Annual Waterside Events and Festivals

by Katie Cole

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J Millard Tawes Crab and Clam Bake
Maryland Crab Feast
Photo By: Somerset County Tourism
Fells Point Privateer Festival
Fells Point Privateer Festival

Whether you want to make a splash or just watch, waterside activities abound in Maryland.

Photo By: Urban Pirates

1 Urban Pirates, Baltimore

April/May - October/November
Learn to talk, sing, dance and even dress like a pirate on a family-friendly adventure cruise that takes you on a hunt for stolen treasure and has the littlest pirates firing the (water) cannons. For the over-21 set, BYOG--“bring your own grog”—outings are offered.  Now also available at the National Harbor location. 


More about Urban Pirates-Baltimore


Type:
General Attractions


Location:
911 South Ann St
Baltimore, MD 21231
410-327-8378


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Photo By: American Visionary Art Museum

2 The American Visionary Arts Museum Kinetic Sculpture Race, Baltimore

May 4, 2019
Sea serpents, submarines, and even Fifi, a massive pink poodle, race in this annual event which pits human-powered works of art in a race through city streets and out onto Baltimore Harbor.


More about Kinetic Sculpture Race


Type:
Events


Location:
800 Key Hwy
Baltimore, MD 21230
410-244-1900


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The 15th Annual Soft Shell Fair in Crisfield Photo By: Somerset County Tourism

3 Soft Shell Spring Fair, Crisfield

May 26, 2019
Feast on fresh fried soft crabs, homemade crabcakes and other Maryland favorites at this family-friendly event held on Crisfield City Dock in the “Crab Capital of the World.” Free admission. 

Photo By: PGparks.com

4 Anacostia River Pontoon Boat Tours

Thursdays, Fridays - noon      Spring/Summer
Saturdays, Sundays - 5pm     Spring/Summer

At Bladensburg Waterfront Park, take in the sights along the Anacostia River via pontoon boat. Free 30-minute tours Thursdays and Fridays at noon; 45-minute weekend tours leave at 5pm for a nominal fee. Group tours can be arranged around themes including the War of 1812 and “Wetlands and Natural Resources.”


More about Battle of Bladensburg Visitor Center and Waterfront Park


Type:
Attraction


Location:
4601 Annapolis Rd
Bladensburg, MD 20710
301-927-8819


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National Harbor Summer Concert Series Photo By: National Harbor

5 Salute the Sunset Concert Series, National Harbor

Saturday nights - May 19 - September 21, 2019
Bring the family and hear the nation's Armed Forces bands perform live on the Plaza. There is so much to hear as the variety of music and genre seems endless. Cap off a day exploring National Harbor with a stirring musical performance for free. More info...
 

reenactors on ship Photo By: Chestertown Tea Party Festival

6 Chestertown Colonial Tea Party Festival

May 24-26, 2019
Join the revolution Memorial Day weekend at this festival celebrating colonial history featuring re-enactments, craft vendors, entertainment, children's activities, parade, food, distance run. 


More about Chestertown Colonial Tea Party Festival


Type:
Events


Location:
Downtown Chestertown
Chestertown, MD 21620
443-480-8576


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7 End Hunger Dragon Boat Festival

June 8, 2019
The End Hunger Dragon Boat Festival is the event of the summer in the charming waterfront town of North Beach. Along Bay Avenue, you will find the Dragon Boat Team’s tents along with local food, craft vendors and live entertainment throughout the day. There is great viewing from the town's boardwalk as well.  


More about End Hunger Dragon Boat Festival


Type:
Events


Location:
Bay Avenue
North Beach, MD 20714
410-257-5672


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The Antique and Classic Boat Festival in St. Michaels is a summertime celebration of all things nautical. Photo By: www.cbmm.org

8 Antique & Classic Boat Festival

June 14-15, 2019
This annual event at the Chesapeake Bay Maritime Museum in St. Michaels showcases the East Coast’s largest collection of antique boats, plus a nautical flea market and “show within the show,” The Arts at Navy Point, with 70 juried fine artists, craftsmen and vendors. 


More about Antique & Classic Boat Festival & the Arts at Navy Point


Type:
Events


Location:
213 N. Talbot Street
St. Michaels, MD 21663
410-745-4960


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Enjoy breathtaking sunsets at Solomons Island. Photo by Southern Maryland Photography Photo By: Southern Maryland Photography

9 Chesapeake Beach Water Park Under the Stars

Chesapeake Beach Water Park brings back the popular Friday Night Slides.  Arrive late for fun and games for the entire family.  Night Slides take place from 7:30pm - 9:30pm  Fridays in July. Special lowered admission available just for Friday Night Slides.


More about Chesapeake Beach Water Park


Type:
Attraction


Location:
4079 Gordon Stinnett Ave
Chesapeake Beach, MD 20732
410-257-1404


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festival on the water Photo By: CBMM

10 Watermen’s Appreciation Day, St. Michaels

August 11, 2019
Enjoy the waterfront at the Chesapeake Bay Maritime Museum for a great day including spirited boat docking contest, steamed crabs and other Eastern Shore delicacies, live music, beer, boat rides, family fun and more! 


More about Watermen’s Appreciation Day at CBMM


Type:
Events


Location:
213 N. Talbot Street
St. Michaels, MD 21663
410-745-2916


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J Millard Tawes Crab and Clam Bake Photo By: Somerset County Tourism

11 Annual J. Millard Tawes Crab & Clam Bake, Crisfield

July 17, 2019
Described by event organizers as “equal parts seafood and schmooze,” this outdoor, all-you-can-eat event at the Somers Cove Marina delivers a smorgasbord of both food—including steamed crabs, fresh fried fish, clams, french fries, corn on the cob and watermelon—and flesh-pressing. 


More about J. Millard Tawes Crab and Clam Bake


Type:
Events


Location:
715 Broadway
Crisfield, MD 21817
410-968-2500


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Whitewater kayaking in Great Falls Park

12 Paddle the Potomac Race Series, Potomac

June 8 and August 10, 2019
The Great Falls Foundation hosts a series of paddlesports races on a whitewater section of the Potomac River.  Racers will catch a series of edies as they travel downriver.  Each race involves navigating a vessel:  kayak, canoe or SUP.  Test your skills or watch the fun. More info...

Crab race Photo By: Patty Hancock Photography

13 Annual Hard Crab Derby

August 28 through September 2, 2019
Crisfield is synonymous with the Blue Crab and this Labor Day Weekend festival includes the Watermen's NASCAR during which Captains show off their docking prowess, amusement rides, live entertainment, food and the National Crab Derby Races.


More about National Hard Crab Derby


Type:
Events


Location:
715 Broadway
Crisfield, MD 21817
410-968-2500


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Photo By: Maryland Seafood Festival

14 Maryland Seafood Festival, Sandy Point State Park - Annapolis

September 7 & 8, 2019
Delicious seafood is on tap, of course, but so are more unique offerings to savor, including: a crab soup cook-off, professional pogo stick demonstrations, life-size foosball and zip-lining on the beach at Sandy Point State Park on the shoreline of the Chesapeake Bay. 


More about Maryland Seafood Festival


Type:
Events


Location:
1100 E College Pkwy
Annapolis, MD 21409
410-353-9237


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Sunfest in Ocean City

15 Ocean City Sunfest

September 19-22, 2019
Four days of food, fun and big-name entertainment at the Ocean City Inlet. Make your summer last even longer.  Late September is the perfect time to enjoy all that OC has to offer.


More about Ocean City Sunfest


Type:
Events


Location:
809 S. Atlantic Ave
Ocean City, MD 21842
410-289-2800


Learn More
Featured Places
Urban Pirate Ship
01
Location:
911 South Ann St
Baltimore, MD 21231
Pink Poodle at the Kinetic Sculpture Race.
02
Location:
800 Key Hwy
Baltimore, MD 21230
Battle of Bladensburg Visitor Center
03
Location:
4601 Annapolis Rd
Bladensburg, MD 20710
Re-enactment: Redcoats firing at Revolutionaries
04
Location:
Downtown Chestertown
Chestertown, MD 21620
Dragonboat Festival Banner
05
Location:
Bay Avenue
North Beach, MD 20714
Antique & Classic Boat Festival
06
Location:
213 N. Talbot Street
St. Michaels, MD 21663
Chesapeake Beach Water Park
07
Location:
4079 Gordon Stinnett Ave
Chesapeake Beach, MD 20732
Watermen's Rodeo at the Chesapeake Bay Maritime Museum in St. Michaels
08
Location:
213 N. Talbot Street
St. Michaels, MD 21663
Baskets of steamed crabs
09
Location:
715 Broadway
Crisfield, MD 21817
National Hard Crab Derby
10
Location:
715 Broadway
Crisfield, MD 21817
Maryland Seafood Festival poster
11
Location:
1100 E College Pkwy
Annapolis, MD 21409
Sunfest Logo
12
Location:
809 S. Atlantic Ave
Ocean City, MD 21842
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