Anna Maria Island
attractions★ 4.9 (751)
A 1957 zoning fight capped building heights here, so the skyline still sits below the palm line while three separate towns keep their own quiet blocks of shops. Gulf Drive is the island's only road, and a free trolley runs its full length, so you park once at the bridge and never move the car again.
Best time to go
Weekday mornings, before the bridge traffic builds and the trolley lines form for the day.
Local tip
Park once near a bridge and ride the free Gulf Drive trolley end to end instead of chasing beach parking town to town.
On Wayfind
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