Anchors & Algorithms
Inspired by the Sea, Driven by Curiosity, Powered by AI
Hi there! Welcome to my little corner of the internet! This is where I'll be sharing all things sailing, photography, adventure—and now, my explorations into the world of AI. Think stories from life aboard Thalia, memories of past sailing trips, a behind-the-scenes look at my work as a delivery captain, insights from my AI experiments, and a glimpse into the world of wedding photography. And of course, no sailing blog would be complete without some inspiring quotes! Come along for the ride.
A Tribute to George: A Salty Sailor's Final Anchorage
Ahoy, friend! This corner is dedicated to George—a true legend of the sea and a companion whose stories could fill a thousand logbooks. George taught me that every anchorage is a new beginning and every sunset deserves a toast. Here you’ll find tales, laughter, and a few salty lessons from our adventures together. It’s my way of keeping his spirit alive, sharing the wisdom and warmth he brought to every voyage. Raise a glass and sail on, George—your wake is never far behind.
Oregon Coast AI
My latest adventure finds me co-founding Oregon Coast AI, where I’m channeling my love of problem-solving into building innovative, sustainable AI tools for real-world business challenges. Partnering with Ken, we’re developing smart software right here on the Oregon coast, blending cutting-edge technology with a commitment to ethical, efficient solutions.
It’s a whole new kind of exploration—one that swaps ocean horizons for the fast-moving world of tech startups. Every day brings fresh challenges and discoveries, and I’m excited to share this journey as we help local businesses thrive in the digital age.
Cruising the Pacific
Hop aboard Thalia—virtually, this time! While my days of crossing the Pacific are now fond memories, the stories from life at sea are still close to my heart. These blog entries are all about the adventures, mishaps, and magic I experienced on the water: the thrill of a midnight watch, the hush of sunrise at anchor, and the friendships forged in salty air.
Even though I’m currently living on the Oregon coast to be closer to family and to launch a new chapter with Oregon Coast AI, my sailing tales live on here, mixed with reflections on change, new beginnings, and what it means to trade ocean horizons for the wild beauty of Oregon’s shores. Whether you’re a fellow sailor or just love a good sea story, there’s always room for you in this logbook—and plenty of inspiring quotes to keep the spirit of adventure alive.
Toni Bailey Photography
In addition to sailing, I am passionate about photography. Before taking off to cruise the seas I was a full time wedding and portrait photographer with over 1000 sessions photographed. I still photograph weddings, family, and portraits... just not as many as before! I would love to photograph your special day, contact me and we can talk!
Family photo fun
 | We had a great time photographing this family. With 7 kids in the family we had an upbeat and fun session. Click here to see their photo session video. |
Senior portraits
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Photographing high school seniors is one of our specialties here at Toni Bailey Photography. Click here to see our senior gallery.
Weddings
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Click here to see our wedding galleries click Toni Bailey Photography.