Anna Maria Island's dining scene outperforms its size considerably, with a strong run of waterfront seafood spots and relaxed American kitchens that collectively rank among the best in the greater Sarasota-Bradenton area. Prices vary quite a bit depending on where you sit, from casual beachside cafes to the kind of place worth booking ahead for a celebration. Pine Avenue is a good anchor point, with several of the island's most dependable spots within easy reach of each other.