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Here's how to plan an Anna Maria Island anniversary trip filled with romantic dining, sunset spots, couples activities, and the right place to stay.

Discover where to rent a paddleboard on Anna Maria Island, find the best calm-water spots to paddle, and pick up easy tips for first-timers.

In many parts of the country, Labor Day and 'fun in the sun' are synonymous. This is certainly true of beautiful Anna Maria Island (AMI) — a spectacular barrier island on Florida's Gulf Coast.

Ahh, September in the Gulf of Mexico. The crowds of the summer months have begun to depart, and the snowbirds won't arrive for a couple of months. September, the start of the autumn shoulder season in Florida, is one of the best times of the year to visit Anna Maria Island (AMI). Due in part to its comfortable climate, fewer crowds, and a wide array of things to do, an Anna Maria Island getaway in September is always a good idea.

Symphony on the Sand is a lovely annual event that pairs a beachfront concert with dinner from some of the island's favorite restaurants. Lovers of music, beaches, and Anna Maria Island revel in the beauty of one of the most anticipated nights on AMI.

If you are planning on taking a trip to Anna Maria Island, you might be looking for an airport you can fly into. Regardless of whether you are flying into Tampa Bay, Orlando, or some other city in Florida, you need to think about the closest airport to AMI.There are plenty of vacation rentals in the...

Welcome to the vibrant BayFest on Anna Maria Island, your ultimate destination this October! This annual festival, a burst of lively music, mouthwatering food, and creative crafts, has been a cornerstone of Anna Maria Island's community spirit for decades.

Anna Maria Island is a true gem on Florida's Gulf Coast, offering visitors a perfect blend of natural beauty, warm weather, and a relaxed island vibe. Our vacation rentals will help you thoroughly enjoy the laid-back charm and spectacular beaches of this Florida mainstay.

The Gulf Coast of Florida has no shortage of places to kick off your shoes and sink into the sand, but not every beach town delivers the same experience.

Most visitors to Anna Maria Island find the beach, grab a bite, and call it a day. This is part of the appeal of its sleepy shores. But if you're someone who craves a little more action, the island rewards those who look closer.