Living on a sailboat seemed fascinating, offering unique experiences. In 2024, Carly Miller and her partner Guy returned to their East Village apartment from London. They wondered, ‘Where to next?’ The idea of living on a boat emerged, appealing due to the adventure and Guy’s lifelong dream of owning a sailboat.
Both had remote jobs, and Guy’s startup supported the lifestyle change. They moved into a 38-foot sailboat with their dog, imagining savings, freedom, and nature connection. The goal was crossing the Pacific Ocean.
Boat life turned out different from expectations, with maintenance consuming time and money. Carly Miller
Unexpected Costs
Moving from the costly NYC lifestyle, they expected savings. However, boat expenses piled up, such as the $1,000 alternator and a plumbing issue, which took months to address. The autopilot breakdown required manual steering, adding challenges to balancing work and travel.
Fuel and marina costs exceeded $100 per night. Ownership involved continuous expenses, undermining the expectation of saving money.
Stress and Isolation
The boat offered nature proximity but lacked peace. Carly couldn’t unwind after work, needing to constantly manage forecasts and safety checks. Life at anchor proved inactive, sometimes confining them during bad weather.
The sailing community felt isolating. In marinas, people often deferred to Guy. Carly sensed gender influenced perceptions, affecting her inclusion as she learned boating.
Distance from Loved Ones
Being far from family added difficulties. When her family’s dog passed, she was in the Bahamas, unable to return home. Remote locations meant unique experiences, yet also concerns about leaving swiftly in emergencies.
The Love for Sailing Endures
Despite challenges, sailing offered precious moments. Observing dolphins at dawn reminded Carly of the joys, like wind-driven sails and hitting the perfect speed.
The magical sailing experiences captivated her, though boat ownership proved strenuous. After a year on board, they left for Portugal and Hawaii, abandoning plans for Panama and the Pacific. Carly sought stability and routine, deciding to return to NYC. Crossing the Pacific remains a future aspiration, preferably as crew.
Now, Carly cherishes her land-based home, enjoying the balance it provides.

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