Zac Sunderland

This week’s Song-Off is dedicated to Zac Sunderland, a California teen who’s about to become the youngest person to sail around the world solo. He departed from Marina Del Rey last year on June 14, and at this moment in time he’s near the tip of Baja California in Mexico, less than 2,000 miles away from the end of his journey. He’s estimated to arrive in port on June 25 or 26, after more than a year at sea. Congratulations, Zac!

Christopher Cross – “Sailing”

Crosby, Stills & Nash – “Wooden Ships”

Styx – “Come Sail Away”

The Beach Boys – “Sloop John B”

The Pogues – “Thousands Are Sailing”

Waterboys – “Strange Boat”

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Last week readers found the Posies to be the most palatable, as “Flavor of the Month” took home a clear majority of 57 percent over Black Sheep’s 22 percent and American Hi-Fi’s 20 percent. Join us again next week as we celebrate your faithful Matchup Monkey’s imminent haircut (all this hair did me little good, as I’m currently suffering from a sunburned scalp) with songs about the biblical hero Samson.

Bonus sailing footage: