Best 161 things to do in Jacksonville Beach, FL

Cruise St. Augustine in a 2-seat automatic Slingshot from evening to morning

Try a 1-hour automatic Slingshot ride for two

Cruise Historic Matanzas Bay and see landmarks from the water

Cruise to the Anastasia Island sandbar with time to relax and swim

Cruise on the water at sunset near St. Augustine

Private 2-hour sunset sail past St. Augustine bayfront landmarks

Savor expertly paired wines and seasonal appetizers as you sail past St. Augustine’s scenic coastline at sunset.

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

Private sunset sail with a chef-prepared four-course dinner

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 on a private catamaran with a licensed captain and crew

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

Get married dockside on a luxury sailing yacht with up to 20 guests

Hold a dockside wedding ceremony with a sailing yacht backdrop for up to 30 guests

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