Category: The Fun

The holiday season on Anna Maria Island is nothing short of magical. With its tropical charm, stunning sunsets, and a strong sense of community, Anna Maria Island transforms into a festive paradise where holiday cheer meets island vibes. Whether you're visiting for Christmas or ringing in the New Year, the island offers a variety of holiday events, parades, and celebrations, as well as Christmas church services that add a spiritual dimension to the season.

At Once Upon A Beach, we know that Halloween is a cherished holiday for families, and there’s no better place to enjoy the spooky fun than right here on the island. Whether you're staying in one of our luxury vacation rentals or exploring the island with your little goblins and ghosts, here’s everything you need to know about trick-or-treating on Anna Maria Island and how to make the most of your Halloween adventure.

Football season is always an exciting time, whether you're a passionate NFL fan, following college football, or simply enjoying the camaraderie and excitement of game day. If you're visiting or staying on Anna Maria Island and don’t want to miss out on the big game, you’re in luck. The island and its nearby areas offer a variety of lively sports bars where you can cheer for your favorite team, enjoy great food, and catch all the action on the big screen.

There’s something magical about relaxing on Anna Maria Island, where the stunning beaches and beautiful sunsets pair perfectly with live music. Whether you’re looking for laid-back acoustic sets with ocean views or a lively night out dancing to local bands, Anna Maria Island and its surrounding areas offer a variety of live music venues for every mood.

Known for its thrilling theme parks, beautiful beaches, and year-round sunshine, Florida offers a perfect blend of excitement and relaxation. But why settle for just one type of vacation when you can have both? By staying on the stunning shores of Anna Maria Island and combining your trip with a visit to world-class attractions like Busch Gardens, Universal Studios, or Disney World, you can experience the best of both worlds—a beachside retreat and thrilling theme park adventures.

Anna Maria Island is renowned for its serene beaches, stunning sunsets, and charming small-town feel. But beyond the island’s natural beauty and tranquil ambiance lies a vibrant community that comes together year-round to celebrate with an array of exciting and unique events. From festive parades and local markets to food and music festivals, there’s always something happening on the island.

Anna Maria Island is not only a paradise for beach lovers but also a treasure trove of natural wonders and eco-adventures. While the island’s white sand beaches and turquoise waters often steal the spotlight, there’s so much more to explore if you’re a nature enthusiast. From the captivating marine life at Mote Marine Laboratory & Aquarium to enchanting wildlife refuges and scenic parks, you can immerse yourself in nature during your stay.

When you book a luxury vacation rental with Once Upon A Beach on Anna Maria Island, you’re in for a treat: pristine beaches, exquisite dining, and a charming, relaxed atmosphere. But to truly experience all that this island paradise has to offer, consider adding a golf cart rental to your itinerary. Here’s why renting a golf cart is not just a convenience, but the ultimate way to explore and enjoy Anna Maria Island.

In this blog post, we’ll dive into everything you need to know about fishing on Anna Maria Island, from the best spots and seasons to the types of fish you’ll encounter and tips for a memorable experience. So, grab your fishing gear and let’s get started!

When spring arrives, baseball fans and luxury travelers alike find themselves dreaming of the perfect getaway—a blend of sun, relaxation, and America's favorite pastime. If you’re seeking a unique combination of relaxation and excitement, look no further than a luxury stay on Anna Maria Island paired with nearby Pittsburgh Pirates spring training in Bradenton, Florida. This dynamic duo promises an unforgettable escape. Here’s how you can plan the ultimate luxury vacation that encompasses both.