Fun Things to Do on Anna Maria Island

There are tons of fun things to do on Anna Maria Island to ensure your family vacation is chock-full of family-friendly fun and exciting adventures. Many of the options involve being in or on the water, and plenty of the activities are located close to Holmes Beach vacation rentals for your convenience. So, pick and adventure – or two! – and spend an unforgettable week on Anna Maria Island.

Here are a few fun options to get your started:

anna maria island sailing tours

Anna Maria Sailing Adventures

There are so many options for a windy and watery adventure when you pick Anna Maria Sailing Adventures. Located on Bridge Street in Bradenton Beach, there are several choices for sailing trips that last varying amounts of time.

Head out on a 2.5-hour Sunset Excursion to watch the sun go down over the Gulf of Mexico and the sky explode with color. Alternatively, try “The Skipper,” another trip that lasts two and a half hours, taking guests out into the Gulf of Mexico for a tour of Anna Maria Island beaches. Whatever type of trip you and the family are in the mood for, you’re sure to find something fun here.

Many of the trips available come with drinks and food. The Sunset Getaway and the Captain’s Adventure sailing expeditions have a meal included. They also offer customized trips and packages.

anna maria island paddleboarding

AMI Paddleboard Adventure

Getting out on the water is one of the best ways to truly enjoy Anna Maria Island – and what better way to do it than by stand-up paddleboard.

AMI Paddleboard Adventure makes it super easy to do just that. Located on Gulf Drive in Holmes Beach, you can rent paddleboard or kayaks for the whole family. Prices range depending on how long you want your rental—keep the equipment for just an hour, several hours, or even several days for those staying for a month, season, or longer. The location is right near some pristine Holmes Beach vacation rentals on the water, so you won’t have far to go to pick it up.

Segs by the Sea

While “surf” activities are popular on Anna Maria Island, the “turf” activities often a lot of hype. Take a break from the waterfront, and rent a Segway this year on vacation.

This is an incredibly fun and unique way for the entire family to enjoy a tour. There are tours ranging from one hour long, to 90 minutes, and even a two-hour-long tour. You’ll see parts of the island including Bradenton Beach, Cortez Beach, Coquina Beach, and Longboat Key. Located on Bridge Street in Bradenton Beach, these segway tours will give you a fresh look at the diverse array of plants and animals on Anna Maria Island, plus get you acquainted with the island in a unique way.

Fun “N” Sun Boat Day Tours

These tours are fully narrated and totally family-friendly. It is definitely an experience you won’t want to miss. Daily tours like 90 minutes and give you a look at the beautiful waterways that the area has to offer. You’ll see a bird sanctuary full of pelicans, cranes, herons, and more. Plus, if you are lucky, you’ll be able to spot some bottlenose dolphins playing in the sparkling waters. In addition to the daily tours, there are also sunset tours offered on Friday evenings, and you can even choose to celebrate a special occasion like birthday or anniversary on one of these cruises.

Where To Stay

Fortunately, we have some great Holmes Beach vacation rentals, so you have somewhere to rest your head after a day of activity. Play all day, and relax in the evening at one of our amenities. With tons of great things to do on Anna Maria Island, you’ll never be wanting for anything else. For questions and information, get in touch with staff at 1-800-367-1617.

Mike Norman Realty, Inc.

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3101 Gulf Drive
Holmes Beach, Florida USA 34217

Anna Maria, Florida
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