Watch Sailing & Boating Adventures Around the World – Page 35 of 96

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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How to become a watersports instructor in Vassiliki Greece
Joyrider TV

How to become a watersports instructor in Vassiliki Greece

THIS COULD CHANGE YOUR LIFE! Do you want to live the dream? Do you want a lifestyle that others can't even imagine? Do you want your job to be what most people only get to do a few weeks of the year? Regardless of your previous experience you can become an Instructor in Dinghy sailing, Cat S...
KNOWING WHEN TO MOVE ON
Gone with the Wynns

KNOWING WHEN TO MOVE ON

As a sailor evolves, so does their boat. And that’s what this conversation is about. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notificatio...
Q+A Live Catamaran sailing issues? Hobie problems?
Joyrider TV

Q+A Live Catamaran sailing issues? Hobie problems?

DO YOU HAVE PROBLEMS WITH YOUR CATAMARAN OR SAILING YOUR CATAMARAN? IF YOU DO, YOU'VE COME TO THE RIGHT PLACE. I'M HERE TO ANSWER YOUR QUESTIONS. IF YOU'D LIKE TO PRE-LOAD A QUESTION FOR NEXT WEEK PLEASE FEEL FREE TO DROP IT OFF HERE. THE NEXT Q+A WILL BE AT 1730 GREEK TIME ON FRIDA...
The MOST Beautiful Beach in Dominican Republic – S3EP15
Taylor’s Travels

The MOST Beautiful Beach in Dominican Republic – S3EP15

In this episode we gather our whole buddy boating gang and hit the road! Feeling wild and free we roam around the island on our dirt bikes and eventually make it to the most beautiful beach in Dominican Republic called Playa Rincon. Then we depart Dominican Republic and sail to Puerto Rico, a crossi...
A Very Merry Message (and what’s ahead in 2023)
Gone with the Wynns

A Very Merry Message (and what’s ahead in 2023)

❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: Merry Christmas and happy holidays!  We made this special video to say thanks and give you the scoop on what's ahead. ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM:...
Q+A Live, your catamaran sailing questions answered
Joyrider TV

Q+A Live, your catamaran sailing questions answered

DO YOU HAVE PROBLEMS WITH YOUR CATAMARAN OR SAILING YOUR CATAMARAN? IF YOU DO, YOU'VE COME TO THE RIGHT PLACE. I'M HERE TO ANSWER YOUR QUESTIONS. IF YOU'D LIKE TO PRE-LOAD A QUESTION FOR NEXT WEEK PLEASE FEEL FREE TO DROP IT OFF HERE. THE NEXT Q+A WILL BE AT 1730 GREEK TIME ON FRIDA...
Most catamaran sailors are making these mistakes
Joyrider TV

Most catamaran sailors are making these mistakes

HIGH WIND SAILING: YOU CAN AVOID A LOT OF CAPSIZES IF YOU FOLLOW THE ADVICE DESCRIBED IN THIS VIDEO. What we're looking at is: 1 - Pitchpole / capsize prevention 2 - Avoid capsizing to windward on the gybe 3 - Stop that runaway boat when you're trying to get back on 4 - Get back on with l...
Our First Time On Land In Weeks!
Gone with the Wynns

Our First Time On Land In Weeks!

Our last days Sailing the remote Tuamotu islands! Get your 1-year supply of Vitamin D3K2 + 5 travel packs FREE with your first purchase at ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on So...
Q+A Live⛵️Your catamaran sailing questions answered
Joyrider TV

Q+A Live⛵️Your catamaran sailing questions answered

DO YOU HAVE PROBLEMS WITH YOUR CATAMARAN OR SAILING YOUR CATAMARAN? IF YOU DO, YOU'VE COME TO THE RIGHT PLACE. I'M HERE TO ANSWER YOUR QUESTIONS. IF YOU'D LIKE TO PRE-LOAD A QUESTION FOR NEXT WEEK PLEASE FEEL FREE TO DROP IT OFF HERE. THE NEXT Q+A WILL BE AT 1730 GREEK TIME ON FRIDA...
Toddler sees the WORLD by SAIL – Desert Island Family Adventure SV Delos Ep 394
Sailing SV Delos

Toddler sees the WORLD by SAIL – Desert Island Family Adventure SV Delos Ep 394

Go to to get a 1 year supply of Vitamin D + 5 individual travel packs FREE with your first purchase. Thanks to Athletic Greens for sponsoring this video! We traded our 9-5's 13 years ago for something totally different...find out what it's like to live a free, nomadic, and wild life at se...
Waterfalls, Ziplines & Motorcycles – Dominican Republic 🇩🇴 – S3EP14
Taylor’s Travels

Waterfalls, Ziplines & Motorcycles – Dominican Republic 🇩🇴 – S3EP14

This episode is packed full of adventure! We have a bit of a sketchy incident upon our late night arrival and woke up the most rolly anchorage ever. We move into Luperon and set out on a grand adventure for Aj and Nelly's last few days. We rent motorcycles and ride over to a well known spot in ...
It’s NOT Like The Movies (creators and sponsorships)
Gone with the Wynns

It’s NOT Like The Movies (creators and sponsorships)

Having sponsors as a creator is something we have never talked about. Then we realized no one else does either and we probably should. Because leaving it unspoken opens the door to a lot of assumptions. The ethics of sponsorships and transparency are important, and we try to make it clear when we a...
TROUBLE IN PARADISE 😳 Sailing Vessel Delos Ep. 393
Sailing SV Delos

TROUBLE IN PARADISE 😳 Sailing Vessel Delos Ep. 393

This week's episode pretty much sums up boat life: Highs and lows in beautiful places, broken stuff, and unforgettable magic moments all mixed in between! We run into some tricky problems with the generator, which we depend on quite a bit these days for things like making water and running the...
5 great gift ideas for catamaran sailors
Joyrider TV

5 great gift ideas for catamaran sailors

YES! GET YOUR ORDERS IN NOW! ESPECIALLY IF YOU'RE AFTER CUSTOM DESIGNS TO MAKE SURE THAT EVERYTHING ARRIVES ON TIME. EMAIL ME - [email protected] for custom design or just visit: totaljoyrider.com for a look, If you want to see all of my updated lists on Amazon, there's loads of g...
This Is Why We Want A NEW BOAT !
Gone with the Wynns

This Is Why We Want A NEW BOAT !

Why let go of our perfectly good cruising catamaran to get a go-fast boat?  Spoiler alert, it has nothing to do with racing or going fast.  ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Soc...
Sailing our house to the DESERT…We Didn’t Expect THIS 🤯 Sailing Vessel Delos Ep. 392
Sailing SV Delos

Sailing our house to the DESERT…We Didn’t Expect THIS 🤯 Sailing Vessel Delos Ep. 392

It feels like we just landed on MARS! After our 4 day passage from Puerto Vallarta, we finally make landfall in one of the most alien like environments we've ever encountered in 13 years of sailing around the world. It's so wild that we can spend the last few months in lush jungles like ...
Our Longest Passage Yet! Sailing to Dominican Republic – S3EP13
Taylor’s Travels

Our Longest Passage Yet! Sailing to Dominican Republic – S3EP13

In this episode we set sail from Turks and Caicos to Dominican Republic, our longest passage on Gypsy Moon yet! Although we had to change course to a different destination we had a great sail an arrived in DR around 2:00am. If you enjoy my videos please like and/or comment! Also don’t forget to SU...
BEATING UPWIND ON A CATAMARAN
Gone with the Wynns

BEATING UPWIND ON A CATAMARAN

"They Say" it's the worst sail on a catamaran...but is it? We're leaving for a 60-mile sail and we're BEATING UPWIND the Entire Way! 😱 ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear ...
Sailboat Steering –  How It Works (Plus Fault Finding & Repair) | ⛵ Sailing Britaly ⛵
Sailing Britaly

Sailboat Steering – How It Works (Plus Fault Finding & Repair) | ⛵ Sailing Britaly ⛵

🔔SUBSCRIBE ➜ Sailboat steering system walk through, with excess play fault finding & repair... (Solimar Rack & Pinion System) 👇👇👇Click "SHOW MORE" For Links!!!👇👇👇 📖 Get my boat buying ebook here ➜ 🌳 Join our Patreon Crew here! ➜ 📲 Get one-to-one assistance here ➜ ⛵Sailing B...
Q+A Live – Your catamaran sailing questions answered
Joyrider TV

Q+A Live – Your catamaran sailing questions answered

DO YOU HAVE PROBLEMS WITH YOUR CATAMARAN OR SAILING YOUR CATAMARAN? IF YOU DO, YOU'VE COME TO THE RIGHT PLACE. I'M HERE TO ANSWER YOUR QUESTIONS. IF YOU'D LIKE TO PRE-LOAD A QUESTION FOR NEXT WEEK PLEASE FEEL FREE TO DROP IT OFF HERE. THE NEXT Q+A WILL BE AT 1730 GREEK TIME ON FRIDA...
Terrifying Night At Sea 😱 300 MILLION VOLTS Striking All Around Us ⚡️ Sailing Vessel Delos Ep. 391
Sailing SV Delos

Terrifying Night At Sea 😱 300 MILLION VOLTS Striking All Around Us ⚡️ Sailing Vessel Delos Ep. 391

It was like an EXPLOSION in the sky as we navigated our way through squalls closing in all around us. It feels pretty vulnerable to be out there in the middle of the ocean with a 70 foot giant metal pole reaching up towards the electric sky from the middle of your home 😱 It was our first night out...
WE SCREWED UP…  SV DELOS TO THE RESCUE!! – Episode 183
Sailing Parlay Revival

WE SCREWED UP… SV DELOS TO THE RESCUE!! – Episode 183

In this we do a lot of sailing, as we head north up the coast of Costa Rica, but we forget our cruising permit (Zarpe) in Golfito where we checked in! Luckily, SV Delos weren't far behind us, to save us the long sail back to collect it!! We then go exploring a cool river that is meant to have c...
LIFE FAR AWAY FROM CIVILIZATION
Gone with the Wynns

LIFE FAR AWAY FROM CIVILIZATION

A taste of what it’s like to survive on one of the most remote islands in the world. Get the best new Action Camera from DJI: Osmo Action 3 Full Details on the boat, the cameras (+holiday specials), and more: ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ...
This NEVER Gets Easier 😢 Sailing Vessel Delos Ep. 390
Sailing SV Delos

This NEVER Gets Easier 😢 Sailing Vessel Delos Ep. 390

Thanks to Kamikoto for sponsoring this video! Get an additional $50 off on any purchase with code DELOS during their Black Friday Sale sale. Go to and help support the channel. The time has come again for another one of those hard episodes. This one is incredibly bittersweet for us...There is so ...
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