Best 248 things to do in Fleming Island, FL

Sail a luxury yacht at sunset and see St. Augustine's historic bayfront

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

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

Learn to skipper a keelboat in a two-day ASA 102 course

Four-course dining and sunset views from a luxury sailing yacht

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

Practice coastal navigation theory in a four-day ASA course

Private 1-hour sailing date with bubbly, strawberries, and photos

Build your sailing skills with monthly peer support

Cruise St. Augustine at sunset with a cash bar onboard

Spot dolphins and coastal wildlife on a 90-minute cruise with a bar on board

Cruise the St. Augustine Bayfront with a guided wine tasting (21+)

Sail past St. Augustine landmarks as the evening light settles over the water

Unwind to live jazz, charcuterie, and bayfront sunset views

Customize a private daytime cruise and explore St. Augustine’s bayfront

Cruise St. Augustine’s bayfront at sunset with a private crew

Join a hands-on marine science boat tour for curious learners of all ages

Join a guided investigation of a famous haunted house with all equipment provided.

Paddle clear tandem kayaks past St. Augustine landmarks and coastal scenery