus, there are special events like the Spring Sailboat Show.

You might start saving up for a boat of your own after visiting.

Going to City Dock is a really magical experience.

Looking at all these boats on the gorgeous water is a great sightseeing experience.

Get out there early so you can avoid the huge crowds and also find time to go shopping and grab a great meal.

Address: Dock St, Annapolis, MD 21401, United States

5. The Chase Lloyd House

The Chase Lloyd House isn’t just a historic home, it’s also an incredibly important one in terms of serving the community.

Samuel Chase, its builder, Edward Lloyd IV both owned it, as well did many others.

However, it was Hester Chase Ridout who gave the Chase Lloyd House its legacy as an indispensable part of the Annapolis community.

Ridout’s will stipulated that it become an elderly women’s home.

That has continued onto today.

The Chase Lloyd House is a beautifully built home that has given generations of older women excellent accommodations.

The Chase-Lloyd House shows how much the people of Annapolis care about vulnerable populations.

It’s a great place to visit if you’re trying to help an elderly relative find a new place to live.

The Chase Lloyd House operates on Tuesdays and Fridays from 2 p.m. to 4 p.m.

Address: 22 Maryland Ave, Annapolis, MD 21401, United States

Planning to visit other parts of Maryland? Why not check out some of the fun things to do in Ocean City, MD?

6. United States Naval Academy

Great minds and bodies have been developed at the United States Naval Academy, located in Annapolis.

Since its founding in 1845, this academy has been part of the country’s proud military tradition.

Come visit the United States Naval Academy to get a better sense of how important discipline and tradition are to the Navy.

On a tour of the academy, you can learn all about its amazing history.

You should also be enraptured by the architecture, which furthers the sense of greatness instilled by the school.

Those who feel the call to serve their country and better themselves through the process have done well at this academy.

There are lots of impactful things to do in Annapolis, but visiting the United States Naval Academy can speak to you in really intense ways.

You might know someone interested in joining the Navy who’d benefit from visiting.

Public tours are available at different times throughout the year.

Address: 121 Blake Rd, Annapolis, MD 21402, United States

7. Annapolis Symphony Orchestra

One of the best Annapolis attractions for music lovers is the Annapolis Symphony Orchestra.

Seeing a concert from this orchestra is very special, as there are fairly few each year.

When you’re here, you’ll see a great ensemble at work and be in one of Maryland’s finest buildings.

Before each show, there’s a 45-minute discussion.

This goes over what the show will involve, and can help you better appreciate the gorgeous music and the work that goes into presenting it.

You should also be delighted by the venue, Maryland Hall for the Creative Arts, which has a beautiful auditorium with excellent sound.

Check the Annapolis Symphony Orchestra’s calendar to determine which show to see.

They have a lot of variety in their performances, but there are fewer than 10 per year.

No matter which you choose, you should have a very fulfilling experience.

Address: 801 Chase St Pro Shop, Annapolis, MD 21401, United States

8. Maryland World War II Memorial

When you’re in Annapolis, you can pay your respects to people who fought and sacrificed for their country.

The Maryland World War II Memorial successfully tributes these heroes.

Make sure it’s a part of your sightseeing experience.

The Maryland World War II Memorial has a beautiful design.

It’s located outside and has 48 pillars encircling it.

These stand for the 48 states in the union during the war.

There are also names of every Maryland resident who died in action.

There are also plaques talking about important moments in the war.

Each part of the Maryland World War II Memorial is important.

They emphasize not only the heroism of these troops but also the importance of Maryland in the effort.

This is among the most moving places to go to in Annapolis.

Address: 1920 Governor Ritchie Hwy, Annapolis, MD 21409, United States

9. Annapolis Electric Boat Rentals

The Chesapeake Bay is great to see from the docks or on the shore.

However, if you really want to experience it like a true resident, you should rent a boat.

There are lots of places to rent boats from.

However, Annapolis Electric Boat Rentals is your best bet.

Not only do these boats let you enjoy the expansive wonders of the Chesapeake Bay, but they’re also environmentally sound.

They work via batteries, keeping pollutants out of the water.

Additionally, their low speeds and quiet performances keep them from disturbing animals who call Chesapeake Bay home.

Annapolis Electric Boat Rentals offers fun on the Chesapeake Bay without harming the water.

Taking out one of their boats is one of the romantic things to do in Annapolis.

Their boats allow for up to 10 people at a time.

The peak season is from May to October.

Address: 300 Second St, Annapolis, MD 21403, United States

10. Annapolis Town Centre

One of the best aspects of Annapolis is the Town Centre.

It’s a great place for entertainment and other fun activities.

Families, couples, and friends can come out here for fun things to do in Annapolis.

Looking at the Annapolis Town Centre directory should fill you with excitement.

There’s a spa, a painting bar, a fishing shop, and so many awesome places to eat.

Love Chinese, burgers, and pizza?

You’ll find a great place to eat.

If you’re seeking places to go at night, visit Annapolis Town Centre.

Come with some spending money and get ready to enjoy all kinds of fun places and activities.

It’s open between Mondays and Thursdays, 10 a.m. to 7 p.m., and Fridays and Saturdays, 10 a.m. until 8 p.m., and Sundays, 11 a.m. to 6 p.m.

Address: 1906 Towne Centre Blvd, Annapolis, MD 21401, United States

11. B&A Trail

If you love being outdoors and are looking for free things to do in Annapolis, check out B&A Trail.

Short for “Baltimore and Annapolis,” B&A Trail offers a smorgasbord of fun.

It’s a fairly long trail, but it’s manageable, especially when you see just how scenic it is.

This trail stretches for just over 13 miles.

It has a wide paved trail, which can fit people going on strolls, runs, bike rides, and even riding horses and wearing rollerblades.

Be mindful of your surroundings, making sure to give other travelers plenty of room and letting them pass you if going at a faster pace than you.

The B&A Trail is such a simple delight.

The only thing you need to enjoy it is an appreciation for nature and the ability to focus on the moment.

The B&A Trail is open every day, from dawn to dusk.

12. The Maryland State House

Since Annapolis is the capital of Maryland, you should check out the Maryland State House.

Visiting here is what to do in Annapolis if you’re interested in government.

The Maryland State House lets you see how a state’s government works together to lead.

There aren’t many places to visit in the US quite as important as The Maryland State House.

It’s the last colonial building that’s still in use, as well as the oldest state capitol.

In fact, this was once used as the United States Capitol.

When George Washington resigned as leader of the Continental Army, he did so here.

Furthermore, the Treaty of Paris was ratified here, ending the Revolutionary War.

Tourist attractions like the Maryland State House are ideal for history buffs visiting Annapolis.

You can be amazed by the history of this building and the legacy that continues.

It’s open every day, from 9 a.m. to 5 p.m.

Address: 100 State Cir, Annapolis, MD 21401, United States

13. Here.

If you’re visiting Annapolis this weekend, you should come to Here.

That might sound a little confusing, but Here. is actually the name of a pop-up shop.

Founded by University of Maryland alum Ellen Lunay, Here. provides some of the coolest items you’ll find anywhere in Annapolis.

When you need a wardrobe upgrade, Here. is the place to be.

They have clothes for all seasons and for all tastes.

Whether you’re all-business or all-party, you should come away happy.

There’s also plenty of home decor, including items for the bathroom and kitchen.

Items like their crabcake recipe print can help you bring a taste of Maryland back home.

Since Here. is a pop-up shop, you need to be shrewd about finding out when and where it’s operating.

Jump on any chance to visit, as it’s too cool and fun to miss out on.

You should also look for gifts, as your loved ones would surely love something from Here.

14. Pennsylvania Dutch Farmer’s Market

The Pennsylvania Dutch Farmer’s Market is both a great place to shop and learn about a different culture.

Amish farmers from Lancaster County, Pennsylvania sell incredible items here, at the Annapolis Harbour Center.

You can come here to pick up some items, eat at a restaurant, or even purchase some furniture.

The Pennsylvania Dutch Farmer’s Market isn’t just about fresh produce, although there’s plenty of that here.

There’s also candy, cheeses, meats, and ice cream.

The Dutch Market Restaurant is open for three meals a day.

Plus, Millwood Furniture is full of beautiful hand-crafted wood furniture, perfect for upgrading your home with.

Known by locals as “The Amish Market,” this is where to go in Annapolis for great food and customer service.

There are no places to visit quite like it.

The Pennsylvania Dutch Farmer’s Market is open on Thursdays and Fridays from 9 a.m. to 6 p.m. and on Saturdays from 8:30 a.m. to 3 p.m.

The Dutch Market Restaurant is open at 8 a.m. each day.

Address: 2472 Solomons Island Rd, Annapolis, MD 21401, United States

15. Chesapeake Bay Cruise

There are many ways to experience the Chesapeake Bay.

One of the most unforgettable ways is by taking a cruise.

The Harbor Queen offers romantic and exciting rides that show how incredible this body of water is.

The Harbor Queen is a massive tour boat, owned by local agency Watermark.

It’s something of a celebrity in the city.

For more than 45 years, guests have been wowed by this 65-foot-long vessel.

There’s a very popular 40-minute guided cruise, as well as some longer excursions.

A Chesapeake Bay Cruise is what to do for a relaxing time on the water in Annapolis.

You’ll be around the majestic waters of the Chesapeake Bay and lots of other happy passengers.

Experiences like these make Annapolis among the most popular vacation spots in the eastern United States.

16. The Colonial Players

There’s incredible culture all around Downtown Annapolis.

One of the biggest points of interest for theater lovers is the Colonial Players.

This is a historic theater company, having been a part of Annapolis for more than 70 years.

The Colonial Players offers a variety of community productions.

There are dramas, comedies, children’s productions, and ones that are a bit harder to classify.

However, the common thread is that it’s all top-notch entertainment.

Their headquarters is a former mechanic shop, giving it another sort of funky charm.

Wonderful tourist attractions keep Annapolis, Maryland thriving culturally.

Whatever production you see, it’s sure to be a great one.

Check out the Colonial Players schedule tonight.

Address: 108 East St, Annapolis, MD 21401, United States

17. Hammond-Harwood House

The Hammond-Harwood House is at the top of vintage Annapolis attractions.

This is a historic house, dating back to 1774, that’s been made into a museum.

Public tours teach about the people behind this home and let you see the sumptuous architecture that has helped it endure for centuries.

The Hammond-Harwood House is a remarkable building.

Tours are also not afraid to go into uncomfortable history, discussing the role of enslaved persons in the home’s history.

They also have exclusive events at various points, such as concerts.

The Hammond-Harwood is a vital part of downtown Annapolis, and its construction and history help it stand out so much.

It’s open every day except Tuesdays from noon to 5 p.m.

Admission for group tours is $8 for adults and $4 for children.

Address: 19 Maryland Ave, Annapolis, MD 21401, United States

18. Rams Head Tavern

Rams Head Tavern is among the liveliest places to visit for a great meal and fun times in Annapolis.

If you’re going to be in Annapolis this weekend, spend an evening at Rams Head Tavern.

As soon as you step in, you should feel fueled by a great sense of fun and friendliness.

Rams Head Tavern is famed for its food and intimate environment.

The menu has savory items like the Dynamite Burger, Vegan Papa Salsicca, and Bourbonzola Strip.

Connected to the tavern is Rams Head On Stage, a live entertainment venue featuring awesome performances by musicians and comedians.

A night out in Annapolis warrants a visit to Rams Head Tavern.

The ideal evening is getting a meal and drink at Rams Head Tavern, followed by enjoying a show at Rams Head On Stage.

Rams Head Tavern is open from Sundays to Thursdays from 11 a.m. to 10 p.m. and on Fridays and Saturdays, 11 a.m. until 11 p.m.

Address: 33 West St, Annapolis, MD 21401, United States

19. Historic London Town and Gardens

Historic London Town and Gardens is what to see for an enlightening near Annapolis.

It’s located in the lovely community of Edgewater, Maryland.

There are few places to visit that can teach as much as it does.

There are pieces at Historic London Town and Gardens that go back to the 1700s.

Archaeology also has a large emphasis here, with researchers still uncovering buried pieces here.

It teaches just how much can be learned through being observational and curious.

Historic London Town and Gardens is one of the biggest points of interest near Annapolis.

You can have fun exploring these grounds or just enjoying chilling out here.

For years, Historic London Town and Gardens has been one of the top places to visit in Maryland.

Adults are charged $10 for admission, seniors, $9, youths, ages seven to 17, $5, and children, ages four to six, $3.

Address: 839 Londontown Rd, Edgewater, MD 21037, United States

20. Quiet Waters Park

If you’re seeking fun and serenity, come to Quiet Waters Park.

There are numerous things to do here, from kayaking to picnicking.

Visiting is what to do when you need to treat your senses.

More than 300 acres of splendor make up Quiet Waters Park.

Quiet Waters Park is a great place for the whole family.

You can rent boats, walk on the trails, let your kids frolic on the playground, and check out the gardens and art on display.

Even your dog will have a blast at Quiet Waters Park, socializing at their dog park.

Quiet Waters Park is one of the most fun places for outdoor activities.

If you’ll be in Annapolis today, try to come here.

Even if you can only be there for about an hour, it’s still a valuable experience.

It’s open every day from 7 a.m. to 8 p.m.

Address: 600 Quiet Waters Park Rd, Annapolis, MD 21403, United States

21. Annapolis Ice Cream Company

Annapolis Ice Cream Company offers a fun and sweet time with some absolutely delicious frozen treats.

For 17 consecutive years, it’s been named the “Best Ice Cream” in the city.

When you see what they do with their ingredients, you’ll likely join that choir of praises.

Founded by New Englanders who wanted to bring the ice cream they grew up with to Maryland, Annapolis Ice Cream Company turns the creamy comfort of a familiar treat into something even more special.

Their cones look like something out of a magazine, and they taste like something out of heaven.

Annapolis Ice Cream Company offers fun and sweets for every customer.

Grab a cone or stock up on some pints to enjoy when you come home.

It’s open from Mondays through Thursdays from 2 p.m. to 9 p.m., Fridays and Saturdays from 12 p.m. to 10 p.m., and Sundays from 12 p.m. to 9 p.m.

Address: 196 Main St, Annapolis, MD 21401, United States

22. Sandy Point State Park

Sandy Point State Park is one of the most magnificent places to visit in Annapolis.

It offers nearly 800 acres of unspoiled land, ideal for camping.

What’s more, it’s surrounded by the waters of the Chesapeake Bay.

Since its founding in 1952, Sandy Point State Park has been an absolute gem.

A day at Sandy Point State Park is a day well-spent.

You can go fishing, take a swim, and enjoy a picnic here.

Overnight camping is awesome here.

When you’re winding down for the night, the calm waters of the Chesapeake make for sublime juxtaposition.

There are so many beautiful things to see at Sandy Point State Park.

You might be roughing it, but it won’t be an unpleasant experience.

Sandy Point State Park is open every day from 7 a.m. until dusk.

Address: 1100 E College Pkwy, Annapolis, MD 21409, United States

23. St. Mary’s Church

There are many great places to visit for Catholic Mass in Annapolis.

St. Mary’s Church is one of the most important things to see to understand religion in this city.

Additionally, it’s also a magnificent building, full of devotion and gorgeous construction.

St. Mary’s Church has a great design, with a handsome steeple and incredible stained-glass windows.

Since it was founded in 1853, it’s become a key aspect of Annapolis’ religious community.

The church is very welcoming, making it a great place to go if you’re new to or re-entering the faith.

Going to St. Mary’s Church is what to do for an enriching religious experience.

You’ll be part of a wonderful faith community that goes back more than a century.

Masses are offered on Sundays at 7 a.m., 8:30 a.m., 10:30 a.m., and 5:30 p.m., on Saturdays at 5 p.m., and from Mondays through Saturdays at 6:45 a.m.

Address: 109 Duke of Gloucester St, Annapolis, MD 21401, United States

24. O’Leary’s Seafood Restaurant

Seafood is one of the biggest tourist attractions in Maryland.

Annapolis has a multitude of options, but O’Leary’s Seafood Restaurant is among the best.

Get a delicious underwater meal here, and you’ll see why there’s so much love for Maryland seafood.

The O’Learys Crab Cakes are incredible, especially with their corn relish.

Other crabby items include the mac and cheese and the Crab Cake BLT.

Other great seafood dishes include the shrimp and grits, ahi tuna, and the Ora King salmon.

If you’re not in the mood for seafood, try items like the chimichurri flat iron steak and Bourdain Burger.

O’Leary’s Seafood Restaurant elevates the already-high status of Maryland status even further.

Come here for great dishes made with the best ingredients possible.

O’Leary’s Seafood Restaurant is open on Wednesdays, Thursdays, and Sundays from 5 p.m. to 9 p.m., and on Fridays and Saturdays from 5 p.m. to 10 p.m.

Address: 310 3rd St, Annapolis, MD 21403, United States

25. Banneker-Douglass Museum

One of the top places to visit for learning about Black history is the Banneker-Douglass Museum.

There are all sorts of important documents pertaining to Black Americans here.

This museum is named for two of the most notable Black American figures from Maryland, Benjamin Banneker and Frederick Douglass, and was dedicated in 1984.

Their permanent exhibition emphasizes the role Black Americans played in Maryland.

This includes information about Banneker and Douglass.

Temporary exhibitions provide further discussions aimed at teaching the importance of civil rights.

The Banneker-Douglass Museum is a very important part of this city.

It’s open between Tuesdays and Sundays, 10 a.m. to 4 p.m.

There’s no cost for admission, but you should make a donation.

Address: 84 Franklin St, Annapolis, MD 21401, United States

26. Chick and Ruth’s Delly

Chick and Ruth’s Delly is one of the biggest culinary points of interest in Annapolis.

Not only do they serve up amazing breakfasts, lunches, and dinners, but they also have a really cool daily tradition.

Get here early so you can take part.

At 8:30 a.m. and 9:30 a.m. on weekdays and weekends, respectively, customers and staff at Chick and Ruth’s take part in the Pledge of Allegiance.

A flag hangs proudly above.

Their menu is also excellent, with crabcakes, pizza, and bread and pies made on-site.

It’s no surprise that Chick and Ruth’s Delly has been an Annapolis fixture for more than 50 years.

The great menu and adherence to proud traditions are both amazing draws.

Chick and Ruth’s Delly is open daily from 6:30 a.m. to 10 p.m.

Address: 165 Main St, Annapolis, MD 21401, United States

27. Helen Avalynne Tawes Garden

Plant lovers in Annapolis will find so many delightful things to see at Helen Avalynne Tawes Garden.

It doesn’t take a botanist or florist to have a good time here.

It’s a place for anyone who needs a moment or several, with so much great scenery to take in.

The plants at Helen Avalynnne Tawes Garden are enhanced by their surroundings.

It’s near forset as well as many ponds and a stream.

This really brings out the color in the plants and makes for some great photos.

You can also get a tour to help learn more about the garden and its offerings.

Helen Avalynne Tawes Garden is a fun place to recharge.

It’s open 24 hours a day.

Admission is free.

Address: 580 Taylor Ave, Annapolis, MD 21401, United States

28. Thurgood Marshall Memorial

When you’re at the Maryland State House, be sure to check out the Thurgood Marshall Memorial.

The first Black justice to serve on the United States Supreme Court, Thurgood Marshall was a truly legendary American.

This memorial is a great place to pay your respects to his life and legacy.

You might not have known that Marshall was from Maryland.

He was born in Baltimore, where he first practiced law.

He also died in the state, in the town of Bethesda.

During his legal career, Marshall was a force to reckoned with.

Among his greatest victories was arguing against school segregation in Brown vs. Board of Education of Topeka.

As a Supreme Court justice, he continued his pursuit of justice for truly all, which lasted until his death in 1993.

Thurgood Marshall showed the importance of fighting for what’s right.

His memorial reminds you of his legacy and how inspiring he was.

It’s a great tribute to a great man.

29. Main Street Shopping

Among the most popular downtown Annapolis activities is shopping on Main Street.

It’s full of shops and you’ll be spoiled for choices.

One word of warning: be sure to pace yourself, as you don’t want to spend all your money in one place.

Some of the best main street shops are Lilac Bijoux, Hats in the Belfry, and Irish Traditions.

You can find the new look you’ve been seeking out, as well as ones that take you by surprise.

You can also reward your shopping prowess with a meal at a nearby restaurant.

Vacations are all about treating yourself.

Shopping on Main Street shows how much you love and want the best for yourself.

Embrace the fun of a shopping spree while you’re here.

30. Annapolis Opera

If you’ve never seen opera performed live, you’re in for a real treat.

The Annapolis Opera performs downtown at the Maryland Hall for the Creative Arts.

Their productions are beautiful displays of passion, talent, and storytelling ability.

The Annapolis Opera Company was founded in 1972.

Over the decades, its role as one of the country’s best opera companies has been solidified.

Community support has kept it thriving, and so can your patronage.

Surrender yourself to the spectacle of an opera performance, an evening that should always stick with you in some way.

Seeing a show from the Annapolis Opera lets you experience culture at one of the highest levels.

An opera is a form of creative expression that everyone should be able to enjoy, and this opera company exemplifies that principle.

Check out the upcoming roster for events when you’ll be in town.

Address: 801 Chase St, Annapolis, MD 21401, United States

Start Planning Your Trip To Annapolis

A list of fun things to do in Annapolis could easily go into the hundreds.

Many of the most exciting and special things to do in Maryland are in this city.

See if you can make it there this weekend, as even just a couple of days can be special.

For activities on water and land, historic sights, and great food, come to Annapolis, Maryland.

Happy travels.