Our Team of Travel Advisors

John O'Regan

While San Simeon Travel began nearly five decades ago in the small town of San Simeon, California, John O'Regan and his wife, Diana, took the helm in 1993.

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Diana O'Regan

As co-owner of San Simeon Travel, Diana has been shaping extraordinary travel experiences alongside her husband, John, since the very beginning.

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London O'Regan

Born into the world of travel, London grew up immersed in the family business - with San Simeon Travel as both a career and a calling.

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Rebecca Berg

With over a decade of experience in the travel industry, Rebecca brings both professional expertise and a deep personal passion for exploration to her role as a Senior Travel Advisor.

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Alexandra Duncan

With a well-stamped passport and a passion for creating unforgettable experiences, Alexandra Duncan brings both personal insight and professional care to every trip she plans.

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Amy Shannon

As San Simeon Travel’s Administrative Assistant, Amy is the friendly face behind the scenes, ensuring everything runs smoothly for both the team and clients.

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