Sailing in Fleming Island, FL

Sail St. Augustine’s historic bayfront as the sun sets from a private yacht

Sail Saint Augustine at sunset with live music and complimentary drinks

Sail St. Augustine's estuary aboard a stable catamaran

Leave the sailing to a professional captain and unwind on the water

Charter a luxury catamaran and enjoy a family-style brunch with bottomless mimosas

Share a brunch sail with mimosas on a 35 ft monohull in St. Augustine

Sail St. Augustine’s waterways with wine tasting or mimosas

Private 2-hour sunset sail for up to 6 in St. Augustine

Sail past St Augustine landmarks on a 2-hour small-group charter

Sail into sunset views of St Augustine landmarks on a small-group charter

Private 2-hour sail past St. Augustine’s historic bayfront sites

Sail St. Augustine waters and learn about dolphins with your guide

Celebrate your bachelorette party aboard a private St. Augustine sailing catamaran

Learn sailing basics with classroom and dockside instruction

Learn sailing basics in a small group of 2–4 people

Build sailing confidence with a beginner-friendly 2-hour coaching sail

Build coastal navigation skills with a self-paced ASA 105 online course

Train as crew on Sunday sails with a USCG captain or ASA sailing instructor

Build your sailing skills with monthly peer support

Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights

Sail at sunset with live music, drinks, and St. Augustine fireworks views

Private yacht views of St. Augustine's holiday lights

Sail into sunset views, live music, and Saint Augustine’s holiday lights

Read, sip tea, and share sailing stories on the water