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 …

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.

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!

Locking Through on the Mighty Mississippi

the enormous gates of a lock on the Mississippi River beginning to open

We hauled our little 14-foot fishing boat out to Davenport, Iowa, where we put in on the Mississippi River at the Veterans Memorial Park: Boat Ramp. From there, we navigated to the Locks & Dam 15, Rock Island, Illinois. Seeing the Mississippi River from the water, in our little fishing boat, gives you a whole different perspective. The scale of the river, the currents, the tugboats pushing barges laden with goods… it's really something to behold. And the locks and dams! Such incredible feats of engineering!