Madison Bailey live in Annapolis

Experience Madison Bailey live on October 20th

Madison Bailey is scheduled to perform at The Admirals Cup Annapolis on October 20, 2026. Bailey, known for her role as Ki Lara in the Netflix series *Outer Banks*, has recently transitioned towards a music career. Her musical style blends elements of pop and electronic dance music, often incorporating themes of self-discovery and relationships, with influences from artists like Dua Lipa and The Chainsmokers. She released her debut single “Unbeautiful” in 2023 and has continued to release music since.

The Admirals Cup Annapolis is a waterfront venue located in Annapolis, Maryland. Originally constructed as a boat dealership showcasing yachts, it was reimagined as an event space in 2019. The venue features both indoor and outdoor areas, capitalizing on its scenic views of Spa Creek and the United States Naval Academy. It frequently hosts concerts, weddings, and corporate events, becoming a popular location for live entertainment within the Annapolis area due to its capacity and waterfront setting. The space aims to provide a unique atmosphere combining nautical history with modern event capabilities.