Watch Sailing & Boating Adventures Around the World

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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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...
Catching Lobster for a Seafood Cook-Off  (Remote Bahamas)
Sailing Zola

Catching Lobster for a Seafood Cook-Off (Remote Bahamas)

After a long journey we reached true wild Bahamas... Dolphins everywhere, lobsters in knee deep water and a cooking showdown between me and Nellie. BUFFALO GEAR FISH BAG LINK Use Code - banner10 FOLLOW US ON SOCIALS❤️⛵️ Instagram - - - Facebook - #Sailing #Catchandcook #spearfishing #fi...
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...
My Yacht Sat Abandoned for a Year… Can I Bring Her Back?
Sailing Doodles

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, and it’s finally time to see what kind of condition she’s in. In this video, I head back to the boat, inspect everything after a year of sitting, and start the long process of getting her cleaned up and seaworthy again. Th...
Goodbye Thailand… It’s Time to Sail My Old Boat Again!
Sailing Doodles

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 bittersweet. I spend my last day with Nikka at a beach club before saying goodbye before sunrise and beginning a very long journey home. First came a 12-hour trip by van, ferry, and another van to Bangkok, where I had to drop...
SPINNAKER SAILING DISASTER! We Rigged It Wrong…
Sailing Doodles

SPINNAKER SAILING DISASTER! We Rigged It Wrong…

It was supposed to be an easy final sail aboard our new yacht in Thailand… but things didn’t exactly go according to plan! On our last day aboard before leaving the boat for a few months, we sail from Koh Phangan to Koh Samui and decide it’s finally time to test our spinnaker. With only about 5 kn...
2 Days in Remote Bahamas (Catch & Cook)
Sailing Zola

2 Days in Remote Bahamas (Catch & Cook)

Epic Spearfishing Trip with Friends: MASSIVE Cubera Snapper, Pilot Whale Encounter & Fresh Catch Cook-Up! 🎣🔱 Join us for an unforgettable day spearfishing with friends! We track down a giant cubera snapper, Nellie reels some fish in from the surface, and we get an incredible up-close encounter w...
This Party Was STILL Going at 8AM! | Koh Phangan by Boat
Sailing Doodles

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, exploring some of the most beautiful parts of the island — including beaches and bays that are only accessible by boat. Koh Phangan is famous for its parties, but there’s so much more to this island. We spend the d...
Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7
Sailing Banana Pancakes

Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7

Our dinghy died miles from our sailboat as darkness closed in and a massive lightning storm rolled toward us. Then our hair began standing straight up—the terrifying warning that lightning could strike at any moment. What was supposed to be a simple family sailing trip from Miami to Key Largo for k...
Raining at burningman 2026!
Sailing Doodles

Raining at burningman 2026!

Burningman 2026 has ground to a hault due to rain!
We Found One of Thailand’s Most Beautiful Hidden Bays
Sailing Doodles

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 ever visited. With no road access, the beach is only reachable by boat, and somehow we had the entire anchorage to ourselves. We spent the day swimming in crystal-clear water, riding the e-foil, relaxing in our floating po...
First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6
Sailing Banana Pancakes

First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6

We’re finally setting sail on our new floating home—and our very first fish aboard is a beautiful mahi-mahi! 🎣⛵️ After six exhausting days of moving aboard, organizing, provisioning, and preparing our Leopard 50 catamaran, it’s finally time to leave the dock and begin our next chapter as a full-tim...
We’re Running Out of Diesel… And There’s None on the Island
Sailing Doodles

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 problem—we’re getting pretty low on diesel. There are no traditional fuel docks on the island, so we head ashore and visit a few marinas hoping to find someone who can help us fill up. After striking out everywh...
Underwater BOW AND ARROW ( Catch & Cook )
Sailing Zola

Underwater BOW AND ARROW ( Catch & Cook )

I've never used an underwater bow (sea archer) before and today the stakes are real... Catch a fish, or Nellie and I eat canned vegetables for dinner. One day, one shot at making this work. From missed shots on a hogfish and mackerel, to a heart-pounding swim through circling sharks just to rec...
FINALLY SAILING AGAIN! We Made It to Thailand’s Full Moon Party Island
Sailing Doodles

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! We move back aboard, leave Koh Samui behind, and set sail for Koh Phangan — home of Thailand’s famous Full Moon Party. It wasn’t a Full Moon Party night, but we anchored right in the same beautiful bay where all th...
Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5
Sailing Banana Pancakes

Will She Fit? | Docking Our 50 ft Cat & Provisioning Our Sailboat Ep.5

We bought a Leopard 50 catamaran, moved our family of six aboard—and immediately discovered our new home wouldn’t even fit at the dock. This is the chaotic reality of becoming a full-time sailing family. After saying goodbye to everything familiar and catching a one-way flight to Florida, it was fi...
Lithium Battery Failure on Our NEW Boat
Sailing Doodles

Lithium Battery Failure on Our NEW Boat

Our boat problems continue in Thailand! After replacing the generator control unit, we were hoping our problems were finally solved… unfortunately, that wasn’t the case. With more repairs needed, we pack our bags and leave the boat yet again, checking back into an Airbnb while the technicians try t...
We Found the WEIRDEST Place in Thailand!
Sailing Doodles

We Found the WEIRDEST Place in Thailand!

Our boat is broken… again. So while we wait for repairs, we grab an Airbnb on Koh Samui, rent a motorbike, and set out to explore the island. That’s when we discover The Xperience — and I honestly don’t know how to describe this place. It’s basically a giant adult playground filled with crazy art,...
1 CHANCE at FISH for 10 DAYS (catch & cook)
Sailing Zola

1 CHANCE at FISH for 10 DAYS (catch & cook)

Only one morning of diving for 10 days, the pressure to get enough meat is on!! Stick around for a ceviche meal on the beach and a quick review on the new ding. BUFFALO GEAR FISH BAG LINK Use Code - banner10 Kalani South Florida Electrican (954) 655-8942 FOLLOW US ON SOCIALS❤️⛵️ Instagram - ...
Our Boat Broke Down… So We Made the Best of Koh Samui!
Sailing Doodles

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 an Airbnb on Koh Samui for a few days and decide that if we're going to be stuck on land… we might as well make the most of it! We rent a motorbike and set off to explore the island, including a stop a...
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