About the Song
Artists: Frank Sinatra & Bing Crosby
Released: 1964 (from 12 Songs of Christmas)
When it comes to Christmas music royalty, few voices shine brighter than Frank Sinatra and Bing Crosby. So when these two legends joined forces on “We Wish You the Merriest,” it was more than just a duet—it was a celebration of holiday spirit, wrapped in style, swing, and timeless charm.
Originally featured on the 1964 album 12 Songs of Christmas, this upbeat track is a far cry from the hushed carols of old. Instead, it’s a brassy, toe-tapping invitation to smile, laugh, and sing along. With playful banter, rich orchestration, and vocals that seem to wink at the listener, Frank and Bing create a mood that’s festive, effortless, and unmistakably theirs.
The song itself is short and snappy—just over a minute and a half—but it captures everything people love about vintage holiday music: warmth, camaraderie, and a sense that Christmas is best shared among friends. You can practically hear the clinking of glasses and the rustle of wrapping paper in the background.
There’s also something deeply comforting about hearing these two icons together. Sinatra, with his smooth, confident phrasing; Crosby, with his mellow, velvety baritone—it’s like Christmas Eve at the hearth of American music history.
“We Wish You the Merriest” isn’t just a song—it’s a musical greeting card from two of the most beloved voices of the 20th century. For those who remember the golden age of radio or grew up with these crooners spinning on vinyl during the holidays, this duet is more than nostalgic—it’s a joyful return home.
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