
main street performers
August 9th and 10th, 2025
The Pirates of Fortune’s Folly have come ashore to steal your hearts! Their piratical antics will entertain audiences of all ages with plenty of Action, Music, and Laughs!! (And you just might learn something along the way…)

Bone & String is a Calvert County, MD based band providing audiences with a glimpse into history through traditional music and songs of the sea, interspersed with banter, stories and terrible puns.

The Brigands are the piratical music group bringing you all the greatest hits from the 1700’s and beyond! A flavorful blend of instrumental and vocal songs that deal with the delightful aspects of piracy: death, scurvy, revenge, drinking, sailing, booty, and death!




The enchantment can follow you anywhere....
Have you ever dreamed of being a mermaid or meeting one?
The Enchanted Teapot is the largest family owned premier character company in central PA for special events, weddings, showers, corporate events, birthday parties and more! Stop by the mermiad tank to meet a real mermaid or snap a photo!
Come join the Skullduggery Crew at the pirate encampment under the trees. Live cannon and black powder demonstrations, free traditional kids games, visit the table of death and learn how pirates lived in the Golden Age of Piracy.

Set sail for adventure with award-winning actress, Mary Ann Jung, as the amazing Grace O'Malley, Pirate Queen of Ireland. This daring leader commanded the West coast of Ireland and an entire fleet of ships in the 1500's. But no landlubbers allowed- all hands on deck will move! A not-to-be-missed workout for brains and bodies alike.

bedlum bones
With a song on the wind and mischief in their souls this roaming band of pirates is a singing pirate band! Founded right here in Maryland, this interactive acapella group has been bringing the harmonies of adventure and history to life for over half a decade. Find them throughout the streets of Rock Hall and join in on their seafaring songs and salty shanties.

big whimsy
Giant Pirates?!? Argh, Big Whimsy Giants will be Marauding through the streets of Rock Hall, giving out the highest of fives, posing for amazing pictures with you, and making balloon swords and creatures for the little folk.

punch and judy
Calico Jack and Ann Bonnie go on a wild Punch and Judy style adventure in this puppet show for all ages!

Pirates of the Chesapeake and blackbeard's treasure
You have probably heard of the Pirates of the Caribbean, but have you heard about the pirates of the Chesapeake? Since its founding, Maryland has played host to pirates who sailed the waters near Kent Island and Rock Hall. Blackbeard is indisputably the most famous pirate in the world. Legends and stories about his buried treasure have been told and retold for over three hundred years.
Learn about pirate myths and legends from pirate expert Robert Jacob as he details the truth about these pirates and Blackbeard's treasure.

crew o'the raspscallion

THE WHYRATES
The Whyrates are a dynamic pirate duo on a mission to bring wonder and swashbuckling fun to all! Featuring Juarez M’Gold and fiddling virtuoso Sage O’Silver, they get kids singing, dancing, and discovering the magic of the high seas. Their interactive shows keeping everyone entertained from bow to stern!


In fond memory of Two Toes












