Watch Sailing & Boating Adventures Around the World – Page 5 of 47

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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I Quit My 9-5 to Sail the World… This Is My New Normal – E182
Sailing SV CUBA

I Quit My 9-5 to Sail the World… This Is My New Normal – E182

I quit my 9-5 job, sold everything , and sailed across the open ocean to find remote places most people will only ever see in pictures. No more cubicle. No more deadlines. Just me, my boat, crystal-clear turquoise water, empty white sand beaches, and total off-grid bliss with zero other boats in si...
STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail
WE|Sail

STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail

Welcome back to another episode of WE|Sail. EPISODE 338 I'm Warren, this is Erica, and over the last seven years we've slowly been working on a circumnavigation that we promised family would only take two. Lately we find ourselves in Fiji, and we chose to do something very few other cruis...
Installing our new AI Camera System : Sailing Helios S04E04
Sailing Helios

Installing our new AI Camera System : Sailing Helios S04E04

Time is running out, and there’s still a mountain of work to do before we can set sail! In this episode, we test our brand new Seldon mainsail cars, give the mainsail a much-needed deep clean, and then dive into the big installation of our new Lookout AI camera system. Richard spends over two hours ...
Living Aboard During Cyclone Season in Fiji | Why No One Sails Here
WE|Sail

Living Aboard During Cyclone Season in Fiji | Why No One Sails Here

Welcome back to another episode of WE|Sail. EPISODE 337 Seven years. Over 30,000 nautical miles. We've sailed to some incredible places, and Fiji is definitely one of them. Our days have a rhythm: sail, anchor, explore, maintain the boat, edit. The flow is pretty much the same. But somehow, e...
This Could’ve Brought Our Mast Down… So We Fixed It! Ep-211
Leading the Escapade

This Could’ve Brought Our Mast Down… So We Fixed It! Ep-211

We finally took on one of the biggest and most important upgrades you can do on a sailboat… replacing all of our standing rigging. With our rigging over 14 years old and a Pacific crossing ahead of us, this wasn’t something we were willing to risk pushing any further. Even with regular inspections,...
Ep55 Liveaboard Sailboat Haul-Out — Did We BREAK THE BANK?
Sailing Into the Mystic

Ep55 Liveaboard Sailboat Haul-Out — Did We BREAK THE BANK?

Out of the water and into the unknown, a necessary haul out pushes our blue water experiment to the limit. Living aboard in the boatyard, we take on bottom paint and a list of projects while trying to balance reality with our budget—facing the hard choices, surprises, and small wins that come with c...
Madrid Magic & Boat Projects Resume | Sewing Fixed, New Liferaft Installed & AI Camera Unboxed
Sailing Helios

Madrid Magic & Boat Projects Resume | Sewing Fixed, New Liferaft Installed & AI Camera Unboxed

We finally fixed the sewing machine — thank you so much for all your helpful suggestions! 🙏 But boat projects took a short back seat as we headed to Madrid for a couple of days. We soaked up the beautiful sights of the city and caught up with Jude’s brother, who was visiting from California. Madrid ...
Catching MAHI MAHI from inflatable boat
Sailing Zola

Catching MAHI MAHI from inflatable boat

We take the inflatable dinghy out into deep blue water chasing pelagic fish and end up landing multiple mahi mahi (dorado) before drifting into an insane reef full of sharks. The boys push through challenging conditions to hunt a black grouper, and the action doesn’t stop there — we even have a clos...
Can Two Retired Teachers Actually Afford Liveaboard Life? Our Real Numbers
Sailing Into the Mystic

Can Two Retired Teachers Actually Afford Liveaboard Life? Our Real Numbers

We are two recently retired educators, looking to live the blue water cruising life on a teachers' retirement budget. Follow us on our sailing channel as we share our journey around the world in the most affordable way we know how. Don’t forget to like, comment, and subscribe to be part of th...
We Dove with BULL SHARKS in Fiji… Here’s What Happened
WE|Sail

We Dove with BULL SHARKS in Fiji… Here’s What Happened

Welcome back to another episode of WE|Sail. EPISODE 336 Last week, we dove with black tip reef sharks - curious, peaceful, harmless. This week? Bull sharks. One of the most aggressive and dangerous shark species on the planet. We sailed to a new island in Fiji specifically for this: to dive with b...
Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180
Sailing SV CUBA

Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180

Follow us in this episode as we dodge shallows and reefs, sail to a deserted island and get our first glimbse of the 2nd largest barrier reef in the world. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discover...
Racing Against Time: New Electric Motor & Major Boom Tent Mods – Sailing Helios S04E02
Sailing Helios

Racing Against Time: New Electric Motor & Major Boom Tent Mods – Sailing Helios S04E02

In this episode of Sailing Helios, our long-awaited Momentum Marine electric outboard motor finally arrives! We've been counting down the days for this upgrade, but there's a small hitch — the battery is still stuck in Customs, so we can't fire it up just yet. While we wait, there...
2 DAYS spearfishing REMOTE ISLANDS (Catch & Cook) Ep. 30
Sailing Zola

2 DAYS spearfishing REMOTE ISLANDS (Catch & Cook) Ep. 30

Come along as we explore new remote areas that are packed with sea life!! Epic spearfishing adventure in the Exuma Islands, Bahamas! We set sail overnight to explore remote fishing grounds, dive deep blue water, hunt shipwrecks, and discover insane reef structures. After getting skunked early, thin...
LIVE AT ANCHOR on Our Aluminium Catamaran!
Sailing Dawn Hunters

LIVE AT ANCHOR on Our Aluminium Catamaran!

we will answer all your questions! Excited to talk to you guys! 📺 THIS IS DAWN HUNTERS ➡️ S4LIVE ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS) BOAT TOUR o...
First Look at Our EZRaft Dinghy + Induction Cooktop Install & Good Friday in Spain
Sailing Helios

First Look at Our EZRaft Dinghy + Induction Cooktop Install & Good Friday in Spain

Welcome to Season 4 of Sailing Helios! 🎉 After a long off-season, we’re getting the boat ready for another year of adventures. We kick things off by finally putting our brand new EZRaft inflatable dinghy in the water for its first test run — how does it perform? While Jude builds beautiful new dre...
What 90% of Sailing Actually Looks Like | Days at Anchor in Fiji
WE|Sail

What 90% of Sailing Actually Looks Like | Days at Anchor in Fiji

Welcome back to another episode of WE|Sail. EPISODE 335 Here's something most people don't realize about sailing: we spend about 80 to 90 percent of our time at anchor, not actually sailing. And honestly? Those are some of the best days. This is what a week at anchor in Fiji looks like f...
Entry DENIED After 12 days Passage – E.178 – Sailing SV CUBA
Sailing SV CUBA

Entry DENIED After 12 days Passage – E.178 – Sailing SV CUBA

After a grueling 12-day sailing passage, we finally arrived expecting paradise... What would YOU do if they denied entry to your crew and your sailboat into the country? We're sailing around the world, and with your support, we will fund better cameras, the internet to upload videos, and of co...
Family’s Gift – Celebrating 60 Years in Murcia
Sailing Helios

Family’s Gift – Celebrating 60 Years in Murcia

In this special episode of Sailing Helios, Jude celebrates turning 60 and shares 4 practical life hacks to help you play the game of life with more joy and wisdom. Her children treat her (and Richard) to a wonderful trip to the beautiful regional capital of Murcia. Join them as they explore the city...
Hunting WAHOO with primitive gear
Sailing Zola

Hunting WAHOO with primitive gear

This is a WILD video y'all... Wahoo, naked fishing, and a lion fish sting!! Buckle up and come aboard for the ride!! Hit up Staniel Cay Adventures next time you're in the Exumas!! Timestamps: 00:00 Intro 00:21 Naked Fishing 2:09 Local Reef Dive 3:12 VENOMOUS MISTAKE 6:09 The Real Adven...
What WE Actually Do on Our Sailboat | Liveaboard Life Between Adventures | Sail, Rinse, Repeat…
WE|Sail

What WE Actually Do on Our Sailboat | Liveaboard Life Between Adventures | Sail, Rinse, Repeat…

Welcome back to another episode of WE|Sail. EPISODE 334 We're back from Australia, the cook hook is installed, and we're heading deeper into Fiji's outer islands. But this episode isn't about big projects or dramatic sailing. It's about the everyday life aboard our sailboat...
Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48
Sailing Helios

Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48

Join us as we settle into the beautiful marina life in Cartagena, Spain! After weeks at sea, we’re finally tied up in this historic Mediterranean port, soaking up the warm autumn sun and the lively energy of the city. Cartagena feels like one endless party right now — with cruise ships lining the ha...
Catching BIG MAHI MAHI & Lobsters Ep.28
Sailing Zola

Catching BIG MAHI MAHI & Lobsters Ep.28

We are back with another action packed fishing and diving video!! Watch us get surrounded by a fever of spotted eagle rays, catch giant lobsters and land our first mahi mahi!! Come along for the adventure, let's go!! FOLLOW US ON SOCIALS❤️⛵️ Instagram - - - Facebook - Timestamps: 00:0...
We Flew to Australia for the Same Price as a Boat Part — Sailing Delos Made It Happen
WE|Sail

We Flew to Australia for the Same Price as a Boat Part — Sailing Delos Made It Happen

A $2,000 boat part. Weeks of waiting. Shipping to Fiji. Or... fly to Australia and build it ourselves. In this episode, we make the call that makes no sense on paper — and ends up being one of the best decisions we've made this season. Warren and Erica leave SV VA safely at a marina in Fiji an...
Alicante: Cathedral, Market, Mushroom Street & Castle Lift | Sail to Cartagena
Sailing Helios

Alicante: Cathedral, Market, Mushroom Street & Castle Lift | Sail to Cartagena

Join Jude and Richard aboard Helios for a memorable Alicante city day before our season-closing sail to Cartagena – our winter berth in Spain. We wander the beautiful foreshore along the iconic Explanada de España — that wavy mosaic promenade lined with palm trees and offering stunning sea views. W...
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