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.
In this video we talk about how we learned to sail with Sailing Virgins. A company based in Tortola in the British Virgin Islands. Our week aboard has led to a passion for sailing and changed how we vacation. Hue thanks to James and our instructor Jack! Many thanks Mates @SailingVirgins @vagabondead...
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Sailor Barry & Hailly Season 2 is HERE!
Episode! Finally after 2 and a half years we set sail on our 1956 wooden sailboat! And explore the lovely gulf islands!
- Barry
- Hailly
It's all about to change here on Holly Blue! We begin to show you how we live completely 'off-grid' and why we have given up on homeschooling Joshua in this first episode of a brand new series. Don't worry we will be running this series along side Season 4 so there is still plen...
Visit our website to read a jargon-free article about tacking and jibing. This is a key concept that stumps many new sailors. Learn what a tack and gybe are, how they differ, and learn how to prevent an accidental jibe. Further, find out a little-known sailing secret - you actually don't have t...
We arrive in Key West, Florida to take ownership of our new (to us) Sailboat. Sailing Vessel Bye Felicia! Please join us and adventure of a lifetime, as we sail and scuba dive the Florida keys and Bahamas!
Lisa and Matt are on YouTube’s newest Sailboat Couple. They have just purchased a Hunter...
There is a typhoon off the coast of Japan making it a cold and rainy day, so I have turned my attention to passage planning and preparing for the voyage in 8-months' time.
I am grateful to Kirk, Paula, Rick, and Maurice who all have extensive passage experience and have given me advice freel...
You decide you want to live the simple life and travel instead of getting a 9 to 5 job. Maybe you want to go cruising full time! There is no college major for “cruising” so why go to school?
In this video, Herby and Maddie talk about their thoughts on education and if it’s worth it if you want to li...
▶ Check out my gear on Kit:
We learned so much from the people of this remote fishing village, Air Putih. The kids had never seen a sailboat before and were overjoyed to show us their home. They taught us about the crops they grow, and what a clove tree plantation looks like.
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💖 If you enjoyed ...
A lot of people wondered how I did my droneshots from my "Solo sailing to Shetland" trilogy videoes. Here is how I do it :) I fly it and steer it from my boat. The easy part is lift off, the hard part is landing.
I would not recomend doing this from a boat before you have sufficient tra...
Here’s a mini-movie of what it’s like to be a child living on a boat – Our daughter, Sienna, started sailing full time at the age of 3 ½ and here she is just turning 5 years old. Watch the video and then please visit to read my full article about what it's like to be a child living on a sailbo...
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