things to do in Anna Maria, FL

Explore Anna Maria Island waters and look for dolphins with a private captain

Cruise Gulf waters and explore barrier islands on a private boat tour

Captain-led pontoon time for your own day on the water

Take the wheel—no motorcycle endorsement needed

Pair coastal sightseeing with a slide-equipped private boat

Trade the shoreline for shallow-water exploring on Anna Maria Island’s shifting sandbars

Choose your own mix of fishing and island relaxation

Paddle mangrove tunnels and visit Midnight Pass Beach with a local guide

Create your own Tampa Bay day with cruising, sandbars, and your favorite drinks

Explore more of the waterways with foot-powered kayaking and a tour tailored to you

Paddle Lido Key’s mangrove tunnels with a private guide from Ted Sperling Nature Park

Cast a line with fishing gear and licensing included

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

Evening boat cruise with island routes and bridge views

Learn wing foiling basics in a small group over 2 hours

Take the wheel without a motorcycle endorsement

Unwind on the Gulf Coast with your own group and an onboard slide

Discover island history and coastal nature on a private sunset cruise

Cast your line at multiple fishing spots along St. Petersburg's coast

Paddle Gulf Coast waters at your own pace and explore nearby islands

Cruise, swim, and beach-hop around Anna Maria Island aboard a spacious deck boat

Ride a gentle guided route through Pinellas Park’s equestrian trails

Customize your 2-hour private TriToon cruise with a captain included

Walk Jungle Prada with a historian and explore 1,000 years of St. Petersburg history