Captain
Jay Winesburg
Member since March 2026
Hilton Head Island, United States
- Background
- Captain Jay Winesburg is a seasoned charter captain based in Hilton Head Island, South Carolina, operating a Key West 239 DFS dual console. He specializes in boat and yacht tours, including dolphin watching, sunset cruises, sightseeing, and relaxed “booze cruises.” Known for creating laid-back and memorable on-the-water experiences, he offers guests a personalized way to explore the Lowcountry coastline.
Hey, I'm Captain Jay Winesburg
Hilton Head Island, United States
- Background
- Captain Jay Winesburg is a seasoned charter captain based in Hilton Head Island, South Carolina, operating a Key West 239 DFS dual console. He specializes in boat and yacht tours, including dolphin watching, sunset cruises, sightseeing, and relaxed “booze cruises.” Known for creating laid-back and memorable on-the-water experiences, he offers guests a personalized way to explore the Lowcountry coastline.
Verified
My Listing
Just listed
Hilton Head Island
• 23 ft
•
6 persons