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Explore the islands with us!

Map of kayak tour locations throughout Anna Maria Island, Florida

Anna Maria Island is known for its gorgeous beaches and clear waters… get ready to kick off your flip-flops and get to know the salty side of this amazing island! The south end of Anna Maria Island is the best area for exploring the beautiful outdoors because there are plenty of beaches, sandbars, and mangrove islands for you and all the wonderful wildlife to enjoy.

On one of our award-winning kayak tours, you’ll get to know the waters here well and will have many chances to spot manatees, dolphins, sea birds, and so many more of our favorite critters!

Map of kayak tour locations throughout Anna Maria Island, Longboat Key, Sarasota Bay, and Bradenton, Florida

Longboat Key has some of the most pristine mangrove islands along Florida’s West Coast. If you are seeking a laid back, family-friendly adventure, you will find it here… Our locally renowned kayak adventures will give you a beautiful peek into the life and nature on this sister island to AMI.

Home to several well-managed preserves and natural spaces, Longboat Key (sometimes called “LBK” or just “Longboat”) is celebrated for its refined, yet “salty” lifestyle that savors the quality of life that open spaces provide. Tucked in nooks across the island are waterfront restaurants that aim to bring the refined coastal vibe to your tummy, and one of our favorites is Mar Vista. This bay-side restaurant has a white sand beach to land your kayak while you enjoy a delicious break from your paddling adventure. So fun!!

Map of kayak tour locations throughout Anna Maria Island, Longboat Key, Sarasota Bay, and Bradenton, Florida

While the islands often get most of the attention, some of the best places to explore around Sarasota Bay are actually just across the bridge! We have curated some paddling adventures that will whisk you away to a nature-lover’s paradise.

An excellent example is Bradenton’s Robinson Preserve, where you can paddle through the maze of mangrove trees and experience Florida’s unique “water forests” that are home to manatees, the locally famous jumping mullet, an incredible diversity of birds, and so many more of our favorite wildlife friends!

Happy Paddler has been consistently rated as the best activity provider on the islands!

Our claim to fame?

Only the best guides, equipment, and service will do.

Coastal Island Tour

Mangrove Kayak Tour


Sunset Kayak Tour

Happy Paddler has been hard at work:

  • researching plastics in our waterways
  • removing single-use plastics from  our tours
  • leading lots of beach cleanups
  • researching wildlife in Sarasota Bay
  • Developing new ways to help our community rise to the challenges of coastal life.

Check out our projects and see how you can join the fun!

Come see what all the smiles are about!

As a home grown bunch of water-loving, expert naturalists and certified paddling instructors, we are more than happy to dedicate our lives to exploring and educating others about our watery world. We offer spectacular kayak and paddle board tours around Anna Maria Island, Longboat Key, and Sarasota for anybody wanting to explore the waters in a relaxed and adventurous way (yes, you can do both!). Come share the happiness of paddling with us and see why this beautiful place (and this little company) keep winning so many awards!

Choose your adventure:

Guided Tours

Our guided tours are consistently ranked the #1 adventure on AMI and LBK for a good reason… we pour our heart and soul into every tour, making each one absolutely unique and unforgettable. Come join us!


Feeling independent? Rent our kayaks or paddle boards for a half-day and chart your own course! Our equipment is top-of-the-line and all rentals include a paddle, life vest, lesson, and a map of the popular paddling routes.


We offer classes for first-timers and soon to be experts! Instruction covers basic and advanced strokes, navigation, rescue, safety, and gear selection. You'll be ready for the Olympic team by the end of the day!

Come explore the islands with us!

Enjoy the scenery on one of our spectacular, award-winning tours around Anna Maria Island and Longboat Key! Our family of expert guides will take you on a “relaxed adventure” that will have you smiling all the way home!