9 Things to do Adventurous in Anna Maria Island That You Shouldn't Miss

Segs by the Sea offers a variety of beautiful scenic Segway tours throughout Anna Maria Island, Longboat Key, and Cortez, Florida. Segways are also available for self guided rentals. Training and helmets provided. Segs by the Sea also offers bikes, electric bikes, scooters kayaks, stand up paddle boards and golf carts for tours and rentals as well. Jetskis, boat rentals and tours, and parasailing can also be reserved at Segs by the Sea, Bradenton Beach.

Happy Paddler Kayak Tours & EcoVentures offers spectacular guided kayak and paddleboard tours for anybody wanting to explore the waters around Anna Maria Island, Longboat Key, and Sarasota in a uniquely relaxed yet adventurous way! We are a home-grown bunch of expert naturalists & certified paddling instructors and we strive to set the standard of excellence in our industry as we share the happiness of paddling! Beginners, advanced paddlers, and everyone in between are welcome to join us on the water. Aside from our award-winning guided tours, we also offer rentals and lessons. Come see what all the happiness is about!

Look no further. Capt. Layne with Snapper Addict Fishing Charters will put you on the fish! Specializing in family friendly fun, you will catch many different reef species including Snapper, Grouper, Kingfish, Hogfish, Cobia, mackeral, and Shark. USCG licensed and insured.

We are a full service charter fishing company. We offer everything from offshore, inshore, flyfishing, dolphin tours and sight seeing. Extremely accommodating and child friendly!

Your source for saltwater adventure on Anna Maria Island. Make the most of your vacation and book a private boat tour, fishing trip, fun-run, or sunset cruise. Book online today!

Your tour in our amphibious, no-cockpit seaplane will begin at the boat ramp right on Anna Maria Island. You’ll take off from the water and fly low-n-slow along the beaches, taking in spectacular views of Anna Maria Island, Longboat Key, the Skyway Bridge, downtown Tampa, downtown St. Pete and, usually, marine life such as dolphins and sting rays. You’ll also get to do several splash-n-go’s and you can even take the controls for a bit on our 60 minute flight!

Welcome to Gulf Islands Adventures simply the best way to experience the water around Anna Maria Island including Sarasota Bay and Tampa Bay with a little Southern Hospitality. Come operate your own CraigCat, a 2 seat Catamaran aka go cart on water while following a guide and get off at some of the local sandbars. Your trip will be photographed and emailed to you at no extra charge. Fun for all ages!!!!

YOLO Parasailing & Adventures on AMI is a parasailing and sightseeing company located in Bradenton Beach, Anna Maria Island. We offer parasailing 7 days a week, weather permitting. Dolphin Tours and Sunset cruises.