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.

Monohulls vs Catamarans: Which is Right for You?

People partying on the deck of a large boat

Having viewed endless hours of YouTube videos on sailing monohulls and catamarans, we have often wondered how monohulls compare to catamarans. Now that we have spent time on both, we can answer that question for ourselves! Through our experiences, and a fair bit of research, we've come to appreciate the unique characteristics of each. There's …

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.