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1.
A very special, good friend that's been in your life for years, typically since youth. From the Johnny Mercer and Henry Mancini song, "Moon River", which was featured in the classic movie "Breakfast at Tiffany's".
There are your good friends: people who love you. And then there are your huckleberry friends: people who've known you for years and have stuck by you and love you no matter what.
by mizmaf December 15, 2007
 
2.
Evokes someone with whom one has a carefree, innocent, hopeful, gentle friendship. Bucolic wanderers and dreamy wonderers. Those with which to share a sun-drenched youth.
"As a child, Johnny Mercer, (lyricist of the song 'Moon River'), picked huckleberries (like wild blueberries) in the summer. To him, the berries had a personal connection with a carefree boyhood, strengthened by association with Mark Twain's character Huckleberry Finn. The implication was that Holly Golightly, who was actually of hillbilly stock, and Huckleberry Finn might well have been friends, if ever they had met." from 'Love Me Tender: The Stories Behind the World's Favourite Songs' by Max Cryer.

Oh, dream maker, you heart breaker
Wherever you're going, I'm going your way.
Two drifters, off to see the world
There's such a lot of world to see
We're after the same rainbow's end,
Waiting round the bend,
My huckleberry friend,
Moon River, and me.
by GreedHateDelusion=The3Poisons April 05, 2014
 
3.
a fuck buddy (also see huckfinn and huckfinning).
"We're not serious...we're just huckleberry friends."

"We're after the same rainbow's end, my huckleberry friend, moonriver and me."
by bbling February 27, 2006