The victim was driving a private hatchback car on a minor dirt road leading to Tropical Sunset Restaurant and Shoal Bay beach when he was fired upon.
Officers were alerted sometime after 12.30am when the man sought medical attention for his injuries, according to a Royal Anguilla Police Force statement on Facebook.
The victim is still being treated for his injuries in hospital and is in stable condition. He was not able to provide a description of the shooter.
Police urged anyone with information, no matter how small the detail, to come forward, saying it could “make a significant difference” in identifying those responsible.
Investigations into the incident are ongoing.
Anyone with information on any criminal activity in Anguilla can call 911, (264) 497-2333 or 497-5333, or leave an anonymous message, video or photo at www.gov.ai/911
Information from the website is stored in a secure location in California and access to it is tightly controlled.