Watch Sailing & Boating Adventures Around the World – Page 13 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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SEASON FINALE | We saved the best til last! [Ep179 RED SEAS]
Sailing Red Seas

SEASON FINALE | We saved the best til last! [Ep179 RED SEAS]

BUY this underwater electric scrubber to clean your hulls: www.red-seas.com/fairway After over 1,000 days exploring the dreamscape of French Polynesia, we sailed to a place few dare to enter - Maupiti, the untamed sister of Bora Bora. It’s remote, raw, and surrounded by shifting sands and razor-sha...
Sailing The Dreamiest Hybrid Electric Catamaran
Gone with the Wynns

Sailing The Dreamiest Hybrid Electric Catamaran

At 3.6 million this isn't just any catamaran, it's a fully loaded home and adventure base camp like nothing we've seen before. ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a vid...
A MAJOR Shift In The Build…Aluminum Catamaran Build Pt. 40
Sailing SV Delos

A MAJOR Shift In The Build…Aluminum Catamaran Build Pt. 40

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: BIG CHANGES are coming for our family and the build, and we’re about to do something we haven’t done in nearly a decade…we’re splitting up. ...
[Ep 12] Sailing Catalina to San Diego | Smooth Seas & a Sneaky Surprise
SmoCo Sailing

[Ep 12] Sailing Catalina to San Diego | Smooth Seas & a Sneaky Surprise

From Catalina to San Diego: Calm Seas, Good Sleep & a New Anchorage In this episode, we leave Catalina Island in the dark of night for a peaceful offshore sail to Mission Bay, San Diego. After weeks of bouncing at anchor, we finally find what we’ve been craving: calm water, warm weather, and uni...
Second Live Stream of the day after Audio Isues
Sailing Triteia

Second Live Stream of the day after Audio Isues

Episode 400 : Hello Friends, On this episode If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you find the videos helpful or entertaining and would like to contribute you can become a Patron at: Other Ways to Support t...
THE BEGINNING of a whole new SAILING ADVENTURE! [Ep178 RED SEAS]
Sailing Red Seas

THE BEGINNING of a whole new SAILING ADVENTURE! [Ep178 RED SEAS]

🚨 Off-Grid Madness Begins! Sailing Into Cruisers’ Paradise (Definitely Not Bora Bora) One sketchy pass, two mystery planets, and zero regrets. What would you give up for total freedom? House? Job? Sense of direction? We said goodbye to land life and hello to getting mildly yelled at by our chartplo...
A Floating Commune for Sailors?
Gone with the Wynns

A Floating Commune for Sailors?

We kept hearing rumors about this sailing community in the Bahamas and it sounded a little too perfect.🦈 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: 📧EMA...
Sailing from the Ocean to Lake | A mix of Salt & Sweet | Ep 115
Bushpoint Sailing

Sailing from the Ocean to Lake | A mix of Salt & Sweet | Ep 115

We’re still sailing with friends on s/y Willow, another trusty Boreal, and making our way to lay up Bushpoint for the winter. Yes, we’re a bit behind on YouTube, so for the latest updates, follow us on Instagram @bushpointsailing. In this episode, we leave the charming seaside town of Trosa and be...
Sailor James Speaks At Berkeley Yacht Club About Highlights of the Circumnavigation So Far
Sailing Triteia

Sailor James Speaks At Berkeley Yacht Club About Highlights of the Circumnavigation So Far

Episode 421 : California Speaking Tour 2025 Hello Friends, This is a recording of the talk I gave at Berkeley Yacht Club (Thank you Mari Bird 🙏🏻) in March of 2025. This was the last of four talks I gave while stateside. For this presentation I go over some of the highlights of my last 4 years sinc...
Sailing Hardware Install Begins! – A WHOLE NEW PHASE! (Aluminum Catamaran Build Pt. 39)
Sailing SV Delos

Sailing Hardware Install Begins! – A WHOLE NEW PHASE! (Aluminum Catamaran Build Pt. 39)

Get behind the scenes of the build with exclusive, early, and ad free content: We’re kicking off a super exciting phase of the build this week—installing the sailing hardware on Delos 2.0! This is a huge step and one we’ve been dreaming about since day one. One thing we absolutely LOVE abou...
Anchored at Frys Harbor on Santa Cruz Island, Sailing Back to Ventura + RC Boat Race
Sailing Triteia

Anchored at Frys Harbor on Santa Cruz Island, Sailing Back to Ventura + RC Boat Race

Episode 424 : Birthday Adventure Trip (Part 3) Hello Friends, On this episode we finish up our time at Santa Cruz Island and make our way back to Ventura. I also included all the footage from the trailer I shot for my new cruising guide in this episode... you can buy a copy of the guide here: ...
It’s over…WE’RE DONE! [Ep177 RED SEAS]
Sailing Red Seas

It’s over…WE’RE DONE! [Ep177 RED SEAS]

After two unforgettable years sailing through the hidden gems of French Polynesia, the time has come… ⛵️🇵🇫 In this episode, we clear out of the country, finalize our exit paperwork, and take one last plunge into history with a scuba dive on a stunning 1900s three-masted shipwreck. 🐠⚓️ From navigati...
An Unexpected 3 Days In Türkiye
Gone with the Wynns

An Unexpected 3 Days In Türkiye

Istanbul wasn't on our radar but when a last minute invitation came, we couldn't say no. ☝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: ...
⚠️DRIVING A 40FT SAILBOAT INSIDE A GIANT SEA CAVE⚠️ Sailor James 50th Birthday Adventure​⁠
Sailing Triteia

⚠️DRIVING A 40FT SAILBOAT INSIDE A GIANT SEA CAVE⚠️ Sailor James 50th Birthday Adventure​⁠

Episode 423 : Birthday Adventure Trip (Part 2) Hello Friends, On this episode I awake at Coches Prietos on my 50th Birthday (April 11th) and we set off to round the top of Santa Cruz Island to explore the world famous Painted Cave. John of @SVFelurian was feeling extra wild and backed his 40ft slo...
BIG CHANGES are coming! [Ep176 RED SEAS]
Sailing Red Seas

BIG CHANGES are coming! [Ep176 RED SEAS]

After two unforgettable years sailing through the breathtaking islands of French Polynesia — from historic atolls to remote UNESCO sites — it’s time to face the one choice we’ve been avoiding. With paperwork looming, weather turning, and borders tightening, we’re racing to experience everything one ...
Celebrating My 50th Birthday with Friends and Family At Santa Cruz Island
Sailing Triteia

Celebrating My 50th Birthday with Friends and Family At Santa Cruz Island

Episode 422 : Birthday Adventure Trip (PART 1) Hello Friends, On this episode I take you along with us as we head to Santa Cruz Island to celebrate my 50th birthday! My dear friend John Conway of ​⁠@SVFelurian offered to take us out for a long weekend trip to celebrate. If you enjoy the channel ...
Fixing our boat’s BIGGEST PROBLEM! (Installing an autopilot) [Ep175 RED SEAS]
Sailing Red Seas

Fixing our boat’s BIGGEST PROBLEM! (Installing an autopilot) [Ep175 RED SEAS]

After nearly two years battling a faulty autopilot, we finally install a brand-new Raymarine autopilot system aboard Indioko! In this episode, we walk you through the complete installation process — from removing the old malfunctioning system, to wiring the new components, troubleshooting sensor pla...
The Fastest Cat You’ve Never Heard Of (+full tour)
Gone with the Wynns

The Fastest Cat You’ve Never Heard Of (+full tour)

Beam is giving EXCLUSIVE early access to their Memorial Day Weekend Sale just for our audience! Get 40% off sitewide or use code WYNNS at checkout! ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video Gear 📷 📱Socials INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never mi...
Sailor James Talks about Solo Sailing for the Singlehanded Sailing Society at Richmond Yacht Club
Sailing Triteia

Sailor James Talks about Solo Sailing for the Singlehanded Sailing Society at Richmond Yacht Club

Episode 420 : California Speaking Tour 2025 Hello Friends, This is a special episode of the talk I gave at the Richmond Yacht Club (SFBAY) organized by the Singlehanded Sailing Society (thanks to @westsailtortuga3179 and @SailingRumour ) in March of 2025. For this talk I speak specifically abou...
FIRST DAY back to BOAT LIFE! [Ep174 RED SEAS]
Sailing Red Seas

FIRST DAY back to BOAT LIFE! [Ep174 RED SEAS]

🔧Boat Repairs, Rainy Hikes & Hidden Island Legends | French Polynesia Vlog 🌴⛵ Life on the water isn’t always sunsets and sea breezes—this week, we’re deep in the realities of boat life. Back home in French Polynesia, our sailboat Indioko demands some long-overdue TLC, and we tackle unexpected r...
This Electric Boat Changes Everything…Or Does It?
Gone with the Wynns

This Electric Boat Changes Everything…Or Does It?

After two weeks of living aboard this unique electric sailboat, we’ve got thoughts. 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 ...
Our Family is DONE – Giving Up Our Dream to Sail Around the World
Sailing Paradise Falls

Our Family is DONE – Giving Up Our Dream to Sail Around the World

#sailingfamily #familyvlog #sailingaroundtheworld #travelvlog #boatlife #bucketlist #lifestyle #sailboat #travelvlog Our family is done - Giving up on our dream to sail around the world. MANY factors and MANY months have contributed to this difficult decision. We always said that Australia was ou...
📚My New Cruising Guide to the Channel Islands of California is OUT NOW! LINK TO BUY IN DESCRIPTION👇🏻
Sailing Triteia

📚My New Cruising Guide to the Channel Islands of California is OUT NOW! LINK TO BUY IN DESCRIPTION👇🏻

You can purchase the book at: Also check out the companion playlist that shows many of the anchorages covered in this book: If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you find the videos helpful or entertaining and ...
Another Night in Bangkok; From Tuktuk Rides to Visiting Wat Pho Temple to Longtail Boat Rides
Sailing Triteia

Another Night in Bangkok; From Tuktuk Rides to Visiting Wat Pho Temple to Longtail Boat Rides

Episode 419 : Land Adventures - Bangkok, Thailand Hello Friends, On this episode I head to Thailand just days before my visa expires in Indonesia. I land in Bangkok and check into my Pod Hotel. From there I meetup with an old friend from LA, Rebecca, to check out the Chinese New Year celebrations ...
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