We did it! We finally started our sailing journey South. We’ve been planning and talking about this for so long it seemed to become this ‘thing’ that we talk about, but not actually do. Yet here we are one week into our trip and it’s been an adventure already. The entire month leading up to our departure was overwhelming. While we were slowly bringing our things onto the boat, we still had so much stuff in our apartment that we needed either to store or bring onboard. We were very lucky to get a tenant for our apartment quickly, but we suddenly found ourselves with just one week to pack up, move out, and start being real liveaboards. The time crunch was on and the pressure to get ourselves and our boat ready for the trip created a lot of tension. Top that off with a crazy work schedule and you’ve got the perfect recipe for arguments galore. This was supposed to be fun, right? So whose idea was this anyway? Oh right, mine.

The good news is we got through it, one day at a time, but both of our patience levels were definitely tested. Leaving the city, our jobs, and our home while embarking on something we’ve never done before created many emotional moments. We put a lot of pressure on ourselves to stick to our departure deadline of mid-September and giving notice at work certainly made this tangible.

Originally, we wanted to complete more items on our to-do list before we left, but we had to accept we couldn’t do everything if we still planned a timely departure. So we decided to take care of the remaining boat project to-dos later on as we made our way South, which includes installing the GPS, building the structure for the solar panels, and buying a dinghy.

The funny thing about planning is it’s necessary, but to a degree. You can’t wait around for everything to be perfectly planned because it never seems to work out that way. We kept asking ourselves a lot of questions that made us doubt our planning and preparations like do we have enough money saved? Is the boat really ready? More importantly, are we actually ready? There is no simple answer to any of these questions. We could always save more money, we can always do more work on the boat, and we could definitely get more sailing experience, but the truth is you simply can’t wait around until everything is perfect because it will never actually be perfect. The thing you can depend on is to be surprised, challenged, and adapt accordingly. That’s part of the journey and one of the many reasons why we decided to do this in the first place.

So we took the plunge, tried to breathe a little more deeply, and on Saturday, September 17th, 2016 we unhooked our mooring ball. It was time to put those preparations into use and begin our adventure. Our first stop was City Island, then Gravesend Bay, followed by Manasquan and Atlantic City in New Jersey; our next stop will be Cape May.

Check back soon to read all about our sailing trip from Oyster Bay to Cape May!


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