things to do in Jacksonville Beach, FL

Explore American Beach’s Black heritage with a private guide

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

Cruise the Matanzas River at sunset for Bridge of Lions views

Get your first taste of sailing with instruction entirely on the water

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

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

Explore Amelia Island at your own pace on a fat-tire e-bike

Walk St. Augustine’s hidden vice history with an author-guide

Create your own open-air day on St. Augustine’s waterways

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

Explore St. Augustine’s culinary scene with guided tastings and open-air transfers

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

Trace Black history across American Beach, Amelia Island, and Fernandina Beach

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

Book a private beach horseback ride for your group in Amelia Island

Greet the day from the water on an early morning sail

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

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

Explore Amelia Island at your own pace on a 26-inch cruiser

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

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

Sail Saint Augustine at sunset with live music and complimentary drinks