Flagler's Legacy, along with Historic Tours of Flagler College, were created by Enactus, a student organization formerly known as Students in Free Enterprise. Donna Delorenzo, Executive Director of College Relations at Flagler College and Sam Walton Free Enterprise Fellow, and Enactus saw the potential for a thriving retail business. In the summer of 1999, Enactus students opened a small shop in the Rotunda of the former Hotel Ponce de Leon to start selling a few historic souvenirs and began charging for guided tours of the College. Their success was so great that the idea for a store in the historic St. Augustine pedestrian shopping district, St. George Street, was born.
In March 2000, Flagler's Legacy opened at 59 St. George Street in a charming two-story historic building of coquina, stone, and aged wooden beams. Flagler’s Legacy was created with a three-fold objective: to market the College globally; to teach students how to start and run a business; and to produce revenue for the College. Flagler's Legacy is operated by Flagler College alumni and current students. All profits from Flagler's Legacy and the Historic Tours of the former Hotel Ponce de Leon are used for the Flagler College general fund.
What started out as a small selection of t-shirts and souvenirs has expanded into a collection of over 300 custom gifts and souvenirs. Over the years, the business has grown to include an online store, a college souvenir retail store, and a boutique gift shop in the Rotunda, where historical tours of Flagler College are given year round to over 40,000 guests annually.