Best 329 things to do in Sugarloaf Key, FL

Learn boat handling with a private, hands-on lesson from Captain Chris

Cruise the Gulf and island-hop on a flexible 6-hour private boat charter

Private 2-hour sunset sail with downtown St. Petersburg views

Relax on a 3-hour sail with a U.S. Coast Guard–licensed captain from downtown St. Pete

Start the day aboard a classic yacht with optional sailing instruction

Explore St. Petersburg's waterfront history, science, and changing shoreline by boat

Relax aboard a captained pontoon to discover shell-strewn islands and spot Gulf wildlife

Cruise into the sunset and watch 4th of July fireworks from the water

Cruise Madeira Beach waterways and look for dolphins near John’s Pass

Cruise 70–100 miles offshore for 7–8 hours of deep-water fishing

Fish offshore at night with 7–9 hours of lines-in time

Ride a Super Air Nautique G25 with a USCG captain in Tampa Bay

Rent a 20' center console for fishing or cruising, rated for up to 6

Rent a 24' deckboat for 6 hours with room for 10 and watersports allowed

Paddle a clear kayak through Shell Key Preserve

Paddle to Shell Key Preserve for a 4-hour sandbar kayak tour

Paddle Shell Key Preserve at sunset with a guided kayak tour