Summertime by DJ Jazzy Jeff and The Fresh Prince

Flat-out, I firmly believe this is the greatest summer song ever created. From the music itself, which sounds like summer should sound, to the Fresh Prince's seemingly-timeless lyrics that feel like summer nostalgia in all the right ways, it dances across my ears and fills me with summery feelings every time it's on my radio.

Sleepyhead by Passion Pit

It's upbeat, it's exciting, and it's unique. Pretty much perfect for kicking off a summer gathering with a fun sound that's hard not to like.

Chillin' by Wale

It's got a stellar beat that thumps across with a serious sound that still makes you want to smile and nod your head along with the song. Wale's lyrics are fun and energetic ("Til I got a buzz like that playa Chris Mullin"...love it) and his flow and rhythm compliment the track nicely.