Solo Sailing Around the World Demands Responsible Communication, Sound Judgment, and a Respect for Risk

For most people, crossing an ocean by sail sits firmly in the realm of the dangerous and impractical. Doing it alone, on a small boat, means weeks without land, crew, or margin for error. While modern adventure is often designed to feel safe and predictable, solo ocean sailing offers none of that—only isolation, consequence, and the constant demand for sound judgment. What drives someone to leave land behind, trust their own judgment in dangerous waters, and keep going when the margin for error disappears? That’s the question at the heart of this episode of Radios in Action, brought to you by Icom. Host Ray Novak, Senior Sales Manager at Icom America, speaks with Captain Olivia Wyatt, a solo sailor currently navigating the world one weather window at a time. Their conversation moves beyond romance and bravado to examine what solo sailing actually demands—mentally, technically, and emotionally—when the ocean doesn’t care about your plans. Together, they explore Wyatt’s unlikely path from a landlocked upbringing to single-handed ocean passages, the moments when things went wrong far offshore, and why communication, preparation, and restraint are as important as courage when you’re alone at sea. The conversation delves into… How Olivia Wyatt went from her first sailing lesson to crossing entire oceans solo. What it’s really like to make critical decisions with no crew, no backup, and nowhere to hide. Why reliable communication is a lifeline—not a luxury—when sailing alone. Olivia Wyatt is an award-winning filmmaker and television producer whose career in visual storytelling runs parallel to her life offshore. She is also a U.S. Coast Guard–licensed 50-Ton Master and an experienced blue-water sailor who has been voyaging internationally since 2019 aboard her boat Juniper, much of it solo. Her ongoing sailing project, Wilderness of Waves, documents that journey as both a physical voyage and a creative practice. Along the way, Wyatt has rebuilt her vessel after severe damage, waited out dangerous conditions in remote ports, and continued forward with a clear-eyed respect for risk. Her work bridges adventure, self-trust, and storytelling—showing what it looks like to commit fully to a difficult path and stay with it.