This page is dedicated to Florida historical markers near Port Orange The Most Dangerous Chieftain. There are many historical markers in Florida. This marker in Volusia County is an excellent example.
The Most Dangerous Chieftain
This Florida Historical Marker is entitled The Most Dangerous Chieftain , and is located in Port Orange in Volusia County, Florida. The location is 950 Old Sugar Mill Road. Marker can be reached from Old Sugar Mill Road east of Herbert Street, on the left when traveling east.
Inscription on the Marker
The inscription reads:
The Most Dangerous Chieftain. . When Sarah Anderson and her sons owned Dunlawton, Mosquito County settlers formed a militia unit called the Mosquito Roarers. Even with its fine name, this group reportedly lacked anyone who had ever “seen a gun fired in anger.” By the mid-1830’s, the Andersons and other planters were in trouble. Distrustful of the U.S. government and tired of broken promises and relocation schemes, Seminole raiders attacked Florida’s coastal plantations., Dunlawton itself was wrecked in December 1835 after the Andersons reluctantly left their lands. Militiamen returned to the burned-out property in January 1836, found Indians present, and started a running skirmish between here and the Halifax River. They escaped with several casualties – including one man shot in the “sitting down place” when he exposed his backside to the Seminoles. “So ended the fight of Dunlawton,” wrote a participant, “in which we were completely whipped by the Indians.”, Unfortunately for these green volunteers, their company had taken on a warrior. Along with his father (known as Philip), Coacoochee, or Wildcat, was operating in lands he knew and loved. Regular army officers found the young leader handsome and eloquent. But one also called Coacoochee “by far the most dangerous chieftain in the field.”, [ Image ] , Coacoochee (Wildcat), a raider of frontier settlements during the Second Seminole War. , Limited-edition print (from an original painting) by James Hutchinson. Used by permission of the artist.
Marker Sponsor and Install Date for The Most Dangerous Chieftain
Placed by Volusia County and the State of Florida, Department of State, Division of Historical Resources, assisted by the Florida Historical Commission.
Maps & Location Views
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Sometimes you will be able to see the The Most Dangerous Chieftain Marker in Google Maps. A 360-degree view of the area near the marker is available on the link below. You can see the marker or monument and read it in many cases.
The History of Port Orange

More than a century before the Pilgrims set foot at Plymouth Rock, in 1513, Florida began its modern-day history, of which Orlando is a part.
During this period, Florida was still part of the United States Territory and not yet a state; therefore, many Native American tribes occupied land throughout Central Florida, including Seminole Indians who had migrated there from Georgia during the First Seminole War (1817-1818).
In 1838, the U.S. Army built Fort Gatlin south of the present-day Orlando City limits to protect settlers from attacks by Indians during the Second Seminole War. During the Civil War, Orlando’s role included supplying the Confederacy with food, cattle, and horses from the vast plantations in the region.
Today Orlando is recognized as a global tourist attraction and entertainment city
About the Florida Historical Marker Program
One of the most well-known and noticeable public history initiatives of the Division of Historical Resources is the Florida Historical Marker Program. It is intended to increase residents’ and visitors’ enjoyment of Florida’s historic places and to increase public knowledge of the state’s rich cultural past.
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