In the heart of the American Civil War, amidst profound division and the harsh reality of slavery, a truly remarkable story of human courage and ingenuity unfolded. This is the incredible tale of Robert Smalls, a man born enslaved in South Carolina, whose deep knowledge of coastal waters and unwavering desire for freedom would set him on a legendary path. His journey reminds us that even in the darkest times, the human spirit can ignite a powerful light of hope and change.

Smalls’s moment came in May 1862 when he conceived and executed one of the most audacious escapes in American history. As a skilled pilot aboard the Confederate steamship CSS Planter, he seized control of the vessel in Charleston Harbor, navigating past heavily armed forts with his family and fellow enslaved crew members aboard. Delivering the warship and nine families to the Union blockade, Robert Smalls became an instant hero, transforming from an escaped slave into a national symbol of determination, proving that daring action can indeed alter the course of history.

The History Guy

📖 Read the Episode Transcript
00:00:10
Speaker 1: This is Our American Stories, and we tell stories about everything here on this show, as you well know, including lots of stories about history. And all of our history stories are brought to us by the great folks of Hillsdale College, where you can go to learn all the things that matter in life, all the things that are beautiful in life. If you can’t get to Hillsdale, Hillsdale will come to you with their free and terrific online courses, their Constitution One on One course, the best storytelling about a founding document, the Constitution, that I’ve ever seen. Go to Hillsdale.edu to find it. That’s Hillsdale.edu. Our next story comes to us from a man who’s simply known as The History Guy. His videos are watched by hundreds of thousands of people of all ages on YouTube, and he’s been telling stories regularly here on Our American Stories. Here’s The History Guy with the tale of an escaped slave turned legend named Robert Smalls.

00:01:12
Speaker 2: Robert Smalls was born into slavery in 1839 in Beaufort, South Carolina. His mother was a slave, and his father is not known, although it may well have been his owner, Henry McKee. As a youth, McKee rented Robert out as a laborer, with McKee receiving the pay. Robert was fond of the sea and so started taking work at the Charleston docks, first as a stevedore, loading ships and working the docks, and then on boats as a sailor, sailmaker, or fisherman. Eventually, he came to know the waters of the Carolina coast well and was a skilled boat pilot, even though slaves were not given that title. In 1856, Robert married another slave, a hotel maid named Hannah Jones. The couple was trusted enough to live apart from their owners, although the owners still took most of their pay. They had a daughter and then a son, who died at the age of two. The Civil War started just out front his door at Fort Sumter in Charleston Harbor. The Confederacy recognized Robert’s skill and pressed him into service as the wheelman aboard the CSS Planter, a sidewheel steamer that had been converted into an armed dispatch boat. The Planter delivered dispatches, troops, and supplies, as well as laid mines—then called torpedoes—to protect the harbor. Robert was a trusted member of the crew, and his piloting skills were valuable given his knowledge and experience with the coast. But Robert, like almost any person who is being treated as property, wanted freedom. This was particularly important to him, as Hannah’s owner was abusive and he feared she might be sold away. He wished to buy her freedom, but did not have enough money. They had to escape, and in May 1862, he saw his chance. Smalls had noticed that the Confederate officers made a habit of leaving the ship at night, so he and the other eight slaves aboard hatched a plan. On May 12, 1862, the Planter was docked in Charleston, carrying a load of four cannon that were intended to add to the city’s defense. When in the evening, the officers left the ship, Smalls and the crew took the boat, met their families at a prearranged spot in the harbor, and fled to the Union blockade. This was no simple feat. Had they been caught, they would all certainly have been executed. The harbor was well defended with five Confederate harbor forts, each capable of destroying the boat, but Smalls knew all the proper signals and even impersonated the captain standing at the front of the boat. Once free of the harbor, they lowered the Confederate flag and put up a white sheet, hoping the ships of the Union blockade would see it. Yet they were still nearly fired upon by the Federal blockade fleet, as the captain of the armed clipper USS Onward, seeing the Confederate gunboat, ordered the guns to ready. But a crewman with binoculars saw Smalls and his compatriots waving frantically from the deck. Once the captain of the Onward boarded the Planter, Smalls reportedly asked if they had a Union flag for the ship to fly. Incredibly, Smalls’ audacious plan allowed him to not only steal a Confederate warship from a well-defended port and delivered as a prize to the Union, but also to deliver nine families from slavery. Smalls became a hero in the Union, but the Confederacy put a $4,000 bounty on his head. His knowledge of the Charleston defenses was invaluable, and he immediately went into the service of the Union Navy, acting as a pilot aboard a number of vessels, including aboard the now USS Planter. Having laid mines for the Confederacy, he now helped to remove them. An 1883 naval report noted that he participated in seventeen Civil War battles and engagements, including serving as pilot of the ironclad USS Keokuk during the disastrous attack on Charleston on April 7, 1863, where the ship was savaged by Fort Sumter’s guns. The heavily damaged ship was able to withdraw under her own power, due in large part to Smalls’ considerable piloting skills. In December of 1863, he was back on board the USS Planter when the steamer got caught in a crossfire between Union and Confederate troops near Folly Island. The captain of the boat, James Nickerson, panicked and ordered the boat to surrender. Smalls refused, knowing that he and the other Black sailors would face execution if they were captured. He took command and was able to navigate the boat outside the Confederate guns. For his heroism, he was made captain of the Planter, the first Black man to command a United States ship. During the war, he engaged in other heroics as well. He was instrumental in convincing Abraham Lincoln and Secretary of War Edwin Stanton to allow the recruitment of Black troops into the Union Army; now, to recruit former slaves for the 1st South Carolina Volunteer Regiment, one of the first Black regiments. He supported efforts to raise money to educate former slaves, and he himself helped achieve literacy. He was voted an unofficial delegate to the Republican National Convention in 1864. Also that year, when he was forced to give up his seat to a white passenger on a Philadelphia streetcar, he left the car rather than sit in the open overflow platform. That small act of rebellion helped motivate the state of Pennsylvania to integrate public transportation in 1867. Following the war, Smalls was a delegate to the 1868 South Carolina Constitutional Convention. He was elected to the state House of Representatives and then to the state Senate, and in 1874 was elected to the U.S. House of Representatives. But this was a brutal era in U.S. politics, where anti-Reconstructionists frequently used violence and intimidation, often through shadow organizations of the Democrats, such as the Ku Klux Klan and the South Carolina Red Shirts. Thirty-five African American officials were murdered by such organizations during the period of Reconstruction. Smalls’ life was threatened by a group of armed Red Shirts at a political rally in 1876. Over his long political career, he had to endure threats of violence, false and trumped-up charges, and open intimidation of voters. The young man who escaped slavery by audaciously stealing a warship never faltered in the face of adversity, escaping because he could not afford to purchase his wife’s freedom. After the war, he used some of the money awarded by the Union as a prize for the capture of the CSS Planter to purchase his former owner’s home. The young hero, who played a pivotal role in incorporating Black soldiers into the Federal army, was eventually a major general in the South Carolina Militia. In 2004, when the U.S. Army named a massive Bessen-class logistics support vessel, the USAV Major General Robert Smalls became the first U.S. Army vessel to be named after an African American. Through it all, he faced terrible threats and discrimination. In the end, he even had to fight for his pension. Despite being the first Black captain of a United States ship, he had never actually officially been commissioned because of the color of his skin. He had technically served throughout the war, including seventeen engagements as a civilian. Robert Smalls died of diabetes in 1915 at the age of seventy-five. The inscription on his monument is a quotation from a statement he made to the South Carolina Legislature in 1895: “My race needs no special defense, for the past history of them in this country proves them to be the equal of any people anywhere. All they need is an equal chance in the battle of life.”

00:08:37
Speaker 1: “Of life.” And a special thanks to The History Guy. If you’d like to subscribe to his YouTube channel, and I urge you to do it. It’s The History Guy. History Deserves To Be Remembered. The History Guy. History Deserves To Be Remembered, and thanks to Greg Angler for the production on the piece. And my goodness, what final words! “My race needs no special offense, for the past history of them in this country proves them to be the equal of any people anywhere. All they need is an equal chance in the battle of life.” And we tell a lot of stories here on this show, and particularly the iniquities perpetuated by this country on African Americans—a storytelling that needs to be remembered and told. And we do it here because we tell all the stories of this country, some good and not so good. And Robert Smalls’ ability to triumph despite these difficulties. My goodness, if any one of us could walk in his shoes and do the same! Robert Smalls’ story, here on Our American Stories.