1. On September 21, 1642, the Ark and the Dove sailed from the Isle of Wight, England, with the first colonists to establish the Maryland colony. The journey took several months and the colonists arrived in what is now St. Mary's City in March 1634.

2. In 2014, a new memorial to Harriet Tubman was dedicated on the Eastern Shore of Maryland on September 21. The monument honors the life and legacy of the famous abolitionist who was born and raised in Dorchester County.

3. In 1776, the Battle of Harlem Heights took place in New York during the American Revolution. Maryland troops played a crucial role in the battle, helping to force back the British forces and secure a victory for the American forces.

4. On September 21, 1914, the Maryland State Board of Education announced that children would be required to attend school for at least 135 days per year. This was part of a broader effort to improve education in the state and ensure that all children received a minimum level of instruction.

5. The first-ever Maryland Wine Festival was held on September 21, 1984, at the Carroll County Farm Museum in Westminster. The festival has since become an annual event, attracting thousands of visitors each year to sample some of the state's finest wines and enjoy live music, food, and other activities.