35 Best Things to do in Annapolis!

Welcome to Annapolis, in Maryland, it is known as America’s Sailing Capital! Located on the Chesapeake Bay, Annapolis charms visitors with its historic streets, maritime heritage, and vibrant cultural scene. Whether you’re here for the colonial architecture, naval history, or seafood delights, Annapolis offers a delightful blend of old world charm and modern attractions. In this comprehensive guide, we are thrilled to showcase best things to do in Annapolis during your visit to Maryland.

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1. Historic Attractions

United States Naval Academy

Located along the Chesapeake Bay, the United States Naval Academy was founded in 1845. This prestigious academy trains future leaders of the U.S. Navy and Marine Corps, blending historical significance with modern excellence. Spanning over 300 acres, it features stunning Beaux-Arts architecture, including Bancroft Hall, the largest single dormitory in the world. The Herndon Monument climb, a rite of passage for plebes, symbolizes teamwork and determination. The U.S. Naval Academy Chapel with its iconic dome is both a place for worship and important ceremonies.

Maryland State House

Built in 1772, Maryland State House is the oldest state capitol still in continuous legislative use, symbolizing history and democracy. Its impressive dome, the largest wooden dome in the country, showcases 18th century craftsmanship. Inside, the Old Senate Chamber is where George Washington resigned as commander-in-chief of the Continental Army in 1783, offering a tangible connection to pivotal moments in American history. The State House is also an active seat of government where the Maryland General Assembly meets, allowing visitors to witness democracy in action.

William Paca House and Garden

Built in the 1760s, William Paca House and Garden was once home to William Paca, a signer of the Declaration of Independence. As you step inside, you’re transported back to colonial times, with rooms decorated to reflect the period. The guided tours offer fascinating insights into the life of this prominent figure. The garden, spread over two acres, features a mix of formal and informal landscapes, native species, and plants common in the 18th century. Highlights include a charming fish-shaped pond and a picturesque summerhouse, providing a peaceful setting to enjoy nature.

Museum of Historic Annapolis

The Museum of Historic Annapolis you can see artifacts and items that tell the story of Annapolis, from the city’s early days to its role in the American Revolution and its importance as a seaport. One of the highlights is the exhibit on the city’s colonial history, where you can see how people lived, worked, and dressed in the 18th century. Another interesting part of the museum is the exhibit on the U.S. Naval Academy, covering its history and role in training naval officers. There is also a section on African American history that highlights their contributions to the city and the country.

Hammond-Harwood House

The Hammond-Harwood House was built in 1774 and has been preserved to keep its historical charm. Each room is filled with antique furniture and beautiful artwork that tells the story of the time. The house was designed by a famous architect, William Buckland, and is known for its symmetry and style. The large windows and elegant doorways give a glimpse into the past. The garden outside is also worth a visit, with its well-kept plants and flowers that add to the beauty of the house. The tour guides at the house share interesting stories about the people who lived there.

Historic London Town & Gardens

Historic London Town & Gardens combines history with nature, making it a perfect place for visitors of all ages. Start your visit by exploring the historic area, where you can see reconstructed colonial buildings and imagine what life was like in the 18th century. The staff and volunteers provide interesting stories and facts, making the history come alive. After exploring the historic area, take a walk through the gardens, which are beautifully maintained and feature a variety of plants and flowers. Kids can participate in hands-on activities like archaeological digs and colonial crafts.

2. Outdoor Adventures

Sailing and Boat Tours

Boat tours in Annapolis are a great way to see the sights from a different perspective. The tours often take you around the harbor and past important landmarks. The U.S. Naval Academy, with its impressive buildings, is a highlight of these tours. Sailing is another popular activity in Annapolis. You can rent a sailboat from Watermark Tours, Charters, Cruises or Schooner Woodwind Sailing Cruises or join a sailing class to learn the ropes. If you prefer a relaxed experience, you can take a sunset cruise. These cruises are a perfect to enjoy the beauty of the bay as the sun goes down.

Kayaking and Paddleboarding

In Annapolis, Kayaking and paddleboarding are fantastic ways to enjoy the water and explore the area’s natural beauty. You can rent equipment from local shops like Capital SUP – Eastport or Annapolis Canoe and Kayak, or bring your own if you have it. Paddling along the bay, you’ll see beautiful views of the city and its landmarks. There are also guided tours available, which can be a great way to learn about the local history and environment while enjoying your time on the water. These tours are often led by knowledgeable guides who can share interesting facts and stories.

Fishing Charters

Fishing charters in Annapolis are a great way to experience the Chesapeake Bay. You can join a half-day or full-day trip and enjoy a day out on the water. The charters like Chesapeake Coastal Charters or Chesapeake Bay Sport Fishing provide all the gear you need, so you don’t have to worry about bringing anything. They will help you with everything, from setting up your line to reeling in your catch. Some popular fish to catch in the bay include striped bass, bluefish, and croaker. The charters also offer a chance to see the beautiful scenery of the bay and learn about the local wildlife.

Hot Air Balloon Rides

Floating above Annapolis and the Chesapeake Bay, you get breathtaking views from sky. The ride usually starts early in the morning or late in the afternoon when the winds are calm. As the balloon rises, you can see the historic buildings, the waterfront, and the surrounding countryside. The ride usually lasts about an hour, giving you plenty of time to enjoy the scenery. It’s also a great chance to take photos and capture the beauty of Annapolis from above. Many companies like Delmarva Balloon Rides often include a small celebration with drinks after the flight.

Hiking and Nature Trails

Annapolis is not just about its rich history and waterfront; it’s also a great place for hiking and enjoying nature. Quiet Waters Park is a popular spot with miles of trails goes through the meadows. Another great spot is the B&A Trail, it takes you through different landscapes, from urban areas to wooded sections, offering some nice views. For a bit more adventure, visit the Greenbury Point Nature Center. The trails here offer a chance to see various plants and animals, making it great for bird watching. Hiking in Annapolis is a great way to get some exercise and connect with nature.

Water Sports

With Annapolis location on the Chesapeake Bay, there are plenty of activities to enjoy. One popular activity is sailing, that make it perfect for both all skill levels of sailors. You can rent a sailboat or take a sailing class to learn the basics. There are many places to rent a kayak and explore the bay and its creeks. For those who love speed, you can rent a jet ski and zip from nearby marinas around the bay like Z Flight Parasail and Watersports or South River Jet Ski Rentals. Some people prefer the challenge of stand-up paddleboard fishing, which combines paddleboarding with fishing.

Historic Walking Tours

Historic walking tours are a great way to explore Annapolis and learn about its past. Tours like Annapolis Eventours or Original Annapolis Ghost Tours & Crawls take you through the streets of Annapolis, showing you landmarks and important places like the Maryland State House, St. Anne’s Church, and the homes of early settlers. Another tour worth taking is the African American History Tour. This tour highlights the contributions of African Americans to the city and includes stops at important sites like the Banneker-Douglass Museum and the Thurgood Marshall Memorial.

3. Iconic Landmarks

Annapolis Harbor and Spa Creek

Annapolis Harbor and Spa Creek are truly wonderful places to visit. Annapolis Harbor is a great spot for sailing and boating. You can see all kinds of boats, from small sailboats to large yachts, docked in the harbor. It’s a busy and lively place, with a lot of activity on the water. There are also many restaurants and shops along the waterfront, offering a variety of food and souvenirs. Spa Creek, which flows into Annapolis Harbor, is surrounded by green trees and offers a peaceful escape from the city. There are also some nice spots along the creek where you can stop and have a picnic.

Naval Academy Museum

The Naval Academy Museum showcases rich history and traditions of the Navy. One of the main attractions is collection of ship models, which includes detailed replicas of historic vessels. These models give a glimpse into the evolution of naval engineering and design. It also has exhibits on naval history, including artifacts from different periods and conflicts. You can see uniforms, weapons, and other items that tell the story of the Navy’s past. The museum also focuses on the life of midshipmen, offering insights into the training and experiences of those who attend the academy.

Thomas Point Shoal Lighthouse

The Thomas Point Shoal Lighthouse has been guiding sailors since 1875 and is one of the few screw-pile lighthouses still standing in its original location. The lighthouse sits on the Chesapeake Bay and is known for its red roof and white walls. You can only reach it by a boat ride and guided tours offering a chance to learn about the history and importance of the lighthouse. The guides share interesting stories about the lighthouse and its keepers. The interior of the lighthouse is well-preserved, and you can see the living quarters and the light room, where the beacon still shines.

Chesapeake Bay Bridge

The Chesapeake Bay Bridge is an important landmark and a vital link between the eastern and western shores of the bay. Opened in 1952, this bridge stretches over four miles and offers stunning views of the Chesapeake Bay. Driving across the bridge is a unique experience, as you are surrounded by water and can see boats passing beneath you. Anglers can often be seen casting their lines from the bridge’s fishing pier, hoping to catch some local fish. For those who prefer not to drive, there are pedestrian paths that provide a safe and enjoyable way to cross the bridge.

Annapolis Maritime Museum

The Annapolis Maritime Museum offers a look into the past through its exhibits and displays. It has a variety of exhibits that cover different aspects of maritime life. One of the main highlights is the display about the oyster industry, which played a big role in the region’s history. You can see the tools and equipment used by oyster fishermen and learn about their lives. Another interesting part of the museum is the section dedicated to the history of the U.S. Naval Academy. It also offers a chance to explore a historic skipjack, a type of traditional sailboat used for oyster dredging.

Banneker-Douglass Museum

The Banneker-Douglass Museum is named after Benjamin Banneker, a famous African American scientist and surveyor, and Frederick Douglass, a well-known abolitionist. It has a variety of exhibits that highlight the contributions of African Americans in Maryland and beyond. One of the main exhibits is about the history of African American education. It shows how schools for African American children were established and the challenges they faced. Another exhibit focuses on civil rights movement, with displays about the leaders and events that played a role in the fight for equality.

Armel-Leftwich Visitor Center

The Armel-Leftwich Visitor Center serves as a gateway to understanding the history of this prestigious institution. Begin your visit by watching the introductory film, which provides an overview of the academy and its mission. Next, take a guided tour of the academy grounds led by guides who share interesting stories about the academy’s history, architecture, and daily life of the midshipmen. Highlights of the tour include the stunning Chapel, Bancroft Hall, and beautiful grounds. It also has a gift shop where you can find a variety of souvenirs, from clothing to books and memorabilia.

4. Family Friendly Activities

Chesapeake Children’s Museum

The Chesapeake Children’s Museum is designed to be interactive and fun for children of all ages, offering a variety of exhibits and activities that engage young minds and encourage learning through play. One of the highlights is the hands-on science exhibits, where kids can learn about different scientific concepts in a fun and engaging way. It has a special area dedicated to local history and culture, allowing kids to learn about the rich heritage of the Annapolis area. Another popular feature is the outdoor nature trail, where families can explore the area and learn about local wildlife.

Pirate Adventures on the Chesapeake

Pirate Adventures on the Chesapeake adventure begins as soon as you board the pirate ship, which is designed to look like a real pirate ship. The crew, dressed in pirate costumes, welcome you aboard and get excited for the journey. They teach you pirate lingo and help you dress up like pirates too. Once the ship sets sail, the crew entertain kids with stories of pirate lore and engages them in interactive activities. They get to search for treasure, fire water cannons, and even find a message in a bottle. The excitement builds as the crew pretends to battle enemy pirates on the water.

Annapolis City Dock

The Annapolis City Dock is a bustling hub of activity and a great place to experience the charm of Annapolis. Located on the waterfront, the dock is surrounded by shops, restaurants, and historic buildings, making it a popular spot for locals and tourists. One of the main attractions is the view of the harbor, where you can watch boats come and go. The restaurants offer a wide range of cuisines, with outdoor seating that lets you enjoy your meal with a view of the water. The City Dock also hosts several events throughout the year, including festivals, concerts, and boat shows.

South River Farm Park

South River Farm Park has lovely walking trails that take you through forests and open fields. The trails are well-marked and easy to follow, making them ideal for a relaxing hike. Along the way, you’ll find scenic views of the South River, which add to the park’s charm. The park is also a great spot for birdwatching, so bring your binoculars and keep an eye out for various bird species. There are plenty of benches to sit and enjoy the sights and sounds of nature. For those who enjoy fishing, there are spots along the river where you can cast your line, making it a relaxing experience.

5. Natural Attractions

Quiet Waters Park

Quiet Waters Park offers miles of trails along the waters, perfect for walkers, joggers, and cyclists. There are plenty of picnic areas with tables and benches, and beautiful gardens to see a variety of plants and flowers. Art lovers will enjoy the park’s art gallery, which features works by local artists. The waterfront area offers stunning views of the South River, with benches to watch boats go by or take a walk along the shore. The park is perfect for visits any time of year, with shady areas and blooming flowers in summer, changing leaves in fall, and a peaceful retreat in winter.

Sandy Point State Park

Sandy Point State Park is located on the shores of the Chesapeake Bay, it offers stunning views and a sandy beach perfect for swimming, sunbathing, and picnicking. The park has several hiking trails that take you through forests and along the shoreline. There are also areas for fishing, crabbing, and boating, with boat rentals available. The park offers activities depending on the season, with the beach being the main attraction in the summer and the trails and picnic areas popular in the fall and winter. Various events, including concerts and festivals, are hosted throughout the year.

Jonas and Anne Catharine Green Park

The Jonas and Anne Catharine Green Park is located along the Severn River, it offers beautiful views of the water. It’s a great place for a picnic, with plenty of tables and grills available. Fishing is a popular activity here, and there’s a long fishing pier that extends into the river. The park also has several walking trails that goes along the shoreline. These trails are easy to follow and offer a chance to see local wildlife. Birdwatchers will enjoy spotting different species of birds in the area. For those who enjoy kayaking, there’s a launch site where you can easily get your kayak into the water.

B&A Trail (Baltimore & Annapolis Trail)

The Baltimore & Annapolis Trail is a 13 mile trail, that follows an old railroad line and offers easy path for walkers, joggers, and cyclists. The trail takes you through a mix of urban and natural landscapes, giving you a chance to enjoy the best of both worlds. Along the way, you’ll pass by parks, residential areas, and scenic spots that offer a glimpse of local wildlife. The trail has plenty of benches to take a break and enjoy the surroundings. One of the highlights is the Earleigh Heights Ranger Station, a historic building now serves as a visitor center with exhibits about the trail’s history.

Chesapeake Bay Environmental Center

The Chesapeake Bay Environmental Center focuses on environmental education and conservation. It has many trails that take you through different habitats like wetlands, forests, and meadows. These trails are perfect for walking and enjoying the peaceful surroundings. The center also has a visitor center with exhibits that teach about the Chesapeake Bay and its ecosystem. These exhibits are both fun and informative, making them suitable for all ages. The center also offers educational programs and workshops on topics like wildlife conservation and environmental protection.

Annapolis Waterworks Park

Annapolis Waterworks Park is known for its beautiful walking trails that take you through the woods and around scenic ponds. It’s a great place for a hike or a leisurely stroll while enjoying the natural surroundings. The trails are well-maintained and provide a nice escape from the city life. Fishing enthusiasts will find several spots to cast their lines and try their luck. The ponds are filled with fish, making it an enjoyable experience for both beginners and experienced anglers. If you’re into birdwatching, bring your binoculars, as the park is home to a variety of bird species.

6. Day Trips & Excursions

Baltimore

Taking a day trip to Baltimore from Annapolis is a great way to explore more of Maryland. One of the must-visit spots is the Inner Harbor, which is the heart of Baltimore. Here, you can enjoy beautiful views of the water and explore several attractions. The National Aquarium is a popular choice, with its impressive collection of marine life. After visiting the aquarium, take a walk along the harbor and check out the historic ships. You can even tour some of them, like the USS Constellation. After lunch, you can visit the Maryland Science Center, which has interactive exhibits that are fun for all ages.

Washington, D.C.

From Annapolis, a day trip to Washington, D.C. is an exciting way to explore the nation’s capital. Begin at the National Mall, where you can see iconic landmarks like the Washington Monument and the Lincoln Memorial. Visit Smithsonian museums, which are free and offer a range of exhibits. The National Air and Space Museum is a popular choice, with its impressive collection of aircraft and spacecraft. Next, head to the U.S. Capitol building and take a tour to learn about the history and workings of the government. After lunch, visit the White House and take a photo from Lafayette Square.

Eastern Shore Wineries

A day trip to the Eastern Shore Wineries is a delightful experience from Annapolis. Start your trip by visiting a winery like Crow Vineyard & Winery, where you can enjoy tastings of their locally produced wines. Next, head to Cassinelli Winery & Vineyards, offering beautiful views and a relaxing atmosphere. You can walk through the vineyards and learn about the wine-making process. For lunch, pack a picnic or stop by a local café, as many wineries have picnic areas where you can enjoy your meal in outdoors. After lunch, visit another winery like Saint Michaels Winery, known for its wide variety of wines.

Patuxent Research Refuge

The Patuxent Research Refuge is located just a short drive away and offers a serene escape from Annapolis. Start your visit at the National Wildlife Visitor Center, where you can find exhibits on local wildlife and habitats. The center provides a good introduction to the refuge and its mission of conservation. Next, head out to explore the many trails that take you through forests, wetlands, and meadows. Birdwatchers will be thrilled with the opportunity to spot different species of birds. Take a guided tram tour, that provides insights into the research and conservation efforts taking place.

Solomons Island

From Annapolis, a day trip to Solomons Island is a great way to explore a charming waterfront town. Once you arrive, start by visiting the Calvert Marine Museum, which has interesting exhibits about the local maritime history, including fossils, boats, and a lighthouse. For lunch, Solomons Island is known for its fresh seafood, so be sure to try some local dishes. After lunch, visit the Annmarie Sculpture Garden & Arts Center, featuring outdoor sculptures and it’s perfect for a leisure walk. If you enjoy boating, consider renting a kayak or taking a boat tour to explore the waters around the island.

Antietam National Battlefield

Planning a day trip to Antietam National Battlefield from Annapolis, is a journey into history. Upon arrival, start at the visitor center to get an overview of the battle and its importance in the Civil War. The center has exhibits and a film that provide a background. Next, take a self-guided tour of the battlefield. There are markers and signs throughout the site that explain key events and locations. You can drive or walk the tour route, stopping at points of interest like Dunker Church, the Sunken Road, and Burnside Bridge. Each site has its own story and adds to the overall understanding of the battle.

How to Reach Annapolis

If you’re traveling by car, the city is conveniently located near major highways. From Washington, D.C., take Route 50 East, and from Baltimore, use Interstate 97 South. Both routes will bring you straight to Annapolis. For those preferring public transportation, several bus services connect Annapolis to nearby cities. The Maryland Transit Administration (MTA) provides regular bus services from Baltimore and Washington, D.C. Additionally, you can catch the commuter bus service, which operates on weekdays and offers a comfortable and affordable option.

If you’re traveling by air, the nearest major airport is Baltimore/Washington International Thurgood Marshall Airport (BWI), located about 30 miles from Annapolis. Alternatively, you can take a train to the BWI Rail Station and then catch a bus or taxi to Annapolis. For a more relaxed journey, consider taking a boat. Annapolis is a popular destination for boaters, and the city has several marinas and docking facilities. Traveling by boat not only offers a unique experience but also provides stunning views of the Chesapeake Bay.

Local Transportation

Getting around Annapolis is easy and convenient with several local transportation options. The Annapolis Transit bus service offers routes that cover key areas of the city. These buses run regularly and are an affordable way to travel. You can check the schedule online or at bus stops. The buses are clean and comfortable, making them a good choice for getting to popular spots. For a more relaxed way to see the city, try the Annapolis Circulator. This free shuttle service runs through downtown and stops at major attractions, shops, and restaurants.

If you prefer biking, Annapolis has several bike rental shops. The city is bike-friendly, with many dedicated lanes and paths. Renting a bike is a fun way to see the sights at your own pace. There are also guided bike tours available if you want a structured ride with interesting information about the area. For those who enjoy being on the water, water taxis are a unique way to travel. They operate seasonally and can take you to various waterfront destinations. It’s a scenic and enjoyable mode of transport.

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FAQ’s (Frequently Asked Questions)

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