The 10 Best Things to do Good for Kids in Annapolis, Maryland (MD)

September 29, 2021 Hana Mouser

With more surviving 18th century buildings than any other city in the United States, visiting Annapolis is like stepping back in time to the days when the city was a colonial seaport. Known as America’s Sailing Capital, the city is located on the shores of the Chesapeake Bay and is a paradise for water lovers, famous for its crab cakes, lighthouses, and 500 miles of gorgeous shoreline. Tour the campus of the US Naval Academy, or the Maryland State House, the oldest state capitol still in use.
Restaurants in Annapolis

1. Classic Sail Charters

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5.0 based on 123 reviews

Classic Sail Charters

Enjoy your private sail charter with captain (up to 6 people) for a half day, full day, or sunset cruise in the Chesapeake Bay. Sail under the Bay Bridge, tour the light houses, or sip wine with a special someone as the sun sets over Annapolis.

2. Capital SUP

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5.0 based on 560 reviews

Capital SUP

Capital SUP is a clean water driven watersports company connecting people to the water by way of stand up paddleboarding and kayaking experiences. Hourly rentals, lessons, tours, fitness, racing, and adventure.

3. Free! Annapolis Walking Tour

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5.0 based on 48 reviews

Free! Annapolis Walking Tour

FREE! ANNAPOLIS WALKING TOUR (Tips Only) JOIN US FOR AN UNFORGETTABLE JOURNEY THROUGH THE COLONIAL STREETS OF ANNAPOLIS, MARYLAND FOUNDED IN 1649 FASCINATING and OFTEN FUNNY & UNIQUE PERSONAL STORIES ABOUT THE REAL ANNAPOLIS FRIDAY, SATURDAY, and SUNDAY (No Rain Tours) Duration - 2.5 hours * Distance - 2 miles Meet @ Kunta Kinte Memorial @ City Dock

4. U.S. Naval Academy

121 Blake Rd Armel - Leftwich Visitor Center, Annapolis, MD 21402-1300 +1 410-293-8687 http://www.usna.edu
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5.0 based on 2,930 reviews

U.S. Naval Academy

Established in 1845, this undergraduate college for the Navy prepares men and women to become professional officers in the U.S. Navy and Marine Corps.

Reviewed By phillipleeb - Valley Center, United States

The US Naval Academy is the epitome of the service academies (sorry West Point, CG and MA) The campus is steeped in history, the openness and availability to stroll its park-like environs, make it an amazing visit, something you need to incorporate if you're ever in the Annapolis area. Oh and the Midshipmen are the most polite, articulate focused yond men and women you'll ever have a chance to meet. Go Navy!

5. Pirate Adventures on the Chesapeake

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5.0 based on 199 reviews

Pirate Adventures on the Chesapeake

Pirate Adventures on the Chesapeake is a unique, unforgettable experience for your child aboard a pirate ship in the Annapolis Harbor. You will be amazed as we tap into your child's imagination and transform him or her into a pirate, complete with face paint, tattoos, and pirate fashions. Time aboard our ship is filled with non-stop activity, including reading a treasure map, hauling loot aboard, and, of course, defending the ship with our famous water cannons.

6. St. Mary's Church

109 Duke of Gloucester St, Annapolis, MD 21401-2508 +1 410-990-4100 http://www.stmarysannapolis.org/
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5.0 based on 89 reviews

St. Mary's Church

Reviewed By ohioan1 - Millersburg, United States

We attended the 5pm Saturday Vigil Mass. It was all good, especially the gorgeous, traditional interior and choir. Father Dau said a reverent Mass; however, the alter servers needed a bit more instruction on the importance of their function :-)

7. First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD 21401 [email protected] http://www.firstsundayarts.com
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5.0 based on 10 reviews

First Sunday Arts Festival

130+ local and regional artists and crafters selling pottery, jewelry, wood turnings, clothes, furniture, blown and fused glass, photography, paintings and more. Plus cafe dining, food trucks and entertainment. Festivals are held on the first Sunday of each month from May to December 11am to 5pm. The event is pet friendly. Free Admission. 2 parking garages at the festivals on Calvert Street. Buses welcome.

8. Waypoints Annapolis

Excellent
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5.0 based on 31 reviews

Waypoints Annapolis

The Finest Fleet on the Chesapeake Bay We offer bareboat and fully crewed sailing charters. Take a boat for a day sail or spend a few weeks exploring all the Chesapeake Bay has to offer. We provide full itinerary planning and can recommend provisioning services. We take care of the details so you don't have to. Take a half or full day cruise around the Annapolis area. The Chesapeake Bay is well-known as an outstanding waterway for sailboat cruising. Protected waters, great anchorages, gorgeous natural scenery, bountiful seafood, unique, historic towns and villages, and a forgiving bottom make the Chesapeake an excellent choice for sailors, novice and expert alike. We can coordinate sailing charters at our home base on the Chesapeake Bay and anywhere in the world. Interested in learning to sail? Our certified instructors can take you on a Learn to Sail vacation and help you obtain ASA certifications. Let Waypoints Annapolis make your dream vacation a reality.

9. Annapolis Electric Boat Rentals

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5.0 based on 39 reviews

Annapolis Electric Boat Rentals

Annapolis Electric Boat Rentals offers vessels for an environmentally friendly powerboat ride. Powered by 16 golf cart batteries, the boats travel at a top speed of 6 knots (6.9 mph) producing very little to no boat wake. Because the boats are electric, there is zero engine emissions or noise pollution to take away from the serenity of your adventure. The boats hold 10 people and is a perfect way to see both Spa and Back Creeks in Annapolis. Water is a way of life in and around Annapolis, whether you are a salty dog or a complete landlubber, Annapolis Electric Boat Rentals offers the opportunity to enjoy time at sea.

10. Non Sea-Quitter

Excellent
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5.0 based on 39 reviews

Non Sea-Quitter

FUNtastic and relaxing SAILING trips from historic Annapolis,MD less than an hour away from Washington or Baltimore. Join me, Captain Paul Foer on my restored classic sailboat 38' sailboat, "Non Sea Quitter", as we sail on the Severn River and Chesapeake Bay where I grew up boating with my family. We offer private trips for up to six guests. While visiting, you may enjoy waterfront dining, live music and lodging at nearby restaurants and other nearby tourist, historic and outdoor attractions. Come for a few hours, a day or even an overnight adventure. Sit back and relax or help us raise sails and take the wheel as we sail across the open Bay and see globe-trotting freighters, yachts racing, the Chesapeake Bay Bridges, osprey, ducks and maybe even rays or dolphins swimming. Funtastic sailing for all ages.

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