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.
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 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...
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...
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...
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...
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...
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...
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...
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...
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,...
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...
Our time cruising Thailand takes another unexpected turn.
Before leaving the boat, Nika decides to enjoy one last swim off the back — and apparently swimsuits are optional. Then it’s time for me to leave Thailand for a quick visa run to Singapore while Nika and the dogs move into an Airbnb on Koh S...
After spending a few nights anchored off the beautiful island of Koh Tao, it was time to continue south toward Koh Samui.
We had a great sail down, found a mooring for the boat, and prepared to move ashore for a few days. My Thai visa was about to expire, which meant I needed to make a quick flight...
After sailing more than 200 miles down the Gulf of Thailand, we finally arrived at one of the most beautiful anchorages we've ever visited. Before we could enjoy crystal-clear water, incredible snorkeling, beachside cafés, and a relaxing afternoon on our floating island, there was one small boa...
After a great couple of nights in Hua Hin, we continued sailing south through the Gulf of Thailand. The first day couldn’t have gone much better—we found a quiet village, went ashore for dinner, and gave the dogs some time to explore.
But the next morning, things started going wrong.
Our generator...
After spending a couple of great nights exploring Hua Hin, we continued sailing south through the Gulf of Thailand.
Our first day underway couldn’t have gone much better. We found a quiet little fishing village, anchored nearby, headed ashore for dinner, and gave the pups a chance to run around and...
We were the only sailboat anchored off the beautiful coastal town of Hua Hin, Thailand, and it felt like we had the entire place to ourselves.
We took the dinghy to the beach, then headed up the mountain to explore an incredible Buddhist temple with amazing views over the coastline. There were monk...
For the first time in a long time, I’m sailing toward a destination I’ve never visited before.
We finally leave Pattaya behind and point the new yacht across the Gulf of Thailand for a 50-mile passage to Hua Hin. The forecast looked manageable, but the wind was stronger than expected, leaving us be...
After months of waiting, setbacks and shakedown trips, we are finally leaving the dock to begin full-time cruising aboard my new yacht.
This is not another weekend trip or test sail. This time, we are really going cruising.
I also welcome a gorgeous new crew member aboard. She is a former Playboy ...
This was not how I expected this sailing trip to end.
After finally getting the yacht back out on the water, I had to return to the marina because my health issues were getting too serious to ignore. I’ve been dealing with blood clots and thrombosis in my abdomen, and it was time to go to the hospi...
We sailed from Koh Larn to Koh Man Wichai, a beautiful island near Pattaya, Thailand, to join a beach cleanup organized by Ocean Marina. The place was absolutely gorgeous, but like so many remote islands, plastic and trash had washed up on shore.
Together with the group, we helped haul off around 5...
After a week away, the yacht finally returns to Ocean Marina after the delivery crew completed the long run down to Malaysia to export and re-import the boat. It was a necessary trip to reset the paperwork, but now the boat is back where she belongs — and we are one step closer to cruising full time...
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