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.
Like many people in Japan and around the world, I was saddened by the recent boating tragedy off Henoko in Okinawa, where a 17-year-old high school student and a 71-year-old captain lost their lives.
I’ve been asked by many viewers to comment—particularly in comparison to the La Vagabonde incident....
I left the boat behind in Amami and took the big boat to Okinawa ( read Ferry) and it is day 6 of my second journey this year to Japan`s Longevity Hot Spots. I am in Okinawa asking the question of what went wrong. Why is it not a Blue Zone anymore. Among the conversations I have had since I arriv...
This is Leg 2 of my Journey Beyond the Blue Zone. I visit Ama Island in Shimane Prefecture — a Longevity Hotspot with Japan’s highest number of centenarians — and reunite with my friends Tyler and Julia.
One year ago, Tyler and Julia sailed their Ingrid 38, Ramona Rae, from California to Hawaii and...
This video highlights Leg One, a journey that will take me the length of Japan. Ian and I finally arrived at Uken Inlet and Buren Bay. My friend Brian flew in from California to join us for the next leg, only to have his plans take an unexpected turn.
It was profoundly emotional when Mitsu came o...
Join us aboard Sailing Sweet Ruca as we explore remote Wotje Island in the Pacific, where dangerous secrets and hidden WWII relics and still lurk above and blow the surface. From rusted bunkers hidden in the jungle, airplane wrecks in crystall blue water, to the chilling possibility of unexploded bo...
March 20th isn’t just another day on the calendar—it holds deep personal meaning for me.
It marks the Vernal Equinox, a symbol of balance, renewal, and fresh starts.
On this day 25 years ago, I began a life-changing 3,000 km bicycle journey from Sakurajima in Kyushu to Hokkaido—a personal challenge...
The journey north begins! After 15 months, my boat is finally back in Kyushu, marking the start of Chasing the Cherry Blossom 2 – a voyage following Japan’s iconic Sakura season by sea. Leaving Itoman, I planned to sail overnight to Amami, but as I passed Ieshima, in discussion with Ian, I decided t...
Hi, Lowell here of Pacific Solo and the Never Too Late Academy speaking to you from Ieshima, a small island off the west coast of Okinawa, near Motobu and Nago. We pulled in here unexpectedly. I would sail overnight to Amami, but I wanted to see as many islands as possible. I've been to 70 port...
I'm excited to share my latest update as I gear up for the Osaka Marathon training session! In this video, I talk about my plans for the marathon and the special visit from my brother Brent and cousin Harry, who will join me on the boat and cheer me on at the race. As I approach my 70th birthda...
Its my last day in the port of Yonabaru, where he has met many wonderful people over the past 14 months. I am sailing tomorrow to Itoman on the other side of Okinawa to position myself to head north and follow the annual cherry blossom the length of Japan, visiting remote places and, and exploring t...
Thinking of sailing to Japan? In my upcoming video, i offer the top 5 reasons you absolutely should—from stunning scenery to the unmatched kindness of its people. Discover why arriving by sea offers a unique experience no tourist can replicate! 🌊🇯🇵
Watch for it and like and subscribe.
#SailingJapa...
In this video, I share the top five essential Japanese words I use daily on my exploration of remote Japan. These words go beyond the basics and will help you connect with locals, show respect for the culture, and enhance your travel experience. Whether cycling through countryside villages or naviga...
Join me aboard Voyager for her final voyage with Captain Baba, my doctor and the owner of a beautiful Bristol Channel Cutter 28. In this no-frills video, we spend a day sailing from Ginowan to Itoman in Okinawa. Captain Baba prepares to say goodbye to Voyager and welcome a new chapter in his sailing...
Hi! I’m back on Wahine after a few action-packed days on land. Life on shore is fast-paced, and I’ve been on the go non-stop. In just a few days, I met with Harry Hill to plan his book launch in Osaka, connected with marathon runners, explored Zen gardens, and embraced Osaka’s wild nightlife. I also...
In this episode, I glimpse one of Japan's most renowned check-in spots for international cruisers—Yonabaru Marina. I also spent some time with Ryley, Alayna, their kids, and the crew of Sailing La Vagabonde, who had arrived from the Philippines. Alayna shares her top tip for cruisers planning ...
I`ve hit a milestone—10,000 subscribers on my YouTube channel! 🎉 I found out after I landed in the UK. On this trip, I brought my Daruma doll from Japan. This doll has been with me since the beginning, symbolizing our dream of buying a boat, learning to sail, and crossing an ocean solo. While the...
In this video, I share a major update with you all. After years of incredible adventures and challenges—from cycling across Japan to rediscovering my love for sailing—I've set my sights on a new goal: sailing the length of Japan during Cherry Blossom season and then likely completely circling J...
Experience the exhilarating 47th Annual Yacht Race from Ginowan to Zamami in Okinawa with LEL Shepherd as he documents the finish line, afterparty, aftermath, morning after, and sail back to Okinawa.
While on a writing retreat on the remarkable island of Zamami, I received thrilling news: my latest book has been shortlisted for Business Book of the Year in the UK! This recognition is a tremendous encouragement and couldn't have come at a better time.
Before leaving Yonabaru, I had the priv...
Embark on an adventure sailing to Carrot Island with experienced sailors, encountering challenges, enjoying local culture, and mastering Man Overboard drills.
I only started training in January due to doctor's orders. So, to avoid injury, my aim was to walk and jog. But I knew that I would be running the risk of not reaching certain time checks.
Also, I wanted it to be a challenge, so I decided to try to match my first sponsored walk at age 12 (35...
There are 6852 Islands in Japan have been on a three-year sailing expedition around Japan exploring them. Setting out from Tokyo I originally aimed for Okinawa as a stress test to see if my boat and I were ready to cross the Pacific solo. We failed! The stress test revealed my boat and I weren...
Join me for an exclusive tour of my Gib Sea 402 sailboat in my latest video! Taking advantage of the visit from my son Ryan and grandson Eli from Tokyo, I decided to showcase the Wahine and give you a glimpse inside. After the boat tour, enjoy some fun moments as we hop onto Blue Origins' Jet S...
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