Watch Sailing & Boating Adventures Around the World – Page 9 of 125

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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New Boat, Baja 1000 & Sailing Antarctica!
Gone with the Wynns

New Boat, Baja 1000 & Sailing Antarctica!

BIG Adventures Ahead! Shop Beam’s Black Friday Sale! Get up to 50% off with my link: (limited time only!). No code needed - discount will auto apply at checkout! Sailing Antarctica! More about Captain Cathrine and our Expedition to Antarctica: Baja 1000 If you want to see the schedule and race m...
Lagoon 450 in Island Paradise Dreams A Cheeky Skinny Dip | Sailing the Whitsundays
Sailing Moor R & R

Lagoon 450 in Island Paradise Dreams A Cheeky Skinny Dip | Sailing the Whitsundays

Welcome back aboard Moor R & R! Episode 14. Wow — this week’s adventure was one I’ll never forget! We travelled to some of the most remote and untouched islands in the Whitsundays — places few ever get the chance to explore! Our journey begins at Goldsmith Island, where we explored the bay an...
This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser  | $45k | FULL TOUR
BoatFools Sailing

This Clipper 36 Sailboat Is A WINNER! A 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR

#bluewatercruiser #cheoyleecclipper36 #sailboatreview #boatfoolssailing **The thumbnail image is a sister ship! The Clipper 36 Sailboat is a Winner! A SWEET 1971 Cheoy Lee built Bluewater Cruiser | $45k | FULL TOUR BoatFools Nation! This week, Canadian Ken couldn’t make the trip — so his body do...
Goodbye, Delos 💔 Sailing Vessel Delos Ep. 528
Sailing SV Delos

Goodbye, Delos 💔 Sailing Vessel Delos Ep. 528

Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: This week's episode still doesn't feel real, and spoiler alert you may want some tissues for this one (even sweet little Sierra shed a few tears watching it 🥹) It's our final miles on Delos as we...
Sailing North up the Malacca Strait Dodging Lightening Storms & Contemplating it’s Rich History
Sailing Triteia

Sailing North up the Malacca Strait Dodging Lightening Storms & Contemplating it’s Rich History

Episode 446 : From the History of the Spice Trade to this little Yacht making her way up Hello Friends, On this episode I depart Singapore and head over to Puteri harbor, Malaysia to get cleared into the country, I then start my 400NM trek up the Malacca Strait. While passing the ancient port town...
YouTubers BUY PRIVATE DESERT ISLAND!! [RED SEAS]
Sailing Red Seas

YouTubers BUY PRIVATE DESERT ISLAND!! [RED SEAS]

Join our Patreon crew for more of the inside scoop and real time updates: www.patreon.com/redseas With all the sailing round the world we've done over the last five years, we have visited some pretty stunning islands - and this one might be the top of our favourites list. Imagine giving up yo...
Going Cruising: A Zoom Class with Sailor James : What You Need To Know About The Cruising Life
Sailing Triteia

Going Cruising: A Zoom Class with Sailor James : What You Need To Know About The Cruising Life

Buy a Ticket here 👉🏻 Sunday, November 9th @ 4pm Pacific Time This 2+ hour class will demystify the process of leaving land life behind, either short term or forever, and help you understand what steps you need to take to go from dreaming about seeing the world by sail to actually making it your l...
Sail Plans REVEALED 😱 (Custom Aluminum Catamaran Build Pt. 43)
Sailing SV Delos

Sail Plans REVEALED 😱 (Custom Aluminum Catamaran Build Pt. 43)

After soooo much research and planning, we're super excited to reveal our sail plan for Delos 2.0 🥳. We've been working closely with Quantum Sails to really hone in on our needs and preferences to come up with something that will give us performance, versatility, and durability to tackle ...
BUILD ➜ SAIL: Installing the Sailing Hardware ⛵️
Sailing SV Delos

BUILD ➜ SAIL: Installing the Sailing Hardware ⛵️

We're building a custom aluminum expeditionary catamaran from scratch, and in our latest episode we're taking you on a deep dive into the sailing hardware install! Watch the full episode here:
A Cost breakdown of Visiting Singapore By Yacht and a Tour of Raffles Marina in Singapore
Sailing Triteia

A Cost breakdown of Visiting Singapore By Yacht and a Tour of Raffles Marina in Singapore

Episode 445 : Marina Tour : Raffles Marina, Singapore Hello Friends, On this episode I show you around the very fancy Raffles Marina and a break down of what it costs to clear in and out of Singapore by yacht. Most cruisers dont stop at Singapore because the clear in and clear out costs are so hig...
Sailing the BRITISH VIRGIN ISLANDS (but better) [RED SEAS]
Sailing Red Seas

Sailing the BRITISH VIRGIN ISLANDS (but better) [RED SEAS]

Support our REFIT PROJECT here: www.red-seas.com/refit We have sailed in the British Virgin Islands and we can see why so many sailors love it - hundreds of islands to explore, all close enough to hop your way between the many bays. But we think we've found somewhere even better. Think of the ...
IT’S DECISION TIME! Choosing Our Explorer Yacht
Gone with the Wynns

IT’S DECISION TIME! Choosing Our Explorer Yacht

After six months, countless miles, and what feels like a hundred boats later… 🌊 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 ...
BUILD ➜ SAIL: Installing the Sailing Hardware ⛵️ (Aluminum Catamaran Build Pt. 42)
Sailing SV Delos

BUILD ➜ SAIL: Installing the Sailing Hardware ⛵️ (Aluminum Catamaran Build Pt. 42)

Get behind the scenes with exclusive bonus content, early & ad free videos, meet up invites, and more! We're back at it with the sailing hardware! You might recall that this was one of the last projects that we had been really focused on before leaving to French Polynesia, and it fe...
Battling Storms Near Massive Cargo Ships in Singapore and Cruising the Southern and Western Islands
Sailing Triteia

Battling Storms Near Massive Cargo Ships in Singapore and Cruising the Southern and Western Islands

Episode 444 : Hundreds of Ships, Nasty Squalls, Sirens and Small Islands Hello Friends, On this episode I slip the lines at the Changi Sailing Club and wave goodbye to the legendary cruising couple, Fatty & Carolyn Goodlander ( ) I then make my way out into the dense cargo ship anchorage and ...
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...
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