Watch Sailing & Boating Adventures Around the World – Page 2 of 91
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.
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...
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,...
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.
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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...
In Episode 73 of Secondhand Sailors, we maximize our sailboat galley storage with these practical DIY modifications. Learn how we custom fit our cabinetry for provisioning for longer trips.
Optimizing space on a small vessel requires creativity and the right tools. In our case, it involves repurpos...
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...
This week we take our new dinghy on an 80-mile round-trip adventure across the Bahamas to refuel and explore some of the most remote spearfishing grounds we've ever dived. With glass-calm conditions, massive reef walls, giant coral heads, and plenty of sharks, we search for elusive black groupe...
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 ...
We crossed the Gulf Stream to the Bahamas, battled storms and lightning, caught mahi and triggerfish, swam with wild dolphins, explored Andros Island, experienced the famous Crab Fest, and finished it all with an epic catch & cook on a remote island. This adventure had everything from offshore f...
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Over a week has now passed since we left South Africa and the safety of land behind, we have now sailed far enough north to be enjoying the warm weather and steady...
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...
The final chapter of bringing the boat back to Florida with the boys. We do some epic Spearfishing, explore 100 year old shipwrecks with our underwater scooter and feast on some incredible sushi. And it's all topped off with diving next to some HUGE Hammerhead sharks before sailing back to Flor...
This was not the plan.
A new crew member arrived in Thailand, and normally that would mean we’re getting ready to go sailing on the new yacht. But because of my recent illness and more hospital visits, I had to stay behind in Pattaya.
So instead of me taking the boat, Olivia took over.
She joined...
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