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, …

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.

A Sister, a Regatta, and the Sea 

Kent and Becca sitting behind the wheels of a double-helm sailboat.

We planned for a quiet overnight on the boat — just us, the marina, and an early start the next morning. What we got instead was a noisy festival, a last-minute hotel room, a flamenco dancer, and one of the best sails of the season. My sister joined us for her first-ever monohull sail , and I was at the helm to bring us back in — this time with spectators watching from our neighboring slip! (No pressure, right?) Spoiler: I nailed it. But not without a few nerves.