Watch Sailing & Boating Adventures Around the World – Page 64 of 3136

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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4k Video of Sailboat in Chacala Anchorage, Mexico | Sailing Avocet
Sailing Avocet

4k Video of Sailboat in Chacala Anchorage, Mexico | Sailing Avocet

Hey guys! We didn't film anything of substance in Chacala. We only spent two nights there and were still adjusting after our "rocky" passage. Plus, we knew what chaos and me hem awaited us around the corner in La Cruz, so we relaxed as much as possible bef...
US Multihull Championships – Day 1 brief debrief – rolling with @forwardwip @whirlwindsails
Joseph Bennett

US Multihull Championships – Day 1 brief debrief – rolling with @forwardwip @whirlwindsails

Day 1 of the U.S. Multihull Championships for the Hobie Alter Cup kicked off in challenging conditions — and for me, it was a steep learning curve. This was my first time racing the Formula Wave, and it’s a totally different beast compared to the Hobi...
Wrongly accused, jailed and searched by local police #windedvoyage #sailinglifestyle #sailingafrica
Winded Voyage Sailing
Accused of narco trafficking by local police #windedvoyage #sailinglifestyle #caboverde #africa
Winded Voyage Sailing
, accidentally ripping my windless out
Sam Holmes Sailing

, accidentally ripping my windless out

Sailing content. If you’re enjoying the videos and would like to help make them possible, links for venmo, patreon, or paypal are below: https://venmo.com/code?user_id=2372932546330624672 https://www.patreon.com/samholmes https://cash.app/$SamHolmesSa...
World on Water Nov 04.24 Part 2 (ENG) Transat Cafe L’OR Le Havre Normandie. Rescue Footage Ocean 50s
World On Water

World on Water Nov 04.24 Part 2 (ENG) Transat Cafe L’OR Le Havre Normandie. Rescue Footage Ocean 50s

Please Subscribe if you like our Global Sailing content, Like and Share. It helps us show our content to more sailors. Thank you. Welcome to this special English vrsion of the World on Water for November 04 2025. It is part 2 of our coverage of the Transa...
This place was straight out of a fall fairytale. Best pumpkin patch ever! 🍂🎃#pumpkinpatch
Sailing Life on Jupiter
Tough decisions after the Annapolis Boat Show.. | Ep.82
Spear It Animal

Tough decisions after the Annapolis Boat Show.. | Ep.82

Annapolis 2025 will be tough to top! Our goal this year was to find fresh ideas and new products for our catamaran rebuild, and the Annapolis Boat Showdidn’t disappoint. It’s that one time of year when we get to catch up with friends from all over the ...
4 Nov 2025 Hamel Sails, foam luff and patches but no ice cream
Sven Yrvind

4 Nov 2025 Hamel Sails, foam luff and patches but no ice cream

This Youtube channel is about me Sven Yrvind. I am85 year and five months old dyslectic solo sailor. I am converting a modest size 30 year old a 17 feet, 5.2 meter long high latitude canoe cruiser of my design. She is a sandwich construction built with 30...
The Hardest Sail: terminal cancer, a rescue and true friendship… (A SeaPeople Story)
Sailing La Vagabonde

The Hardest Sail: terminal cancer, a rescue and true friendship… (A SeaPeople Story)

⛵ Become crew, and find your community on SeaPeople: https://www.seapeopleapp.com/slv ❤️ If you’re able, join us in supporting Zach’s care. You can donate to Zach’s GoFundMe here: http://bit.ly/4hJ8Oqy ==== 🐚 Want more (AD FREE) content fr...
New SAIL, New SYSTEMS, and Spooky Fun! ep116   HD 1080p
Motherload sailing

New SAIL, New SYSTEMS, and Spooky Fun! ep116 HD 1080p

After months of hard work and endless boat projects, we're finally seeing the light at the end of the tunnel! This week, our family of seven makes big strides toward leaving port--- our brand new Precision mainsail is finally installed and ready to fly! It...
NOEMI HAS FALLEN! 😜
La Vida a Vela - Sailing My Life
Sail Plans REVEALED 😱 (Custom Aluminum Catamaran Build Pt. 43)
Sailing SV Delos

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

Watch the FULL EPISODE HERE: https://youtu.be/mNJQEAKbhR0 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 http://quantumsails.com/svdelos to really hone ...
I Spent $102,000 On Projects I Never Finished
David Shih

I Spent $102,000 On Projects I Never Finished

If you're in the market to rebuild a civilization, you'll need this The Ultimate Guide to Rebuilding Civilization, and use code "DAVIDSHIH10" for 10% off. https://mdsh.io/davidshih I am a master procrastinator, but I've always gotten by until now. I start...
She’s Watching My Manhood Ep187 Edited
Sailing Intermission

She’s Watching My Manhood Ep187 Edited

My supervisor is watching me. It turns me on and is hard to keep my manhood from responding. I love peeling tape off of a newly painted surface. Forever working on Isabella. It's satisfying but a little too much sometimes. Watching Karen polish the stainle...
THE DONALD RELEASES EPSTEIN LIST
The Cruising Kiwis

THE DONALD RELEASES EPSTEIN LIST

#sailinglife #sailing #trump #comedy #thedonald #halloween #oceanlife #parody
DEADLY! The retro trapeze harness!!
Joseph Bennett
$10K to $100K Sailboats — Which One Would YOU Buy?
Lady K Sailing

$10K to $100K Sailboats — Which One Would YOU Buy?

If you’ve been watching the used sailboat market waiting for the perfect 2026 deal, this one’s for you. In this video, we break down five of the best budget sailboats you can buy — from a $10,000 weekend cruiser to a $100,000 liveaboard dream. We’...
Sailing Into New York City! Docking My Boat in the Heart of Manhattan
Sailing Doodles

Sailing Into New York City! Docking My Boat in the Heart of Manhattan

I sailed Nauti Dogs from Long Island Sound down the East River, under some of the most iconic bridges in the world, and right past the Manhattan skyline. From there, I rounded the southern tip of the island, cruised up the Hudson River, and docked right in...
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...
Episode 272 – Nicky’s trying Ninja Tactics with the Boat Work!
Sailing Pickle Family

Episode 272 – Nicky’s trying Ninja Tactics with the Boat Work!

After I get over my crazy ninja ideas of boat work, we have a very busy week!! so much polishing, gel-coating, taping and anti-slip to do, I don't know if I'm coming or going! but I do know Buddy's loving his new teddy bears and trying to eat Bob, Bears gr...
Hilton Head Regatta – Final Race: Strong Start, Big Mistake
Joseph Bennett

Hilton Head Regatta – Final Race: Strong Start, Big Mistake

The final race of the Hilton Head 50th Anniversary Regatta had it all — a solid start in good wind, tight competition, and one crucial mistake that changed everything. After a strong opening leg, we were fighting for 2nd place, but a costly error at the...
Our first ever pumpkin patch adventure here in Canada at Maan Farms! 🎃
Sailing Life on Jupiter

Our first ever pumpkin patch adventure here in Canada at Maan Farms! 🎃

Our first ever pumpkin patch adventure here in Canada at Maan Farms! 🎃 We tried the iconic Double Pumpkin Cheesecake Spice Cream and it did not disappoint 😋 Watch out as we explore the farm and see what’s waiting inside the pumpkin patch! 🍁✨ ...
The Night I Fell Asleep and Hit the Rocks — Twice
Sailing Zingaro

The Night I Fell Asleep and Hit the Rocks — Twice

This true story, and dozens more like it, are in my book Be The Captain 👉 https://www.bethecaptain.com This is a true sailing story about what happens when a solo sailor falls asleep offshore. I’ve been through two different boat crashes, both from f...
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