Watch Sailing & Boating Adventures Around the World – Page 2 of 9

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.

Showing 25-48 of 213 results
Living the Dream: Inside the World of a Digital NoMad
Japan Solo

Living the Dream: Inside the World of a Digital NoMad

I am often asked what it is like to be on permanent vacation. My reply is that I am not retired and have never worked so hard in my life now that I am a liveaboard digital nomad. But I do take a vacation every day! Thanks as always to Matt Pride of Ukenson for your amazing knowledge of Ukenson C...
The HITS keep coming. Mad Dash No.4 Gold Coast – Brisbane. Ep230
Sailing Learning By Doing

The HITS keep coming. Mad Dash No.4 Gold Coast – Brisbane. Ep230

Leg No.4 from the Gold Coast to Brisbane was a very calm and slow passage. We are in Queensland now and everything is calmer here. The route is all in-land waterways and we had to motor sail the entire way. Still, I managed to sink my drone in Moreton Bay right on sunset which was a major bummer as ...
I DESTROYED my Mainsail! Mad Dash No.3 Coffs Harbour-Gold Coast.  Ep229
Sailing Learning By Doing

I DESTROYED my Mainsail! Mad Dash No.3 Coffs Harbour-Gold Coast. Ep229

Leg No.3 from Coffs Harbour to the Gold Coast was a wild one! We left Coffs under a black sky with favourable winds. Because of exit and entry timing I'd chosen to leave at 16.30 in order to arrive at the Seaway at first light for that bar crossing. This meant the passage was mostly done in dar...
“Unbelievable! Severe Weather Warning: What Is a Linear Precipitation Belt?”
Japan Solo

“Unbelievable! Severe Weather Warning: What Is a Linear Precipitation Belt?”

Woa, two storms back to back but in between, managed to have a fun and significant weekend with friends, the Haldane Men.. Thanks to Matt Pride for your ever-ready sense of adventure and brilliant guidance. Check out the new Channel: Cruising Japan in a Sailboat, as I will gradually post the coo...
Yay! I can sleep again: and other changes onboard!
Japan Solo

Yay! I can sleep again: and other changes onboard!

Having decided to focus on coastal cruising for the foreseeable future and not a solo crossing of the Pacific, I am trying to adapt myself and Wahine to the new plan. Three changes have taken the lion's share of my attention. Check out the new Channel: Cruising Japan in a Sailboat as I will...
Crew Training. Mad Dash No.2 Nelson Bay – Coffs Harbour.   Ep228
Sailing Learning By Doing

Crew Training. Mad Dash No.2 Nelson Bay – Coffs Harbour. Ep228

Leg No.2 from Nelson Bay to Coffs Harbour was a dream run really. Very low winds were forecasted but in reality we had just enough to keep up a nice average speed and sailed right up to the entrance of Coffs Harbour. Having a boat thats light and sails fast in low winds is a really advantage and Tra...
Wedding Bells and Fun in the Water with my Brother
Japan Solo

Wedding Bells and Fun in the Water with my Brother

My Brother Brent comes to Japan to officiate at my son`s wedding and then joins me for a few days in Amami. We are hosted by Matt Pride, Uken`s man of adventure and I am reminded how my brother is at home at home in the water. If you are a never-too-later like me, check out the free resources at ...
Primitive Bahamas Catch & Cook In My UNDERWEAR [Sushi & Lobster!!!]
Adventureman Dan

Primitive Bahamas Catch & Cook In My UNDERWEAR [Sushi & Lobster!!!]

Catching, cleaning and cooking two lobsters after spearfishing in my UNDERWEAR! Ended up having an absolutely delicious dinner onboard my sailboat Adventureborne with my crew member Jazz. We were about to embark on a stormy overnight sail from Acklins Island to Myaguana. But first we needed dinner!...
This Remote Island in Japan  has the Most Incredible Blue Water.
Japan Solo

This Remote Island in Japan has the Most Incredible Blue Water.

Hearing the words "remote island Japan" is one thing. Seeing it in person is another. And having the opportunity to sail through its clear, blue waters? That's a dream come true. In this episode, I sail to my third port on this unique Island called Amami. The port is called Koniya i...
LIVE equator crossing in the middle of the Pacific Ocean!!!!
Sailing Parlay Revival

LIVE equator crossing in the middle of the Pacific Ocean!!!!

We are about 2000 miles from Mexico, and are officially going from the northern to the southern hemisphere! There will be a line crossing ceremony performed for all 7 polywogs, in front of king Neptune (Colin) where they will be hazed to see if they are worthy of becoming shell backs! LIVE right her...
A Smooth Sea never made a Skilled Sailor- Sailing SV Bohemian- episode 48
Sailing SV Bohemian

A Smooth Sea never made a Skilled Sailor- Sailing SV Bohemian- episode 48

A smooth sea never made a skilled sailor. We went on a 10 trip in the Chesapeake. Sailing from the C7D canal to Solomon Island and back. We encountered gale force winds and 3-6 ft seas. We learned alot and enjoyed the freedom of being on the hook. Can't wait until the next adventure. Music: by...
I Thought We Were Over, Until I Changed My Mind!
Japan Solo

I Thought We Were Over, Until I Changed My Mind!

Following my two rather sorrowful Videos earlier this year, and after much reflection and consultation with my advisors and sponsors, I have decided to keep Wahine and focus for the time being on exploring Japan from the sea. The goal of solo sailing across the Pacific, through the North Pacific G...
Episode 140 – Wild party aboard Pickle with new crew!
Sailing Pickle Family

Episode 140 – Wild party aboard Pickle with new crew!

What a week! Lots of firsts this week! First crew we've ever had aboard Pickle! First visitors staying on Pickle and First for family staying aboard too! We do everything from chilled out beach days to wild drunken parties... you only live once right?! Join us as we catch fish, go on some adven...
I Became a Man on Amami Island.  #sailing #japan #cruising
Japan Solo

I Became a Man on Amami Island. #sailing #japan #cruising

It took two years and three attempts, and I finally arrived in the deep inlet of Uken; I was welcomed by my mate Matt Pride and the Mayor. Also, I made new friends: Mitsu and his colleague Kenchan. Also, It was Shintaro`s final days with me on board Wahine. Matt took me on some adventures, and I ...
Stranded on a Remote Island After Engine Failure and a Storm!
Japan Solo

Stranded on a Remote Island After Engine Failure and a Storm!

I was without an engine, and a sudden storm was blowing me toward an active volcano, I could take refuge on a tiny island with only 59 residents. For three days, I enjoyed the rugged beauty of the island, the hot springs, and the kindness of the locals. Thanks to the shore team for your help and M...
NEW Adventure: Sailing to Rocket Island!
Japan Solo

NEW Adventure: Sailing to Rocket Island!

Part two of my passage from Oita to Amami. Having spent a week in Abaratsu ( Nichinan), first by the Ghost Ship and then at the wonderful Calm Lanai Harbor, we set off for Tanegashima, Japan`s Cape Canaveral. Shin Taro, who helped me install the new alternator, joined me as crew and I was so glad ...
Diagnosing Alternator Woes at Sea! #sailing #starlink #japan
Japan Solo

Diagnosing Alternator Woes at Sea! #sailing #starlink #japan

Oita to Amami Part One. After a month of questioning my boat and then myself, I set my eyes on finally reaching Amami Oshima. It is the island near Okinawa I set out to sail to two years ago today ( March 4th). I diverted to Mei Prefecture because of a broken Auto Helm. I tried a second time last ...
BEHIND THE SCENES: THE TRUTH BEHIND BELOW DECK SAILING!
Sailing Parlay Revival

BEHIND THE SCENES: THE TRUTH BEHIND BELOW DECK SAILING!

This is the first ever behind the scenes episode of below deck where I interview every cast member about their experiences on the show, and also some of the production team about what its like behind the scenes of below deck sailing. We talk about what it was like for Captain Glenn to have to let go...
Will this Guy have the Courage to Sail Away?
Japan Solo

Will this Guy have the Courage to Sail Away?

If you're feeling lost and drained, you are not alone. ! In this video, I'm sharing my crisis of confidence and the process I am going through. If you are a never-too-later like me check out the free resources at To Track Wahine please consider becoming a Patron or sponsor. These...
SAILING AGAIN – SwT 127 – TEST SAIL AND VISA RUN TO SAN ANDRES
Sailing with Thomas

SAILING AGAIN – SwT 127 – TEST SAIL AND VISA RUN TO SAN ANDRES

How could I possibly start the new year in a better way than doing a test sail and visa run to San Andres. Also getting the chance to test my new anchor at some of the most challenging anchorages in the Caribbean. I met a very sweet Dutch girl in Shelter Bay Marina that wanted to join me for this sh...
ABANDONED 30′ Allied Seawind Sailboat- Needs TITLE- Sailing SV Bohemian Ep. 47
Sailing SV Bohemian

ABANDONED 30′ Allied Seawind Sailboat- Needs TITLE- Sailing SV Bohemian Ep. 47

Abandoned 30' Allied Seawind sailboat- needs a title and total refit. Memories of an old nostalgic sailboat. What happened to her owner?? This sailboat is a total redo. The inside is wet and disgusting-m YUCK!! If interested contact Summit North Marina in Delaware. Brian is still working on out...
I’m sorry!  I may have the WRONG BOAT!
Japan Solo

I’m sorry! I may have the WRONG BOAT!

I have no regrets about buying Wahine four years ago, She has been my home on the water, classroom, studio, laboratory, think tank, and refuge. We have sailed over 3000 kilometers visiting over 60 ports. It has been a pure delight to see much of the same coastline from the sea that I previously ...
CHAOS in CABO, Crew Down, OFFSHORE Sailing Ep 45
Sailing Sitka

CHAOS in CABO, Crew Down, OFFSHORE Sailing Ep 45

In this weeks episode, we say goodbye to our crew member Harry as we sail into Cabo San Lucas. While we were there, we go snorkelling where Kenna gets stung by a jellyfish. We also experience the rolliest anchorage EVER and find ourselves provisioning water, food and fuel...showing the hard side of ...
The Worst Contessa 26′ in the USA!! Project Boat For Sale: $500 Sailing SV Bohemian Episode 46
Sailing SV Bohemian

The Worst Contessa 26′ in the USA!! Project Boat For Sale: $500 Sailing SV Bohemian Episode 46

The worst Contessa 26' in the USA. Project boat for sale for $500. We look at a well renound, proven ocean going vessel in Harbor North Marina. Contact information is Harbour North Yacht Sales, Chesapeake City MD. Jason:302-367-6065. This boat is $500 and has a title. The sailboat needs a full ...
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