Dreaming of laid-back beaches and Old Florida charm? I say pack your flip-flops and head to Anna Maria Island! This barrier island on Florida’s Gulf Coast is one of my favorite spots for a blissfully relaxed escape. You’ll find sugar-sand beaches, turquoise waters, and a peaceful small-town vibe. Whether you're biking pastel-lined streets or savoring seafood at sunset, this place feels like a step back in time—in the best way.
Anna Maria Island, FL Highlights:
- Bean Point Beach: If you’re looking for secluded beauty, Bean Point is magical. I love walking here at sunset—the views are breathtaking, and it’s rarely crowded.
- Anna Maria City Pier: I always take time to stroll this historic 1911 pier. You’ll see pelicans, maybe a dolphin or two, and a handful of local anglers doing their thing. It’s pure island life.
- Coquina Beach: This spot is perfect for lounging under the pines. I like to bring a picnic and check out the beach market when it’s on—great local finds and food trucks.
- Pine Avenue: I love browsing the boutiques and galleries along this super walkable strip. It’s also one of the greenest Main Streets in America—seriously charming and sustainable.
- Rod and Reel Pier: This little gem is Old Florida at its best. Grab breakfast over the water and watch the waves roll by. It’s casual, iconic, and totally unpretentious.
Best Time to Visit Anna Maria Island, FL
If you ask me, the sweet spot is spring and fall (March–May and September–November). You get warm weather, fewer crowds, and better rates. Winter is popular too—especially if you’re escaping the snow. Summer brings a lively beach vibe, just be ready for the occasional afternoon rain shower (which I secretly love for cooling things down).
How to Get to Anna Maria Island, FL
- If you are traveling by car: You can reach the island via State Roads 64 or 684. It’s just about an hour south of Tampa or 30 minutes west of Bradenton—an easy and scenic drive.
- By Air: I usually fly into Sarasota-Bradenton International Airport (SRQ)—it’s only 30 minutes away. Tampa International (TPA) is another great option if you don’t mind a longer drive.
- By Trolley: Once you’re here, the free Anna Maria Island Trolley makes it super easy to get around. I love hopping on and just exploring without needing a car.
Where to Stay in Anna Maria Island, FL
- Anna Maria Beach Resort – This place is a splurge, but worth it. Picture beachfront luxury, a gorgeous pool, and your own slice of paradise.
- Tradewinds Beach Resort – I’m a big fan of these colorful little cottages. They’re just steps from the beach and have such a cozy, retro island vibe.
- Waterline Villas & Marina – If you want a condo-style suite with resort perks, this is the spot. It’s right in Holmes Beach and feels like your own home by the water.
Best Things to Do in Anna Maria Island, FL
Bean Point - Walk along quiet shores and admire sunsets on a romantic spring escape.
Coquina Baywalk - Explore mangrove trails and see coastal birds on an easy nature trip.
Anna Maria Island Historical Museum - Discover local history and look at vintage exhibits on an affordable weekend visit.
Island Players Community Theatre - Enjoy live performances and admire small-town charm on a fun couples night out.
Anna Maria Historic Green Village - Stroll eco-friendly shops and learn about sustainability on an unusual educational trip.
The Center of Anna Maria Island - Play sports and explore activities for kids on an exciting family outing.
AMI Charters - Go fishing and see dolphins on an adventurous summer boat trip.
Salty Buddha Paddle and Yoga Co. - Paddle calm waters and unwind with yoga on a peaceful retirement retreat.
Ginny's and Jane E's Cafe and Coastal Store -
In Summary...
(and if you want to revisit my photo journey)