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We Rounded America’s Most Dangerous Cape! | Cape Hatteras
We’re taking on one of the most notorious stretches of water in the United States —…
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This Is Why We Sail! ⛵ Perfect Sailing to Cape Charles, Virginia
Sometimes everything just comes together for the perfect day on the water! We leave Onancock, Virginia,…
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Finally Sailing Again After a YEAR… Then I Run Aground!
After more than a year sitting at the dock and weeks of nonstop repairs, it’s finally…
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I’m Buying a POWER YACHT?! Touring the Annapolis Boat Show 2026
I’m shopping for my next yacht! This time we’re doing something different and heading to the…
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Meet DESTINY! My New Sailing Crew Arrives!
There’s a new face joining Sailing Doodles! Meet Destiny, my newest crew member, as we get…
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Engine Alarm, Water Leak & a Nightmare Repair Before We Sail
Back in the water… and already chasing problems. In this episode of Sailing Doodles, I’m trying…
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Finally Launched the Boat… Then the Engine Alarm Went Off
It’s finally launch day! After nearly a year sitting on land, Nauti Dogs is going back…
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Crazy Crab Boat Docking Races & Getting My Old Yacht Back in the Water!
Things get pretty wild in Solomons, Maryland as I check out the local boat docking races,…
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My Yacht Sat Abandoned for a Year… Can I Bring Her Back?
My old CT56 sailing yacht has been sitting on the hard for more than a year,…
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Goodbye Thailand… It’s Time to Sail My Old Boat Again!
My time in Thailand has finally come to an end, and this one was a little…
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SPINNAKER SAILING DISASTER! We Rigged It Wrong…
It was supposed to be an easy final sail aboard our new yacht in Thailand… but…
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This Party Was STILL Going at 8AM! | Koh Phangan by Boat
We take our Highfield dinghy on an incredible tour of the east coast of Koh Phangan,…
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Raining at burningman 2026!
Burningman 2026 has ground to a hault due to rain!
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We Found One of Thailand’s Most Beautiful Hidden Bays
We sail into Ao Hat Yuan on Koh Phangan, one of the most beautiful bays I’ve…
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We’re Running Out of Diesel… And There’s None on the Island
We’re anchored off Koh Phangan, Thailand, but before we can continue our trip we have a…
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FINALLY SAILING AGAIN! We Made It to Thailand’s Full Moon Party Island
After more than a week stuck waiting on repairs, our boat is finally back in action!…
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Our Boat Broke Down… So We Made the Best of Koh Samui!
Boat problems have changed our plans once again! With the boat needing repairs, we move into…
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My Visa Was Expiring… So We Sailed to Koh Samui
After spending a few nights anchored off the beautiful island of Koh Tao, it was time…
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The Truth About Koh Tao, Thailand
After sailing more than 200 miles down the Gulf of Thailand, we finally arrived at one…
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Sailing Thailand. Paradise Found, Then Our Generator Quit
After a great couple of nights in Hua Hin, we continued sailing south through the Gulf…



















