Nightlife

  • Best Dive Bars on Anna Maria Island: My Insider Guide

    Best Dive Bars on Anna Maria Island: My Insider Guide

    Anna Maria Island is loved for its breezy beach vibes and breathtaking sunsets. While there is no shortage of stylish beachfront restaurants, sometimes what you really crave is a cold drink, good conversation, and a place that does not take itself too seriously. That is where the island’s dive bars come in, unpolished, welcoming, and…

  • Beach Bar Games on Anna Maria Island: My Insider Guide

    Beach Bar Games on Anna Maria Island: My Insider Guide

    Beach bar games on Anna Maria Island range from darts and billiards to bingo, karaoke, trivia, and cornhole, and the best spots run from true dive bars to a family-friendly lawn. A game turns a quick drink into an afternoon, and it turns strangers into teammates faster than anything else. Below, each bar lists its…

  • Best Happy Hour Spots on Anna Maria Island: My Insider Guide

    Best Happy Hour Spots on Anna Maria Island: My Insider Guide

    Happy hour on Anna Maria Island is less about rushing the clock and more about soaking in the view with a perfectly timed drink in hand. From toes-in-the-sand beach bars to breezy waterfront patios and laid-back local dives, the island serves up happy hour with a side of sunsets, live music, and coastal charm. Whether…

  • Live Music on Anna Maria Island: My Insider Guide

    Live Music on Anna Maria Island: My Insider Guide

    Anna Maria Island has more live music than people expect from a barrier island this size. Some nights it is a lone guitarist playing acoustic covers as the sun drops into the Gulf. Other nights it is a full band on a patio stage with a crowd two-stepping in flip-flops. This guide splits the island’s…