by The Editors | May 27, 2016

Bird’s Eye View: Mapping Out Anna Maria Island

Lollygag down pine avenue to City Pier for shopping, eating and sightseeing on an island that oozes with Old Florida charm

Anna Maria Island

Illustration by Lori Weitzel

Ginny’s & Jane E’s

Stop in for a muffin, coffee, ice cream cone, sandwich or beer at this whimsical café and general store.

The Egret Stores

This trio of shops is stocked with furniture, resort wear and home goods that celebrate coastal living.

The Sandbar Restaurant

Guests clamor for an on-the-beach table to enjoy grouper sandwiches, cocktails and unfettered views of the Gulf and sunset.

Poppo’s Taqueria

Organic produce, free-range chicken and grass-fed beef elevate the fare at this casual Mexican restaurant.

The Donut Experiment

Six different icings and more than a dozen toppings (including candy crumbs, bacon, sea salt and sriracha) allow for myriad gourmet customizations.

Bella by the Sea

Chill out with this boutique’s collection of gauzy clothing, marine-inspired accessories and fragrant candles.

Shiny Fish Emporium

Kids can decorate a sand dollar while Mom and Dad shop.

AMI Outfitters

Here you’ll find the perfect gear and apparel for all your outdoor pursuits.

Old City Jail

Built in 1927 to “quarter the rowdies” who’d had too much to drink, the jail operated until the 1940s, when fire destroyed its roof.

City Pier

A fish and burger joint, bait shop and jewelry store occupy this 105-year-old pier, which offers views of the Sunshine Skyway.

The Waterfront

The eatery’s menu changes seasonally to highlight the island’s best ingredients from the sea.

Sunrise Garden Resort

This pet-friendly inn offers a private kitchen and free Wi-Fi, plus perks like tropical patios and a heated pool.

Anna Maria General Store

A favorite of islanders and long-term renters, this grocer provides an extensive selection of freshly made deli sandwiches and local citrus juices.

Beach Bums Island

Avenue Whether you fancy renting a bicycle, kayak, stand-up paddleboard or golf cart, this transportation hub will satisfy your on-the-go needs.

The Island Cabana

Linger here to browse the racks of designer labels, which include Lilly Pulitzer, Escapada Living and Eberjey.