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Hidden treasures and three amazing beaches


Travel from Anna Maria Island to Vero Beach and back to Clearwater on this cross-Florida road trip

Sunshine Skyway bridge — Photo courtesy of iStock / TriggerPhoto

Note from 10Best: Check with individual businesses and attractions before going, because of sporadic closures due to COVID-19.

Do you want to visit a secret side of Florida? Then you’ll definitely want to drive this road trip loop along two historic roads. Along the way you’ll learn about the oldest herd of cattle in North America, have a chance to see a colony of one of the most endangered birds in North America, and stay at a hotel owned by Gloria Estefan.

And since this is a loop, you can hop on at any point on the itinerary, but we’re starting and stopping on Anna Maria Island.

Some of the local color on Anna Maria Island — Photo courtesy of Cathy Salustri

Day 1: Anna Maria Island to Lake June-in-Winter

Two hours, 96 miles via SR 64 and SR 70

The tropical colors – flashes of fuchsia bougainvillea and sunshine-yellow giant birds of paradise – make you want to sip rumrunners at sunset from an Anna Maria Island beach cottage. This mostly residential island, nestled against the blue waters of the Gulf of Mexico, offers you the perfect start to a…



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