Watch Sailing & Boating Adventures Around the World – Page 10 of 159

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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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...
Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
Sailing Sitka

Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170

Jay and Kenna felt ready—prepared and excited to return to paradise. After a week anchored in Linton Bay, they set sail for what should have been a smooth trip back to the San Blas Islands. But that’s not how things played out.Pounding into relentless 10–14 ft seas on a lee shore, their engine faile...
⚠️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 ...
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Sailing Sitka

Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169

Jay and Kenna finally breathed a sigh of relief after securing a new propeller for their outboard—a mission that took a grueling 9-hour sail to complete. With that crucial task checked off, they took time to regroup in Linton Bay, refueling, stocking up, and tackling laundry and water runs. For a mo...
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...
Off the Grid in Eleuthera: Caves, History, and Hidden Roads
Roaming Rupps

Off the Grid in Eleuthera: Caves, History, and Hidden Roads

In today’s vlog, we explore abandoned Navy bases, visit the stunning #CathedralCaves, and take a scenic drive across #Eleuthera. #bahamas ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @ We share more of our daily lives on our Instagram stories, so give u...
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...
We Answer YOUR Questions! | Q&A with Ryan & Brittni – Sailing Sunday
Sailing Sunday

We Answer YOUR Questions! | Q&A with Ryan & Brittni – Sailing Sunday

From our spicy love life to baby protocols on Sailing Sunday, you asked and we answered 😅 In this Q&A, we sit down and chat about everything: Sailing with a baby, life on the road, dog logistics, boat insurance, future plans, marriage spice and yes… Ryan’s Only Fans lol... and more!!! 👇 Drop a ...
Getting delivered boat parts to the edge of civilization (FAIL)  | Sailing Sitka Ep 167
Sailing Sitka

Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167

While cruising through the San Blas Islands, Jay and Kenna unfortunately broke the propeller on their outboard motor. Given the remote nature of the islands, where services like Amazon Prime are unavailable, obtaining replacement parts can be challenging. However, there are local services that deliv...
📚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 ...
Atlantic Crossing: The Night from Hell + Discovering Cape Verde | Part 2️⃣
PAT | FRANKIE

Atlantic Crossing: The Night from Hell + Discovering Cape Verde | Part 2️⃣

We made it through… but not without a fight. In Part 2 of our Atlantic Crossing, we face our most intense night at sea yet—what Frankie now calls “the night from hell.” Strong winds, failing gear, and exhaustion pushed us to our limits as we approached land after days on the ocean. And after that, ...
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 ...
We need a BREAK! [Ep173 RED SEAS]
Sailing Red Seas

We need a BREAK! [Ep173 RED SEAS]

⚓ Storms, Breakdowns & Dolphins! | Sailing Huahine After Chaos ⚓ After a little break, we’re back — and boy, has it been a wild ride! ⚡ In this episode, we sail overnight from Tahiti to a mysterious new island, Huahine, and everything that could go wrong… did. From dodging lightning strikes ...
What Happens When You Sail 50 Miles and Discover a Hidden GEM?
Sailing Paradise Falls

What Happens When You Sail 50 Miles and Discover a Hidden GEM?

Sailing 50 Miles and Discovering a HIDDEN GEM We are FINALLY back out sailing on the ocean after 5 long months. Our family sails to Great Barrier Island on our catamaran and hike to find a swing bridge with a tree house and STUNNING views. A low pressure system hits Auckland and we are right in th...
How To Spend 5 Days in Tokyo | Top Experiences + Red Light District 🇯🇵
Kristina's Travels

How To Spend 5 Days in Tokyo | Top Experiences + Red Light District 🇯🇵

Get an exclusive 15% discount on Saily eSIM data plans! Download Saily app and 👉 use code KRISTINASTRAVELS at checkout. 🇯🇵 WEBSITE BLOG + INFO: GET OUR TOKYO GOOGLE MAPS: 🤗 Become a Patreon for a copy of our curated Google Pins (and extra behind the scenes content): INSTAGRAM: 💃Kristina Cost...
I Built My First 5″ FPV Drone… and It Was Brutal
Dylan Magaster

I Built My First 5″ FPV Drone… and It Was Brutal

After months of flying a Cinewhoop and making endless repairs, I decided it was finally time to build my first 5" FPV drone. Following Mr. Steele’s iconic Apex build (with some key modifications), I set out to assemble, bind, and fly my first real freestyle quad. It didn't go smoothly... b...
Sailor James Explores Bali’s Sacred Monkey Forest & Waterfalls in Ubud
Sailing Triteia

Sailor James Explores Bali’s Sacred Monkey Forest & Waterfalls in Ubud

Episode 418 : Land Adventures - Bali Hello Friends, On this episode I take a fast boat to Bali after getting Triteia safely secured in a marina for the wet season. I spent a month on Bali exploring Kuta and Ubud and filmed the Sacred Monkey Forest and some of Bali's famous waterfalls for you....
You Won’t Believe This Story of Survival – Age of Sail to WWII & The Cold War [Ep. 182]
Sailing Sweet Ruca

You Won’t Believe This Story of Survival – Age of Sail to WWII & The Cold War [Ep. 182]

She lived through the horrors of World War II and witnessed the aftermath of nuclear bomb testing in the Marshall Islands all after Europeans settled in this remote place. In this emotional interview, a mother and her son share the untold story of resilience, loss, and survival across generations. Y...
Sailor James Explains How The Seasons Decide Where & When You Can Cruise When Sailing The World
Sailing Triteia

Sailor James Explains How The Seasons Decide Where & When You Can Cruise When Sailing The World

Hello Friends, On this episode I sit down and explains how sailors lives, especially those cruising the world, are controlled by the seasons and the weather. I cover leaving your boat in safe marinas, talk about the risks of leaving your boat in cyclone and hurricane zones, speak about the differ...
CROSSING the ATLANTIC on our repaired sailboat | Part 1️⃣
PAT | FRANKIE

CROSSING the ATLANTIC on our repaired sailboat | Part 1️⃣

We’re sailing across the Atlantic Ocean – and this is just the beginning. In Part 1 of our Atlantic Crossing series, we leave Europe behind and begin a once-in-a-lifetime journey: 3,000 nautical miles across open ocean, from Tenerife to Cape Verde, and eventually the Caribbean. What awaits us? Calm...
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