Top 10 Things to Do and See in Annapolis, Maryland

Annapolis, Maryland, the historic seaport situated along the Chesapeake Bay, has lots of fun things to do and is an interesting place to explore. It is one of the most scenic towns in the Mid-Atlantic region and has a variety of museums and historic sites as well as great shopping, restaurants, and special events. The following is a guide to the top things to do and see in Annapolis.

01 of 10

Tour the U.S. Naval Academy

Aerial view of the U.S. Naval Academy
U.S. Naval Academy
121 Blake Rd, Annapolis, MD 21402, USA
+1 410-293-1000

Home of the 4,000-strong brigade of midshipmen, the Naval Academy in Annapolis is the training ground for officers of the U.S. Navy and Marine Corps. Guided tours begin at the Armel-Leftwich Visitor Center. Don’t miss the newly renovated chapel and its massive pipe organ. The Naval Academy Museum features more than 50,000 artifacts and is home to the famous Gallery of Ships. A visit to the U.S. Naval Academy is a “must see”—one of the top things to do in Annapolis.

02 of 10

Go Sailing or Powerboating

A Sailboat on Chesapeake Bay
Jeff Weese / Flickr / CC BY 2.0

Annapolis is America’s sailing capital and a great place to get out on the Chesapeake Bay. Don't have a boat of your own? Take a sightseeing cruise. Enjoy a one- or two-hour cruise, a half or full day cruise or even a multi-day excursion aboard a variety of boats.

03 of 10

Feast on Steamed Crabs

A steamed Maryland crab
Lisa Kling / Getty Images
3030 Riva Rd, Riva, MD 21140, USA
+1 410-956-2784

Restaurants serving Maryland’s famous blue crabs dot the 400 miles of shoreline throughout Anne Arundel County. Favorites like Mike’s Restaurant and Crab House, Cantler’s Riverside Inn, Skipper’s Pier, and others help contribute to the claim that some 3.9 million crabs are cracked here each year. The Annapolis Rotary Crab Feast held at the Navy-Marine Corps Stadium the first Friday in August each year is recognized as the largest crab feast in the world.

04 of 10

Take a Guided Tour of the City

A street view of picturesque Annapolis
Hisham Ibrahim / Getty Images

Explore historic Annapolis on an electric eCruiser and take in the sites, architecture and panoramic water views. Discover the charm of the city on a small group tour. Learn about the oldest, continually running state house in the United States; the significance of the United States Naval Academy; the lesser known St. John's College and more.

Continue to 5 of 10 below.
05 of 10

Tour the Maryland State House

The Maryland State House
Hisham Ibrahim / Getty Images
100 State Cir, Annapolis, MD 21401, USA
+1 410-946-5400
Historic Attractions

Guided tours begin at the State House Visitors' Center and are given upon request when arriving at the Visitors' Center. Learn about the rich and historic past of the oldest state capitol still in continuous legislative use.

06 of 10

Attend an Event or Festival

Jousters perform at the Maryland Renaissance Festival
Richard T. Nowitz / Getty Images
Dock St, Annapolis, MD 21401, USA
+1 410-263-7973

On a weekend, be sure to catch the Summer at City Dock performances that bring street performers and musicians to the Annapolis waterfront. There are also arts festivals that take place throughout the summer where craft vendors, artists, musical acts and street performers gather to celebrate the arts. Check the Annapolis Tourism site to learn about other major events held throughout the year.

07 of 10

Watch Wednesday Night Sailboat Races

Annapolis Sailboat Race
Greg Pease / Getty Images
2 Compromise St, Annapolis, MD 21401-1802, USA
+1 410-263-9279

More than 130 sailboats race through shimmering waters around several marks in the Chesapeake Bay and return to Spa Creek for a finish in front of the Annapolis Yacht Club. Races begin the final Wednesday in April and run through the second Wednesday in September. The first gun is at 6:05 p.m.

08 of 10

Attend a Sporting Event at the Navy-Marine Corps Stadium

The Navy Midshipmen take the field before the start of a game
Rob Carr / Getty Images
550 Taylor Ave, Annapolis, MD 21401-2220, USA
+1 410-263-4783

Year-round events bring the community together at the state-of-the-art sports facility that serves as the home field of the Navy Midshipmen football team, the men's lacrosse team, and the Chesapeake Bayhawks lacrosse team. Enjoy a wide range of events such as the Annapolis 10 Miler, Annapolis Rotary Crab Feast, the Annapolis Arts & Crafts Festival and more.

Continue to 9 of 10 below.
09 of 10

Ride an Electric Bike

Signage and bikes outside a Green Pedals Annapolis location
Courtesy of Green Pedals

Cycle throughout the Annapolis Historic District aboard an electric bike equipped with high-efficiency electric motors. The state-of-the-art vehicles are easy to ride and require only as much effort as you want to put into your ride.

10 of 10

Visit the Annapolis Maritime Museum

Signage for the Annapolis Maritime Museum
Smith Collection / Gado / Getty Images
723 2nd St, Annapolis, MD 21403-3323, USA
+1 410-295-0104

The museum explores the maritime heritage of Annapolis and the Chesapeake Bay with exhibits and live entertainment. Learn about the life of watermen and the seafood industry of yesteryear in the Bay Experience Center that is housed within the area's last remaining oyster packing plant. Board a boat and take a 1.5-mile trip out to the Thomas Point Shoal Lighthouse. Tour the last remaining screw-pile lighthouse in its original location on the Chesapeake Bay.

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Top 10 Things to Do and See in Annapolis, Maryland