Watch Sailing & Boating Adventures Around the World tagged “Okinawa” – Page 2 of 3

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I became Shogun for a Day #japan #travel #cruisingjapan #osaka #traveltojapan #nagoya
Pacific 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 gard...
Sailing Japan’s Cherry Blossoms! But First, Boat Projects 🌸 #sailing #japan #travel
Pacific Solo

Sailing Japan’s Cherry Blossoms! But First, Boat Projects 🌸 #sailing #japan #travel

Exciting news! Next year, I plan to sail up the coast of Japan during Cherry Blossom season 🌸—a journey I previously completed by bicycle! Now, it’s time to experience Japan's breathtaking coastline from a new perspective, sailing from port to port....
Japan’s Popular Check-In Port for Cruisers + a Tip  from Sailing La Vagabonde
Pacific Solo

Japan’s Popular Check-In Port for Cruisers + a Tip from Sailing La Vagabonde

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 ...
10,000 Subscribers Milestone & Living the Sailing Dream!
Pacific Solo

10,000 Subscribers Milestone & Living the Sailing Dream!

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, learni...
Installing Dyneema Lifelines: Tricky Splicing and a Proud Mom Moment
Pacific Solo

Installing Dyneema Lifelines: Tricky Splicing and a Proud Mom Moment

Installing new Dyneema lifelines on the boat—splicing this double Dyneema core and braid is no easy task! One stage involves sewing, and I think my mother would be proud! #SailingLife #Dyneema #BoatUpgrade #SailingDIY #Splicing #Lifelines #SailingAdvent...
Epic Japan Sailing Adventure: From Cherry Blossoms to Granite Cliffs by boat and bicycle
Pacific Solo

Epic Japan Sailing Adventure: From Cherry Blossoms to Granite Cliffs by boat and bicycle

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 s...
Two Buyers Lined Up: Will My Sailboat Sell?
Pacific Solo

Two Buyers Lined Up: Will My Sailboat Sell?

"Exciting times ahead! With two potential buyers lined up in the coming weeks, things are moving fast. But my sailing journey doesn’t end here—I’ve got big plans through the end of 2025. If she sells, I’ll be on the lookout for my next adventure ve...
Racing and Reveling Japanese Style:  Ginowan to Zamami in Okinawa
Pacific Solo

Racing and Reveling Japanese Style: Ginowan to Zamami in Okinawa

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.
Zamami Excitement: Book Shortlisted!
Pacific Solo

Zamami Excitement: Book Shortlisted!

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. ...
Curiosity: What happens sailing to Carrot Island with seasoned crew
Pacific Solo

Curiosity: What happens sailing to Carrot Island with seasoned crew

Embark on an adventure sailing to Carrot Island with experienced sailors, encountering challenges, enjoying local culture, and mastering Man Overboard drills.
Mastering endurance: Sailor’s 60-kilometer challenge
Pacific Solo

Mastering endurance: Sailor’s 60-kilometer challenge

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 matc...
Fearless or Foolish? Why I Never Lock my Boat!
Pacific Solo

Fearless or Foolish? Why I Never Lock my Boat!

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...
Gib Sea 402 Boat Tour: A Glimpse into my Floating Home and Office
Pacific Solo

Gib Sea 402 Boat Tour: A Glimpse into my Floating Home and Office

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 mom...
Voyage to Okinawa: Secrets of a Mysterious Island Revealed
Pacific Solo

Voyage to Okinawa: Secrets of a Mysterious Island Revealed

In this video, we'll tell the story of my eventful voyage to Okinawa, including tsunami warnings, exploding life vests, and meeting a Champion Bull on an island known for a unique sport involving a large pet. It starts with saying goodbye to Amami and al...
Why I’m selling my boat: The untold story
Pacific Solo

Why I’m selling my boat: The untold story

I have arrived in Okinawa. Initially had planned to come for winter cruising, but as it turns out it could be my final sailing adventure with Wahine. For several reasons explained in this video, I have officially listed Wahine for sale, For the last four...
Sailing in Okinawa #11 — Cyber Sailors
Sailing In Okinawa

Sailing in Okinawa #11 — Cyber Sailors

In this episode I introduce many of the people I've met on the 'net then in person and sailed with them in Okinawa. We also introduce part 1 of a 3 story about Kris who lived on my boat Knotty Girl for three weeks at Ginowan Marina. All the music in this ...
Sailing in Okinawa #10 – Sailebrities
Sailing In Okinawa

Sailing in Okinawa #10 – Sailebrities

In this episode we introduce a celebrity YouTube couple in Japan and then take them out for a sunset cruise on the East China Sea off the west coast of Okinawa near Ginowan Marina. This video is closed captioned and can be changed to captions in the langua...
Sailing in Okinawa #9 — Sailing with a purpoise
Sailing In Okinawa

Sailing in Okinawa #9 — Sailing with a purpoise

In this episode we leave Ie Island and head back to Ginowan Marina but we have some visitors along the way -- a pod of dolphins. Please use the captions auto-translate function on Youtube to choose captions in the language of your choice. All the music in ...
Sailing in Okinawa — SPECIAL EPISODE — Zamami Yacht Race 2022
Sailing In Okinawa

Sailing in Okinawa — SPECIAL EPISODE — Zamami Yacht Race 2022

It's been three years since Japan's largest yacht race has been hosted by Zamami Island in Japan's Okinawa prefecture. And after a five-week rainy season the skies opened up and let the sun shine on the 45th Annual Zamami Yacht Race. 日本最大のヨッ...
Sailing in Okinawa #8 — Boat Delivery (HD & Closed Caption)
Sailing In Okinawa

Sailing in Okinawa #8 — Boat Delivery (HD & Closed Caption)

In this episode we arrive off the coast of Ie Island to deliver a burned out boat, take it into Ie port and checkout a supercool man cave. This video can be viewed in the language of your choice by selecting captions and auto translate in YouTube. All con...
Sailing in Okinawa — #7 — Burn Out (Closed Captioned)
Sailing In Okinawa

Sailing in Okinawa — #7 — Burn Out (Closed Captioned)

In this episode we checkout the inside of a Yamaha 33 ketch-rigged sailboat that burned for a total loss at Ginowan Marina. Then we deliver the boat to Ie Island. This video can be viewed in the language of your choice by selecting captions and auto transl...
Sailing in Okinawa – #6 — That Rascally Rabbit! (Closed Captioned)
Sailing In Okinawa

Sailing in Okinawa – #6 — That Rascally Rabbit! (Closed Captioned)

In this episode we climb aboard a 1979 33-foot Yamaha named, "Rascal" for a day sail on the west coast of Okinawa. This video can be viewed in the language of your choice by selecting captions and auto translate in YouTube. All the music in this video was...
Sailing in Okinawa – #5 — What’s wrong with the rigging? (Closed Captioned)
Sailing In Okinawa

Sailing in Okinawa – #5 — What’s wrong with the rigging? (Closed Captioned)

Finally! The much awaited followup to episode 4. It's taken a year to complete but hopefully I'll be back on schedule as we have moved our social media strategies to be more fluid. This video can be viewed in the language of your choice by selecting captio...
Sailing in Okinawa — #4 –Naked & Afraid? (Closed Captions)
Sailing In Okinawa

Sailing in Okinawa — #4 –Naked & Afraid? (Closed Captions)

In this video, Karl teaches an ASA 103 and 104 course aboard Knotty Girl as the crew gets a surprise at the Zamami Island Pier. Japanese and other subtitles available by using auto translate in YouTube settings. If you’d like to support this channel th...
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