things to do in Fleming Island, FL

Adults-only pirate comedy cruise with explicit skits, songs, and jokes

Sip wine and cocktails with food stops on a 3.5-hour walk through historic St. Augustine

Rent a 7-speed hybrid bike for 4 hours to 30 days

Relax with your favorite drinks and enjoy a scenic St. Augustine sunset from the water.

See St. Augustine's holiday lights from a private boat with warm drinks and a licensed captain

Paddle after sunset as saltwater organisms create a natural blue-green glow

Hear real ghost stories with a paranormal investigator on a 90‑minute walk

Drive a Bayliner M17 for easy cruising in St. Augustine

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

Sail Saint Augustine at sunset with live music and complimentary drinks

Taste your way through St. Augustine with 4 food stops and curated drink pairings

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

Spot dolphins and birds with a naturalist captain on a small-group eco cruise

Taste local sweets as you walk through St. Augustine’s past

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

Cruise St. Augustine and look for Atlantic bottlenose dolphins

Build confidence on the water with private coaching from experienced rider Grant G’Sell

A calm, beginner-friendly paddle through Florida's freshwater and brackish creek habitat

Trace West Augustine's hidden vice history with the author of Wicked St. Augustine

See St. Augustine landmarks from a private boat as the sun sets

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

Cruise St. Augustine’s historic harbor and look for bottlenose dolphins by catamaran

Ride through Jacksonville’s Black history, from Harlem Renaissance stories to civil rights

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