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Anthony Lee Head

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Anthony Lee Head

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October 2020


Anthony Lee Head had an established career as a trial attorney, history teacher, and martial arts instructor when he unexpectedly fell in love with the tropics.

Unable to resist the call of warm breezes flowing south, he and his wife Cheri began to travel. They started exploring America’s Gulf Coast, Hawaii, Key West, New Orleans, the Caribbean Islands, Belize, and different parts of Mexico.

Finally, in a fit of middle-aged madness, they decided to make their escape from the rat race. They moved to Playa del Carmen, Mexico where they opened a small hotel and margarita bar a few blocks from the Caribbean Sea.

Living in a paradise of white sand and blue water, they poured drinks, rented rooms, and listened to the stories of other kindred soul
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Average rating: 4.35 · 251 ratings · 39 reviews · 1 distinct workSimilar authors
Driftwood: Stories from the...

4.35 avg rating — 251 ratings2 editions
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Remembering Alan Watts…on his 107th Birthday

I wrote this piece 13 years ago and am posting it again today in honor of Alan Watts’ birthday. (January 6, 1915 – November 16, 1973)

Searching for Alan Watts (2009)

I remember reading once that some guru or monk or hustler of the ancient past set forth a plan for living the perfect life. He said the first third of one’s life should be for learning and studying; the second third should be for establ

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Published on January 06, 2022 14:48

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Desert Solitaire by Edward Abbey
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“Giving up on the drive to succeed is a good part of what being an expat is all about. If you travel all the way to the Caribbean Sea, you probably have already decided to trade the dog-eat-dog competition of modern living for a hammock on the sand.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

“I call it the Margarita Road. It's the course your heart sets when you want to leave the past behind and start over someplace new and warm. Usually the path heads south to blue water and white sand, with any bumps along the way smoothed over by rum and tequila. It's not for everyone. This is a highway traveled mostly by runaways and drifters. I know, becuase I'm one of them.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

“It wasn’t hard to understand. Mexican women are something special. They learn early on that men are subservient to them. They are trained by their mothers in the use of this power over these lowly creatures.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

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Goodreads Authors...: * Author List 7721 21085 Nov 17, 2025 11:42AM  
“I call it the Margarita Road. It's the course your heart sets when you want to leave the past behind and start over someplace new and warm. Usually the path heads south to blue water and white sand, with any bumps along the way smoothed over by rum and tequila. It's not for everyone. This is a highway traveled mostly by runaways and drifters. I know, becuase I'm one of them.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

“In Driftwood: Stories from the Margarita Road, Joseph Conrad collides with Jimmy Buffett in a journey through the dark heart of Mexico's Riviera Maya. Weaving together the tales of American expats fleeing their mundane lives in the States for crystal-blue Caribbean water--and far too many pitchers of margaritas--author Anthony Lee Head makes it all so real because he has lived that life.”
Bob Calhoun

“Most of the pilgrims I met in Mexico were running from something: financial woes, a pissed-off spouse, or a life that hit a dead end. Regardless of the reasons for the journey, the Margarita Road will take you far from all those problems. Still, there are no guarantees. A funny thing about the past--it can catch up to you even on a remote tropical seashore. Sometimes you bring it with you.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

“It didn’t take me long to settle into my new life as a beach bar owner in paradise. Truthfully, it wasn’t a demanding career. Trust me when I say that serving rum drinks to girls in tiny bikinis isn’t that big of a chore.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

“For some time now, people like me had been drifting south, ending up in Mexico with Jimmy Buffett songs playing in their heads. They left behind mortgages, failed marriages, and a lifetime of disappointments. Some of them came looking for a fresh start, and some were searching for a place to hide. A few were pulled by a dream they could never quite understand, until they walked down the beach to that crystal-clear water for the first time.”
Anthony Lee Head, Driftwood: Stories from the Margarita Road

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