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.

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.

Maritime Literature: Practical Wisdom from ‘Sailing a Serious Ocean’

Kent and I have been exploring maritime literature focused on sea disasters, finding value in John Kretschmer's book, "Sailing a Serious Ocean." You'd think listening to tales of tempestuous seas and near-catastrophic events would send us running for the nearest landlocked cabin. Instead, we feel a strange sense of calm! The author combines engaging storytelling with practical seamanship lessons. And we're motivated to learn because adventure without a solid grounding in safety is a risk we're not willing to take.

Embarking on Season Three with SailTime Chicago

The mainsail hoisted high on the mast of a sailboat

Kent and I are excited to return for our third sailing season with SailTime Chicago aboard Red Sky, our Jeanneau Sun Odyssey 349. We've enjoyed memorable moments, from hosting family during events like the Chicago Air and Water Show to crossing Lake Michigan. We're eager for more adventures and updates in 2025!

Our Grand Traverse Bay Adventure

This blog is about sailing.

Just six months after completing sailing school, we took the plunge and chartered our first sailboat in beautiful Grand Traverse Bay, Michigan. This maiden voyage - our first time without an instructor - was a true test of our skills and a fantastic adventure filled with challenges and triumphs. It solidified our love for sailing and taught us valuable lessons about teamwork, living in the moment, and the magic of the Great Lakes.