Can't Miss: Clearwater, Florida 

Clearwater is all about sun, fun, attractions and sun. Yes, we said sun twice.

So beloved is the sun that every evening, the sunset is celebrated just across Clearwater Harbor at Pier 60 with street performers, local vendors and a lively crowd. Clearwater is also the home of Winter—not the season, but the famous tail-less dolphin who resides at the Clearwater Marine Aquarium. The city is also enjoying the revitalization of its downtown area, known as the Cleveland Street District, where you'll find great little shops, bars and restaurants, along with the Bilheimer Capitol Theatre, home to intimate music events of every genre.

Speaking of events, special events in Clearwater are a serious affair. Fans from around the country come for the Clearwater Offshore Nationals & Festival, a celebration of all things powerboat. For sports fans, the Philadelphia Phillies hold their spring training here at Spectrum Field. And you absolutely should plan a visit to Clearwater around the annual Clearwater Jazz Holiday, a weekend jazz festival in October that draws a huge crowd (and big names in jazz) to the waterfront Coachman Park. Note that the festival won't take place in 2020, but is expected to return in 2021.

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