Watch Sailing & Boating Adventures Around the World – Page 10 of 126

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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WHALES SURROUNDED our boat! | Sailing to Tonga [RED SEAS]
Sailing Red Seas

WHALES SURROUNDED our boat! | Sailing to Tonga [RED SEAS]

Support our BIG REFIT and help us keep our boat afloat: www.red-seas.com/refit We were surrounded by humpback whales as we sailed south through the islands of Tonga, from Niuatoputapu to Vava'u. We lifted anchor and set sail for a couple of days to reach our destination but as soon as we left ...
Owning a 103 Year Old Vessel: Dream or Madness?
Gone with the Wynns

Owning a 103 Year Old Vessel: Dream or Madness?

Buying a 100-Year-Old Wooden Boat! Head to to get a free AG1 welcome kit when you first subscribe! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUSIC for vids. 2 Months Free: ...
What Happened to Our Boat?! (Back At The Build!) 🛠️ Aluminum Catamaran Build Pt. 41
Sailing SV Delos

What Happened to Our Boat?! (Back At The Build!) 🛠️ Aluminum Catamaran Build Pt. 41

Going to therapy is a sign of strength, not weakness. My paid partner BetterHelp makes therapy simple, with 10% off your first month to help you get started: The moment is finally here that I know so many of you have been super excited for, we're back at the build! It was such a happy reunion...
THIS IS THE END 🥹
Sailing SV Delos

THIS IS THE END 🥹

After 14 years & 55,000 nautical miles, Kazza has accomplished something that feels crazy to even say out loud...Join us for the final miles of her complete circumnavigation of planet earth and relive all the magic with us. Watch the full episode here:
Sailing to Singapore, Staying at Changi Sailing Club and Exploring the City (I LOVED SINGAPORE)
Sailing Triteia

Sailing to Singapore, Staying at Changi Sailing Club and Exploring the City (I LOVED SINGAPORE)

Episode 443 : Exploring Singapore! Hello Friends, On this episode I find out I am not allowed to clear into Malaysia so I make my back down the Johor Strait to spend a few days at Changi Sailing Club Agent James Lim handled all of my clearing in and clearing out of Singapore : If you enjoy t...
SURVIVING A TSUNAMI on our sailboat!! [RED SEAS]
Sailing Red Seas

SURVIVING A TSUNAMI on our sailboat!! [RED SEAS]

Support our REFIT PROJECT at www.red-seas.com/refit We are so grateful to all of you for being part of this journey and we hugely appreciate the help and support you offer us. If you want to contribute to our big refit plans, we have some projects listed on our new website where you can buy us a thr...
THIS IS THE END 🥹…Sailing Vessel Delos Ep. 527
Sailing SV Delos

THIS IS THE END 🥹…Sailing Vessel Delos Ep. 527

Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: Can't believe this episode is finally here 🥹 It’s the end of a circle that’s been 14 years in the making. After 54,508 nautical miles, countless laughs, storms, sunrises, and everything in between — Kazza h...
Crossing Singapore Strait the Busiest Shipping Lane In The World on A 30ft Sailboat to Malaysia!
Sailing Triteia

Crossing Singapore Strait the Busiest Shipping Lane In The World on A 30ft Sailboat to Malaysia!

Episode 442 : Small Boat vs. BIG SHIPS ! Hello Friends, On this episode I depart the final anchorage in Indonesia and make my way out into the busiest shipping lane in the entire world! The Singapore Strait. Once safely across I drop the anchor in Malaysia for the first time then make my way up t...
The Challenge Is OVER!!!!  (Days 102-115/100 Day Water World Challenge)
Adventureman Dan

The Challenge Is OVER!!!! (Days 102-115/100 Day Water World Challenge)

It has been one HELL of a ride for the past 115 days! What was suppose to be a challenge lasting only 100 days was just too much fun to stop. So I kept it going a bit longer. Also, check out these adventures on Nicole's channel: www.youtube.com/@NicoleDemetra __________________________________...
Exploring SAMOA like a local…and new boat plans! [RED SEAS]
Sailing Red Seas

Exploring SAMOA like a local…and new boat plans! [RED SEAS]

Support our MASSIVE BOAT REFIT: www.red-seas.com/refit Check out our new merch store: www.redseasmarine.com ⛵ After 17,000 Miles, It’s Time for Big Changes | Sailing Life in Samoa 🌴 [Ep194] For the past five years, you’ve watched us fall in love with our floating home — a Leopard 47 catamaran that...
The Ultimate Explorer Yacht Test
Gone with the Wynns

The Ultimate Explorer Yacht Test

The final test is here, and Mother Nature decided to show up.🌊 Stay salty! Get your free LMNT Sample Pack with any purchase at ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶 MUS...
Our LAST EVER Passage on Delos 🥹 (Pt. 2 of 3)
Sailing SV Delos

Our LAST EVER Passage on Delos 🥹 (Pt. 2 of 3)

After 15 years and 80,000 miles, it's finally time to close this chapter. Join us for our last ever passage on Delos. Part 2 is live now, check it out here:
Reality of Sailing (When It’s Not Fun) Pt. 2 of 3 ⛵️  Sailing Vessel Delos Ep. 526
Sailing SV Delos

Reality of Sailing (When It’s Not Fun) Pt. 2 of 3 ⛵️ Sailing Vessel Delos Ep. 526

Snag some of our sweet Delos Tumblers & Waterbottles at We're comin' at ya with part 2 of our LAST EVER passage on Delos 🤯 And apart from the weight of it all and bittersweet feelings of this chapter closing... Let's just say it's not all sunshine and rainbows. The conditi...
A SAILOR’S GUIDE TO INDONESIA; Sailor James Tells You All He Knows About Cruising in Indonesia ⛵️
Sailing Triteia

A SAILOR’S GUIDE TO INDONESIA; Sailor James Tells You All He Knows About Cruising in Indonesia ⛵️

This is a special long format "Sailor's Guide" covering much of what you will need to know when planning to visit Indonesia by Sailboat. --------------------------------------------------- Chapters 00:00 Logo Play 01:17 Into 03:36 Bureaucracy 24:15 Water & Money 30:19 No Wind / ...
The Beginning (of the END) Our Last Ever Passage On Delos Pt. 1
Sailing SV Delos

The Beginning (of the END) Our Last Ever Passage On Delos Pt. 1

After 15 years and 80,000 miles, it's finally time to close this chapter. Join us for our last ever passage on Delos. Part 1 is live now, check it out here:
TREASURE ISLAND is real (and we found it!)  [RED SEAS]
Sailing Red Seas

TREASURE ISLAND is real (and we found it!) [RED SEAS]

🏝️ Sailing to the Real Treasure Island | First Impressions of Samoa [Ep193] If you grew up reading stories of floating islands, daring escapes, and hidden treasures, this episode will feel like stepping straight into a childhood storybook. 📖 Our journey brings us to Samoa — a place some even call t...
What It’s ACTUALLY Like, at Sea, on an Explorer Yacht
Gone with the Wynns

What It’s ACTUALLY Like, at Sea, on an Explorer Yacht

Life Aboard a Trawler. Want better sleep? Try our favorite sleep aid, Dream! Click and use code WYNNS for up to 35% off. Limited time only! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vi...
The Beginning (Of The END….) Part 1 of 3 ⛵️ Sailing Vessel Delos Ep. 525
Sailing SV Delos

The Beginning (Of The END….) Part 1 of 3 ⛵️ Sailing Vessel Delos Ep. 525

Check out the Fits Everybody Collection at #skimspartner This week's episode is a BIG one. Part 1 of our passage from Fiji to Australia is here, and when I think about what makes this sail special, I don't even really know where to begin. It’s our very last passage on Delos, and when w...
Sailor James at the Annapolis Boat Show 2025; Schooner Sailing, YouTuber Booth, Meet & Greets & More
Sailing Triteia

Sailor James at the Annapolis Boat Show 2025; Schooner Sailing, YouTuber Booth, Meet & Greets & More

Hello Friends, I will be attending the legendary Annapolis Boat Show this year in October. Schooner Sailing, YouTuber Booth, Meet & Greets & More Hundreds of people over the years have asked how they could go sailing with me so I have set up a small chance to do this onboard the Schooner Wo...
Hitting A Coral Reef While Escaping Indonesia on a Sailboat; The Last 7 Days + 400 miles!
Sailing Triteia

Hitting A Coral Reef While Escaping Indonesia on a Sailboat; The Last 7 Days + 400 miles!

Episode 440 : FINALLY ESCAPING INDONESIA I thought the day would never come before I made it out of Indonesia. More than 3000 miles, 2000 of the miles with the motor running, 10 months after entering the country that I thought would take me 3 months to transit. I was beyond relieved to finally make...
CLOSE Sailing Away!!   (Days 96-101/100 Day Water World Challenge)
Adventureman Dan

CLOSE Sailing Away!! (Days 96-101/100 Day Water World Challenge)

It was hard to do, but we FINALLY sailed away from our most favorite anchorage. Over to a much more popular anchorage filled with other sailboats, locals, and a party to raise money for the local town. Check it out! Underwater Jets!!!: Also, check out these adventures on Nicole's channel: ww...
Is this our NEW BOAT?? [RED SEAS]
Sailing Red Seas

Is this our NEW BOAT?? [RED SEAS]

This is an EXTRA episode this week! Make sure you've also seen our full episode as we arrive into Samoa from our three day passage from Niue and get straight into some other boat jobs and repairs: As an extra video this week, join us as we get our outboard motor repaired in Apia, Samoa. We ha...
Did we CROSS THE LINE? (First time sailing over the international date line) [RED SEAS]
Sailing Red Seas

Did we CROSS THE LINE? (First time sailing over the international date line) [RED SEAS]

Support our journey and help keep us floating at www.patreon.com/redseas Our first time sailing across the international date line (Ep192) as we passage from Niue to Samoa in the Pacific Ocean. We celebrate reaching the future and missing a day, then hold on as the sea state picks up but we finally...
Our First Passage on an Explorer Yacht
Gone with the Wynns

Our First Passage on an Explorer Yacht

Alaska to Washington, Our First Adventure on a Trawler. Go to or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a video🍦 🎶...
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