Structure Your Charter Crew for Maximum Sanity

Five people sitting around a wooden table in a casual restaurant with bamboo screens and plants in the background, smiling as they enjoy drinks and conversation. Glasses, a bottle, a red condiment bottle, a stainless-steel tumbler, a menu, and eyeglasses are on the table.

Once onboard the Spindrift, a massive 50-foot catamaran that felt like driving a luxury SUV, rituals emerged to soften the inevitable friction of life in tight quarters. These weren’t enforced chores or rigid schedules. Instead, our crew naturally synchronized into a rhythm of coordination, achieving what Kent described as perfect geometric stability.

A Debrief on Our Grenada Adventure

Sunset view of a sailboat anchored on calm water, seen through a tunnel of green foliage framing a sandy beach.

In this article, we get into the nitty-gritty, the highlights, the challenges, and insights into how we prepared, and how it impacted our experience, our lessons learned. If you are contemplating or preparing for your own trip, this one’s for you!

Charting Our Course, Sort Of

Becca looking stressed standing in front of a nautical chart.

Retirement is still a long way off but it’s been creeping into more of our conversations lately. We both want our Captain's license in hand by the time we cast off for longer voyages, and I’ve started to realize that navigation—specifically, the chart-and-compass kind—has me spooked. The math, the precision, the possibility of being “off …

Crossings: Lakes and Thresholds

Red Sky on the dock in New Buffalo, sun setting in the background.

Winds up to 22 knots, a reef that wasn’t there, and the quiet thrill of doing something you once thought was too much — our second crossing of Lake Michigan was equal parts challenge and growth. This is the story of how our comfort zone expanded, one gust at a time.

Second Time’s the Charm: A Smooth Sail and My Redemption at the Helm

the sunlight glimmering on the water in Lake Michigan, buildings on the horizon.

After a rough first landing on our season opener, I was more than ready for a second shot. This time, everything clicked — calm winds, smooth sailing, and determination at the helm. I learned that docking isn’t about power; it’s about patience, timing, and a few well-placed nudges. And just like that, I found my redemption… and a rhythm I can’t wait to keep building on.