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Blackwater Heritage State Trail, the westernmost state rail-trail, winds through the historic town of Milton and extends 8.1 miles north to join the U.S. Navy's 1.5-mile Military Heritage Trail, which ends at the Naval Air Station Whiting Field.

Occupying more than 70,000 acres of land formerly known as the Cross Florida Barge Canal, the Greenway is a 110-mile linear park that is more than a mile wide in places. It hosts more than 300 miles of trails of all types — paddling, hiking, mountain biking, equestrian and paved multi-use.

Through the early 1900s, this historic railroad corridor carried cotton from the plantation belt to the coast for shipment to textile mills in England and New England. The trail runs 16 miles from Florida's capital city to the coastal community of St. Marks.