100 Songs of Summer

100 Songs of Summer #52 “If I Had a Boat” by Lyle Lovett

In honor of Texas troubadour Lyle Lovett’s stop in Westhampton Beach, our Top 100 Songs of Summer Countdown continues with a song that could have been written with the East End in mind.

Hamptons 100 Songs of Summer #52

“If I Had a Boat” by Lyle Lovett

The 1988 album Pontiac may be the best this multi-Grammy winner has ever recorded, and the most enduring single is without question this poetic offering. Whether they express the recollections of a man looking back at hopes of a more innocent time or reveal the one-day-I’ll-pack-up-and-light-out dreams of a hopeful romantic, the lyrics capture the freedom inherent in simply setting sail.

If I had a boat
I’d go out on the ocean
And if I had a pony
I’d ride him on my boat
And we could all together
Go out on the ocean
Me upon my pony on my boat


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