Watch Sailing & Boating Adventures Around the World – Page 523 of 534

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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Sailing Hardcore – Gettin’ on that lean! SV Delos Sailing Ep. 75
Sailing SV Delos

Sailing Hardcore – Gettin’ on that lean! SV Delos Sailing Ep. 75

Sailing time! Delos leaves the Andaman Islands behind and sets out on our 1,700 sail to Cocos Keeling, Australia! We plan for about 3 weeks at sea. The sail is one of our trickiest avoiding the changing monsoon season in the northern Indian Ocean, and setting ourselves up for the massive south east...
THE DEADLIEST CATCH: Crossing the Caribbean Sea – Chase the Story 28
Chase the Story

THE DEADLIEST CATCH: Crossing the Caribbean Sea – Chase the Story 28

It's time to continue the adventure! In this episode, after an amazing three months relaxing, sailing and partying on Cheeky Monkey, we’re finally leaving the Caribbean and sailing off to the happiest country in the world, Colombia. After a tearful good-bye to St. Martin and to our friends Cat ...
Sicily and Southern Italy – Season 2-4
Distant Shores TV

Sicily and Southern Italy – Season 2-4

Have you ever dreamed of sailing the Mediterranean? Join Paul and Sheryl Shard aboard their home-built 37 foot sailboat as they explore ports of Sicily and then sail along the coast of the boot of Italy. This is a "classic" episode from the Distant Shores sailing adventure TV series shot...
GOODBYE PORTLAND [Adventure #14]
Adventure Adrift

GOODBYE PORTLAND [Adventure #14]

It’s a long one, but we promise a really good one! Join us as we scramble around to finish up last minute projects and errands on Varuna before officially untying the lines and saying goodbye to Portland. We set sail for a 3-day trip down the beautiful Columbia river, and stop at some pretty cool ...
Weather Routing With Pilot Charts- SV Delos Sailing
Sailing SV Delos

Weather Routing With Pilot Charts- SV Delos Sailing

Before crossing the Indian Ocean the crew sat down to figure out a route and game plan. We needed to get from Asia to Africa, avoiding the worst of the weather and making the most of the monsoon season and trade winds. So, we sat down with two very old school technologies. Our large scale paper ch...
DIRTY DANCING AND SAILING IN THE CARIBBEAN – Chase the Story 27
Chase the Story

DIRTY DANCING AND SAILING IN THE CARIBBEAN – Chase the Story 27

DIRTY DANCING AND SAILING IN THE CARIBBEAN -- Chase the Story 27 Edited by Bruna Toledo de Arcangelo -- she is a professional videographer and you can find all her other amazing works here: / Instagram: @brunaatoledo We took a little break from all the boat work on Cheeky Monkey to sail to Anguil...
Brian shaves his beard for 100,000 subs :)
Sailing SV Delos

Brian shaves his beard for 100,000 subs :)

Thank you so so much YouTube Family for making so much possible! We hit 100,000 subs :) If you haven't subscribed, do it now for more updates! Poor Brian lost his Pirate Beard.... Our Mission It’s simple really- we just want to make you SMILE! We do this because we LOVE it. Given our short ...
Leaving the Pier with a Crab in Riley’s Ear (Sailing La Vagabonde) Ep. 42
Sailing La Vagabonde

Leaving the Pier with a Crab in Riley’s Ear (Sailing La Vagabonde) Ep. 42

We say goodbye to Nicole and Joel (thanks for visiting guys, we had a blast!!!) and Rileys dad Tony arrives by plane from Australia to join us for the big Puddle Jump (Pacific Crossing). It was a busy few days getting La Vaga ready for the big trip, but before we knew it we were checked out of the c...
BEHIND THE STORY: Chase the Story on Patreon
Chase the Story

BEHIND THE STORY: Chase the Story on Patreon

BEHIND THE STORY: Chase the Story on Patreon Since we bought our first boat, a 1986 Catalina 34 called Hideaway, in 2007 with the intent to learn how to sail, we've been dreaming of sailing away from familiar shores and finding out just how far we can go. In 2012, we left New York City for go...
Madeira – The floating garden – Ep. 16 RAN Sailing
RAN Sailing

Madeira – The floating garden – Ep. 16 RAN Sailing

Madeira is often called the floating garden and the pearl of the Atlantic and we can understand why. It is so beautiful! Join us as we explore the island and get some very nice drone footage. After a couple of days we sail on to Las Palmas, Gran Canaria. We passed the Savage Islands which are in the...
The Week Of Santosh- Sailing SV Delos Ep. 74
Sailing SV Delos

The Week Of Santosh- Sailing SV Delos Ep. 74

We finish our circumnavigation of the Andaman Islands and arrive back in Port Blair. During our celebration dinner out we meet a really cool local guy named Santosh. He takes us under his wing in search of the fastest internet in the land (so we can upload Delos videos) which turns out to be a dia...
BRAZILIAN ON BOARD! Sailing St. Martin – Chase the Story 26
Chase the Story

BRAZILIAN ON BOARD! Sailing St. Martin – Chase the Story 26

Check out our new website: (ok, it's still a work-in-progress, but it's still awesome :) And support us on Patreon: St. Martin is famous in the Caribbean for getting your boat spruced up and a place to go for much needed repairs. So we set off from Virgin Gorda in the British Virgin Isl...
SAILING IN COLOR [Adventure #13]
Adventure Adrift

SAILING IN COLOR [Adventure #13]

We’re getting sooo close!! Our final weeks in Portland getting Varuna all ready to go cruise include sailing, getting a spinnaker, checking out our temporary new home, and some boat projects… sewing, cleaning and we start provisioning! Few, that’s a lot of stuff, it’s been a busy month here on boa...
Leaving a mark on Porto Santo – Ep. 15 RAN Sailing
RAN Sailing

Leaving a mark on Porto Santo – Ep. 15 RAN Sailing

In this episode we explore the island of Porto Santo by scooter, boat and foot. We also leave our mark on it before we sail to Madeira. We spend a couple of days at anchor outside the beautiful beach of Porto Santo. Just relaxing and having a great time in the sun and in the water! We are a Swedish...
Phantom 4 Drone- Cape St. Francis, South Africa
Sailing SV Delos

Phantom 4 Drone- Cape St. Francis, South Africa

After the untimely demise of our Phantom 2 due to a close encounter with a palm tree, we were drone-less for an excruciating few months toward the end of last season :( Thanks to our patrons at www.patreon.com/svdelos we're back in action with a sweet Phantom 4 and we're getting some cra...
THEY GOT NAKED! Sailing and Partying in the BVIs – Chase the Story 25
Chase the Story

THEY GOT NAKED! Sailing and Partying in the BVIs – Chase the Story 25

Sailing & Partying in the BVIs: THEY GOT NAKED! - Chase the Story 25 Track us across oceans in REAL TIME here: www.gtctrack.com/anonymous/turftosurf (We transmit our position from our satellite phone when we're at sea, so you can follow us at our tracker link to see where in the world Che...
WINDSURFING IN PARADISE! St. John, USVI – Chase the Story 24
Chase the Story

WINDSURFING IN PARADISE! St. John, USVI – Chase the Story 24

Windsurfing in Paradise: St. John, USVI - Chase the Story 24 Edited by Tasha Hacker & Ryan Horsnail Check out our new website! If there's one thing that's true of the crew of Cheeky Monkey, it's that we love watersports and are always willing to learn new sports! Sitting in b...
In Search Of Wild Elephants- Sailing SV Delos Ep. 73
Sailing SV Delos

In Search Of Wild Elephants- Sailing SV Delos Ep. 73

A heard of wild elephants is too hard to pass up for Delos, so when we heard a rumor of an island on the remote West Coast of the Andamans we immediately set sail! After a nights sail and some searching we finally anchored in front of Interview Island. In the middle of no where we found the ranger ...
Four days offshore to Porto Santo – Ep. 14 RAN Sailing
RAN Sailing

Four days offshore to Porto Santo – Ep. 14 RAN Sailing

How is life aboard a sailboat during an offshore passage? In episode 14 you get to follow us along as we leave Lisbon for a 490 Nm downwind sail to the Madeira archipelago in the Atlantic. The voyage takes us 75 hours and we arrive to the wonderful island of Porto Santo. We are a Swedish couple wh...
Coming Together: Projects and Families [Adventure #12]
Adventure Adrift

Coming Together: Projects and Families [Adventure #12]

In this episode, we finally start to wrap up some projects, finishing up the windvane install, then tackling a few other projects and scoring a great deal on some supplies for Varuna. Our families also come to town for a visit and we take them out for some great sailing! Take a look! And we have ...
What would you do, in case of a Pirate Attack at Sea? (Sailing La Vagabonde) Ep. 39
Sailing La Vagabonde

What would you do, in case of a Pirate Attack at Sea? (Sailing La Vagabonde) Ep. 39

More about the pirate scare! Please comment and let us know what you would do in the case of a pirate attack out at sea. The next 150nm of ocean until we reached the Galapagos Islands was quite enjoyable. We saw the most incredible things in the water, I started hearing things and Riley got a tiny l...
Exploring The Andaman Islands- Boys Day, Girls Day!  Sailing SV Delos Ep. 72
Sailing SV Delos

Exploring The Andaman Islands- Boys Day, Girls Day! Sailing SV Delos Ep. 72

We have a boys day girls day! Brady, Brian and Max take the dinghy on a river adventure back to the town of Mayabunder in order to get a permit to visit Interview Island. In typical man fashion we get our work done in 5 minutes and head to the bar for a morning beer. We meet a crazy Punjabi man a...
Swedish Meatballs In Lisbon – Ep. 13 RAN Sailing
RAN Sailing

Swedish Meatballs In Lisbon – Ep. 13 RAN Sailing

One of the songs that we used in this video has been blocked worldwide and we had to delete it to make the video available again. They also deleted the voice overs and our talking so sorry for no sound in the first few minutes (00:00-03:16). We prepare RAN for the 490 Nm sail to the Madeira archipe...
SHE CRASHED IT!!! Sailing the Virgin Islands – Chase the Story 23
Chase the Story

SHE CRASHED IT!!! Sailing the Virgin Islands – Chase the Story 23

SHE CRASHED IT!!! Sailing the Virgin Islands - Chase the Story 23 We sailed Cheeky Monkey into St. John in the US Virgin Islands with a mission to run the 8 Tuff Miles road race and also to finally get our Swellpro Splash Drone off the ground and flying! The drone was a bit of a disaster but the r...
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