Discover Coastal Dream Towns

After canvassing all coasts for towns with seaside charm, a lively beach culture, and good housing, these are our top spots for planning quick trips or finding a new place to live.

Anna Maria Island, Florida

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Dream Towns: Anna Maria Island, Florida
Photo: Robert Harding Images/Masterfile

Your view is:

All about sunsets. People rush out at the magic hour, and the island is so narrow that, if you can’t see the Gulf, you can turn around to see Tampa Bay.

Your Main Street has: Rod and Reel Pier, for a fresh seafood-omelet breakfast and a glimpse of a dolphin or manatee out the window. The north side of the island is basically all one quaint Main Street. Go to Ginny’s and Jane E’s at the Old IGA for coffee, baked goods, home furnishings, and good company, or the Beach Bistro for the occasional dinner splurge where flip-flops are still welcome.


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