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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Leaving My Boat in Paradise: A Turning Point in My Journey Through Japan #sailing #aging #travel
Japan Solo

Leaving My Boat in Paradise: A Turning Point in My Journey Through Japan #sailing #aging #travel

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...
I Turned 70 Today—And Here’s Why It Matters #vernalequinox #birthday #sailing #japan
Japan Solo

I Turned 70 Today—And Here’s Why It Matters #vernalequinox #birthday #sailing #japan

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...
Leaving Okinawa for Kyushu by Sailboat #sailing #okinawa #japan
Japan Solo

Leaving Okinawa for Kyushu by Sailboat #sailing #okinawa #japan

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...
Renting a Boat in Japan #japanadventure  #boatrental #tokyo
Japan Solo

Renting a Boat in Japan #japanadventure #boatrental #tokyo

Ever wondered what it’s like to rent a boat in Tokyo and explore Japan’s stunning waterways? Join me, my cousin, and my brother, an old friend and my son as skipper, as we have a unique adventure, taking in the sights from a whole new perspective! From cruising the urban canals of Tokyo to enjoying...
I became Shogun for a Day #japan #travel #cruisingjapan #osaka #traveltojapan #nagoya
Japan Solo

I became Shogun for a Day #japan #travel #cruisingjapan #osaka #traveltojapan #nagoya

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...
Adventure Travel in Japan: one prefecture to go!
Japan Solo

Adventure Travel in Japan: one prefecture to go!

I am preparing a new video series to help people explore remote Japan. I recently revisited the map and was reminded that I have one more prefecture to go to to have visited all 47 prefectures. Most of those I have visited by bicycle ( 36) but also 19 by sailboat. Japan is great for adventure trav...
Embracing a unique seaside life: Breaking free from the norm
Japan Solo

Embracing a unique seaside life: Breaking free from the norm

Amidst the serene beauty of Paradise, where the azure Pacific meets lush forests, I have encountered kindred spirits on their quest for a unique existence. Allow me to introduce you to Martin and Chiharu, a dynamic duo embarking on a journey of a lifetime and who have chosen to forge their own uniqu...
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