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There’s a good reason Boca Grande is a favorite among the rich and famous: It’s beautiful, unspoiled and preserves the charm of Old Florida. It makes a satisfying daytrip, especially on a bike. Another plus: The historic lighthouse at the southern tip just reopened 16 months after being slammed by Hurricane Ian.

Read More about Boca Grande: Quaint Old Florida beach town is worth the toll

In Dunedin, we love bicycling the Pinellas Trail, but this charming Tampa Bay area town has more to offer, with eight breweries plus great restaurants and coffee shops in its walkable historic downtown. Twenty minutes away are two excellent state parks with award-winning beaches.

Read More about Dunedin: Delightful biking, breweries, beaches and historic downtown