Best results for Water Activities in Anna Maria, FL

Cruise Madeira Beach for 2 hours on a tiki boat at sunset

Rent a paddle board in Madeira Beach for 2–8 hours

Get out on the water with flexible 2–8 hour kayak rentals

Get on the water with flexible 2–8 hour paddle board rentals

Shell, snorkel and look for wildlife on a captained Gulf Coast cruise

Fish Tampa Bay’s inshore waters with premium gear, live bait, and room for up to six anglers

Private inshore fishing for snook, redfish and more

Target Tampa Bay inshore favorites with premium gear and live bait

Pursue Tampa Bay tarpon aboard Capt. Kyle Wallace’s 25-foot C-Hawk

Private tarpon fishing with premium gear and live bait included

Paddle, snorkel, and float at John’s Pass sandbar

Choose your launch point with kayak delivery and pickup

Cruise with Bluetooth audio, a swim ladder, and fishing-ready features

Get out on the water with free delivery on Siesta Key

Ride side by side on two jet skis in Sarasota Bay

Wildlife watching and Gulf sunset views from the water

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

Target snook from Sarasota's shoreline with a guide

Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.

Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

Ride new Yamaha jet skis across Florida's largest riding area at your own pace

Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

Cruise Siesta Key’s shoreline from a beachfront pickup point