Sailing Doodles Bikini Team

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I do a little boat maintenance and trouble shot a failed bilge pump. Then we load up the highfield dinghy with the Sailing Doodles Bikini Team and head to No Name Cay where there are a bunch of baby piglets that are known to swim with tourists. Then we dance the day away for Cinco de mayo.

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Latest Episodes from Sailing Doodles

Explore the most recent voyages. Subscribe to the channel to never miss an update!

Showing 1-6 of 1227 results
Finally Sailing Again After a YEAR… Then I Run Aground!
Sailing Doodles

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 time to get my 1989 CT56 sailboat, Nauti Dogs, back out on the water! We leave Solomons, Maryland, and enjoy an incredible 53-nautical-mile sail down the Chesapeake Bay to the charming town of Onancock, Virgi...
I’m Buying a POWER YACHT?! Touring the Annapolis Boat Show 2026
Sailing Doodles

I’m Buying a POWER YACHT?! Touring the Annapolis Boat Show 2026

Bobby White of Sailing Doodles tours the Annapolis Powerboat Show, evaluating aluminum expedition motor yachts, power catamarans, and vessel refit projects in Maryland.
Meet DESTINY! My New Sailing Crew Arrives!
Sailing Doodles

Meet DESTINY! My New Sailing Crew Arrives!

There's a new face joining Sailing Doodles! Meet Destiny, my newest crew member, as we get ready to finally set sail aboard my CT56 after a year out of the water! But before she arrives, I've got some serious problems to deal with. Over 20 gallons of water in my diesel tank, a transmission...
Engine Alarm, Water Leak & a Nightmare Repair Before We Sail
Sailing Doodles

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 to get Nauti Dogs ready to finally go sailing, but there’s still a long list of jobs to knock out first. I investigate the engine alarm that went off right after launch, replace the alternator belt, and ...
Finally Launched the Boat… Then the Engine Alarm Went Off
Sailing Doodles

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 in the water. Getting the boat launched goes surprisingly smoothly, and for a few minutes it feels great to finally have her floating again. But while moving the boat over to her new slip, the engine alarm sudden...
Crazy Crab Boat Docking Races & Getting My Old Yacht Back in the Water!
Sailing Doodles

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, where crab boat captains race against the clock to slam their boats into the dock as fast as possible. After the races, it’s back to my old CT56, Nauti Dogs. She’s been sitting on the hard for over a year, and...
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