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Doing hard stuff takes courage, but more importantly it takes keeping the right perspective. I am a former Playboy Playmate, a USCG Captain, a YouTuber and single mom. I have been living on a tiny sailboat for the last six years sailing all over the world. After truly falling in love with the lifestyle I bought a 51 foot Formosa that we call the Pirate Ship. Go Sea the World Podcast is a raw, intimate conversation about life lived off-script. Recorded from sailboats, anchorages, and far-flung corners of the world, host Aubrey O’Hare explores love, motherhood, relationships, healing, and what it really takes to choose freedom without losing yourself. Unfiltered, thoughtful, and deeply human—this is a podcast for people building unconventional lives on their own terms.
Doing hard stuff takes courage, but more importantly it takes keeping the right perspective. I am a former Playboy Playmate, a USCG Captain, a YouTuber and single mom. I have been living on a tiny sailboat for the last six years sailing all over the world. After truly falling in love with the lifestyle I bought a 51 foot Formosa that we call the Pirate Ship. Go Sea the World Podcast is a raw, intimate conversation about life lived off-script. Recorded from sailboats, anchorages, and far-flung corners of the world, host Aubrey O’Hare explores love, motherhood, relationships, healing, and what it really takes to choose freedom without losing yourself. Unfiltered, thoughtful, and deeply human—this is a podcast for people building unconventional lives on their own terms.
Episodes

Monday Dec 22, 2025
Begin, Begin: How We Started Sailing (and Why Discomfort Changes Everything)
Monday Dec 22, 2025
Monday Dec 22, 2025
In this episode of Go Sea the World, Aubrey O’Hare and Jordan share how they got started living an unconventional life at sea—and why taking the first step matters more than having a perfect plan.
Recording from a 51-foot sailboat in Mexico, they talk about choosing freedom over comfort, overcoming fear, and how discomfort often leads to growth and inspiration. From sailing for the first time to swimming with dolphins, navigating fear, and preparing for a passage toward Panama, this episode explores what it really takes to build a life outside the traditional path.
Topics include sailing around the world, personal growth, adventure travel, living aboard a sailboat, women in sailing, leadership, fear, and staying inspired while choosing an unconventional life.

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