From boutiques, to jewelry, art to sweet treats, home goods to gifts, there are so many fabulous stores to shop till you drop!

There are some truly fabulous stores on Anna Maria, so if you are looking for some time away from the beach, indulging in a bit of shopping is a definite must do!

The best place to start is Pine Avenue, the main commercial retail street in Anna Maria City. Its sustainability practices by groups such as the Pine Avenue Restoration Project and the Historic Green Village has won many awards, and is dubbed the ‘The Greenest Little Main Street in America‘.




Some of our favorite stores on Pine Avenue, include Pink & Navy, a gorgeous boutique with the latest brand name clothing and accessories for women, men and children.  Pink & Navy has a focus on buying brands that protect the environment or give back to those less fortunate and being inclusive of many sizes. They carry many fashion lines that are produced through fair trade and are environmentally friendly. They also encourage their staff to be creative and community focused, whether through designing and making their own jewelry, clothing and accessories found at P&N or through giving back to society in other positive ways! A really great store to support!

Next door to Pink & Navy is another gorgeous clothing store, Bella by the Sea. Carrying a wide variety of clothing, jewelry and accessories, Bella by the Sea has everything island style a woman needs to enjoy the perfect beach get away!

And if you’ve work up an appetite in these two stores alone; you must pop in to the Donut Experiment. Freshly made, delicious donuts served with any number of your favorite toppings. Perfect for a well deserved shopping break!

Located toward the eastern end of Pine Avenue, is the Historic Green Village; an incredible development showcasing the latest in green technology, including on the roofs, 400 Photovoltiac Solar panels, to power the sites entire electricity needs, geothermal heating and water and rain water storage and recycling. You will also find 3 historic buildings, that were renovated and redeveloped as part of the project.

And is that wasn’t enough to come take a look at, you will find nestled within the Village; Island Charms, a stunning fine jewelry and home ware store, Hometown Desserts who in our opinion make the best cakes, cookies and sweet treats on the island, realtors Fran Maxon, Decor de France, selling beautiful home ware, directly imported from France. And the Anna Maria General Store; the grocery store for everything you need for your rental, plus deli counter, perfect for a beach takeout, or to enjoy on their own deck on site! Inside the General Store you will also find one of our favorite ice cream parlors, Dips!



As you stroll further along Pine Avenue, you will find some great places to shop, such as Pineapple Junktion, an amazing Aladdins cave of decor, accessories and clothes, for collectors, treasure-seekers, designers, and anyone who loves a good find. The Island Cabana, a quaint boutique with women’s brand-name resortwear & trendy jewelry, plus home decor & souvenirs. The Olive Oil Outpost is one of our favorite stores, beautiful quality olive oils, fresh bread & cheese, pasta and wines from all over the world! Delicious!

You will also find the Shiny Fish Emporium, a beautiful retail store showcasing, specially selected items and gift ideas from local and global artists, There is also is a craft area devoted to children, where they can come and design and paint their own sand dollar to take home!

There are also some great gift shops in Anna Maria Island, and you will find most island stores, restaurants and bars will offer their own cool merchandise, including water bottles, key chains stickers, magnets, and such as t-shirts and hoodies, Beach Bums, Ugly Grouper, The Waterfront, The Sandbar and Two Scoops are some of our favorites, as well as towels, hats and accessories in How Lucky AMI.

Gorgeous beach treasures and local art are great gifts to take home for friends and family too. Ginny & Jane E’s have some awesome things, including cards, Christmas ornaments, jewelry, artwork, books, jewelry, artistic beachy gifts, and even clothing.




Holmes Beach also has some great shopping. The Island Bazaar, West Coast Surf Shop, and Jessie’s Island Store are just a few shops on Holmes Beach that you can visit.

And Bridge Street has a great relaxing shopping vibe. The shops here range from local fine art galleries, to handmade jewelry, to surf apparel, to stores full of beachy souvenirs. Make a day of it and enjoy some lunch or a drink, in one (or more!) of the great bars and restaurants along Bridge street. with a wide variety of local art, jewelry, clothing and beach souvenirs.

Stores you will find include The Uptown Lot, an eclectic blend of beach wear, jewelry, art, photography, gifts and beach toys. Back Allley Gifts and Bridge Street Bizarre, selling brands like Reef, Cobain, RVCA, Costa Del Mar, Alpinestar, Local Motion, Anarchy, Angel, Arnett, and Native.

Pop in and out of the stores, and make a day of it here, enjoy some lunch or a drink in some of our favorite places here including the Bridge Tender Inn & Dockside Bar, for cocktails and delicious bar fare, and the Blue Marlin for awesome seafood!