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 Grenada Sailing Adventure – Part 2: Island Rhythms & Safety Drills

Bright blue ocean in the foreground with a lush green island and a line of sailboats along the shore beneath a mostly clear sky with scattered clouds.

This trip was born from a sudden change in plans three weeks before departure: our original 41-foot monohull was replaced by a massive Moorings 5000 catamaran. A whirlwind scramble to find crew commenced, and within a week, against the odds, we assembled a five-person team ready to embrace the unknown. What follows is Part 2 …

A Grenada Sailing Adventure – Part 1: Finding Our Sea Legs

Boat bow in the foreground facing a golden sunset over calm ocean water, with a sailboat anchored mid‑distance and hilly coastline on both sides beneath dramatic, glowing clouds.

This trip was born from a sudden change in plans three weeks before departure: our original 41-foot monohull was replaced by a massive Moorings 5000 catamaran. A whirlwind scramble to find crew commenced. Within a week, against the odds, we assembled a five-person team ready to embrace the unknown. My sister Maria and her friends, …

50 Years Later, the Edmund Fitzgerald Still Haunts

Reflections from a Michigan transplant and a novice sailor. As a kid, the story of the SS Edmund Fitzgerald was lore, a tragic marker of November 10, 1975, and a solemn reminder of Lake Superior’s unforgiving power. But now, as a sailing-obsessed adult, that legend carries a different weight. When my family moved to Michigan …

Sailing Changed the Way We Do Summer

Kent and Becca sitting in the cockpit, smiling, with the lake and chicago in the background.

Our summers used to mean road trips, trout streams, and backyard weekends. Now, every other weekend, we grab our go-basket, hop in the car, and head for Lake Michigan. Sailing has brought a new rhythm to our lives — one that’s part adventure, part ritual, and totally worth the laundry piling up.

More Than Money: Why Our Liveaboard Dream Still Matters

Two sailboats on wavy water, under a cloudless sky

These days, it's hard to ignore the news about the economy. When we hear about the stock market being unpredictable and the future of Social Security feeling uncertain, it can make anyone think twice about their long-term plans, especially big ones like our dream of retiring onto a sailboat. Living here in Iowa, Kent and I have been paying attention, knowing that our goal of trading our landlocked life for the freedom of the ocean has financial implications.