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 …
Docking: The Rabbit Hole I Dove Into
It’s true that docking is just one skill among many in sailing, but it’s practically its own discipline. Sail trim, points of sail, tacking — those are glamorous parts of sailing. But docking is different. It’s gritty and humbling. Docking is where nerves meet nuance. And after my gawd-awful dock-job a couple of weeks ago, …
Gusts, Waves, and a Docking to Remember
The forecast for Chicago on Thursday: There would be a small craft advisory in the morning, west winds up to 30 knots - easing later to 20–25 - with 5–7 ft waves. On paper, not ideal conditions for a day-sail. Still, forecasts promised improvement, and we weren’t in a rush. We pushed our departure to …
Recess on Lake Michigan
Some sailing days are packed with purpose and progress, and a lot of play. That was the vibe for us on Lake Michigan this weekend. Smooth Start, Sunny Skies The day started strong. We’d slept well, had a good breakfast, and arrived at Burnham Harbor by 11:30 AM. Despite a tiny case of stage fright …
Crossings: Lakes and Thresholds
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
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?
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 …
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Embarking on Season Three with SailTime Chicago
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
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.
Curiosity is Fuel: A New Year’s Challenge
Welcome to 2025, my friends! This quote has been bouncing around in my head lately: "Naiveté is the mother of adventure." (Attributed to Rinker Buck, an American writer and adventurer. In his book Flight of Passage, he recounts his journey across America in a mule-drawn covered wagon. I have no idea where I heard it …
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