A 20-year-old is in the hospital, another 20-year-old is suspected of DUI and a bartender has been accused of serving underage customers.
The Brooksville Police Department responded late Monday night to the corner of U.S. 41 and Ponce de Leon Boulevard following reports of a pickup crashing into a tree.
When they arrived, Patrick Osmond, 20, was lying in the road, said Chief George Turner.
Osmond, who had been riding in the bed of the pickup, was airlifted to Regional Medical Center Bayonet Point. He was still listed in critical condition as of Wednesday morning.
The driver of the pickup, Joseph Raub, 20, is under investigation, police said.
He admitted to consuming alcoholic beverages that night and submitted to a blood test, according to a media release. Police are still awaiting the results of the test.
Raub lost control of his pickup, struck a curb, crossed a median and struck a palm tree, Turner said.
Wheeler was transported by ambulance to Brooksville Regional Hospital and treated for minor injuries, police officers said.
Before the crash, Raub, Osmond and James R. Wheeler III, 19, were in the Applebee's restaurant off State Road 50, according to police.
Fallon Lyn Greenwald, 27, a bartender at Applebee's, is suspected of serving Osmond and Wheeler.
Turner said one of the patient's fathers went through his son's clothes while he was at the hospital. He found a receipt in one of the pockets that showed he had purchased a pitcher of beer.
Police traced it back to Greenwald and she was charged. A manager at the restaurant declined to comment about Greenwald's employment.
Turner said Greenwald told police she had asked for Osmond's identification, which had a 1991 birth date. She didn't look more carefully at the ID, which also showed his 21st birthday is in December, according to police.
A fourth passenger of the vehicle, a 16-year-old boy, left the scene of the accident and walked to his brother's house off Candlelight Boulevard, said Turner.
The 16-year-old went to the station with his parents Wednesday morning and told police he also had been in the car. He was not hurt in the accident and Turner said detectives were told he was not in the restaurant with the other three and had not been drinking.
Turner said warrants are forthcoming for Greenwald's two charges of selling, giving or serving alcoholic beverages to a person younger than 21.