Category: The Logistical

Inclement weather putting a damper on your vacation, what are some fun unique things to do to make the most of your Anna Maria Island vacation even when a beach or pool day isn't an option!

The holiday season on Anna Maria Island is magical. With tropical charm, white-sand beaches, and stunning sunsets, the island becomes a festive paradise. Enjoy holiday boat parades, Christmas markets, and twinkling lights on Pine Avenue. Celebrate Christmas with local church services or ring in the New Year on the beach. From family gatherings to romantic getaways, Anna Maria Island is the perfect holiday destination.

At Once Upon A Beach, we know Halloween is a cherished holiday for families, and Anna Maria Island is the perfect place for spooky fun. Whether you’re staying in one of our luxury vacation rentals or exploring with little ghosts and goblins, discover the best trick-or-treat spots, festive island events, and tips to make your Halloween getaway on Anna Maria Island unforgettable.

Known for world-famous theme parks, pristine beaches, and endless sunshine, Florida is the ultimate vacation destination. Why choose between thrills and relaxation when you can enjoy both? Stay on the breathtaking shores of Anna Maria Island for a serene beach escape, then add adventure with nearby attractions like Disney World, Universal Studios, or Busch Gardens. Experience the best of both worlds—white-sand paradise and unforgettable theme park fun.

Anna Maria Island is renowned for its serene beaches, breathtaking sunsets, and charming small-town atmosphere—but it’s also a hub for exciting community events year-round. From lively parades and vibrant local markets to food, art, and music festivals, the island offers unforgettable experiences for visitors of all ages. No matter when you visit, Anna Maria Island promises something special to celebrate.

The Beachfront Easter Sunrise Service is truly a unique experience, and several of the island’s churches come together to participate in this powerful moment of reflection, unity, and faith. Whether you’re a frequent visitor to Anna Maria Island or experiencing the Easter sunrise service for the first time, it’s an inspiring way to connect with nature, your faith, and the local community.

At Once Upon A Beach, we believe that a luxury vacation is all about balance. From serene yoga sessions overlooking the water to well-equipped fitness centers that will help you stay in shape, this small but vibrant island offers a range of options for staying active. In this guide, we’ve curated the best fitness centers, yoga studios, and workout spots on Anna Maria Island, ensuring that you can keep up with your fitness goals or simply enjoy a peaceful session of wellness while on vacation.