Watch Sailing & Boating Adventures Around the World – Page 3 of 534

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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Is Sailing Really Dying? I Checked the Numbers
Lady K Sailing

Is Sailing Really Dying? I Checked the Numbers

If you’re new to sailing, you might be asking yourself: Is sailing dying? Is sailing hard? Is sailing fun? Is sailing expensive? What should I know before buying my first sailboat? Maybe you’re learning how to sail, sailboat shopping, looking for an affordable used sailboat, or wondering whether bec...
We Didn’t Know If We’d Ever Sail Again
Finding Our Isla Sailing

We Didn’t Know If We’d Ever Sail Again

After our first year of sailing the Caribbean as a family, we sailed our Lagoon 450 south to Grenada to haul her out for hurricane season. But as we prepared to leave our floating home behind, we honestly didn’t know if we’d ever come back. Our final sail takes us from Martinique past the incredibl...
Jamaica and Back to Cuba Again
Sailorama

Jamaica and Back to Cuba Again

Sailing. Sargassum. Empire. Watch if you want. LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
This Is Gonna Be SO FREAKING Cool!
Sailing SV Delos

This Is Gonna Be SO FREAKING Cool!

Watch the full episode here: We've got a big one for ya today as we dive into some SERIOUSLY cool projects that are really taking Delos 2.0 to the next level. For months now we've been laying the groundwork for all the systems to start coming to life- getting the power up and running, ...
We Ditched Our Steering Wheel (And Built Something Better)  | Step 496
Sailing Uma

We Ditched Our Steering Wheel (And Built Something Better) | Step 496

▸ Head to to get 10% off your first month with our paid partner, BetterHelp. Better is personal. Therapy should be too. ▸ JOIN THE UMA NATION: The Uma Nation is what makes this YT channel possible. Join from $2/month to see our videos early and ad-free. Thanks to our top patrons for keeping this...
Boat Repairs, Tropical Islands & One Last Bocas Adventure! Ep-239
Leading the Escapade

Boat Repairs, Tropical Islands & One Last Bocas Adventure! Ep-239

📍Bocas del Toro, Panama sailing adventure! Before setting off for San Blas, we head 7NM into Bocas Town for a civilisation fix and to pickup our replacement navigation gear destroyed by a lightning strike. From tropical Starfish Beach to boat jobs and mast climbs, beach party vibes, skurfing, an...
IT’S NOT ABOUT THE PIZZA – Coffee with Sandy
Sailing Sea Moon

IT’S NOT ABOUT THE PIZZA – Coffee with Sandy

🍕 It’s not really about the pizza. Friday night pizza has become a tradition aboard Sea Moon — but somewhere along the way, it became about much more than what we were having for dinner. In this Coffee with Sandy, I’m making our homemade pizza from scratch while sharing how this simple Friday-nigh...
Living the Life We Had Dreamed About
Sailing Machete

Living the Life We Had Dreamed About

Having our final adventure in FIJI! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji #paradise #sailing #laugroup #fulaga #sailingfiji #yasawas #castawayisland To Follow Along in Real Time - Sailing Mach...
AFRICA to the AMAZON! Staying Connected When SAILING AROUND The WORLD!
Sailing Nandji – Frothlyfe

AFRICA to the AMAZON! Staying Connected When SAILING AROUND The WORLD!

From the dusty dirt tracks of Namibia to 5000 miles of Atlantic ocean and into the amazon rain forrest. The perfect tool for every traveller. Check out Holafly using this link 👉 Use the code word: SAILINGNANDJI and get 5% off on eSIMs and 10% off on Holafly plans We tried to overland Africa in a L...
BOAT UPGRADE everyone will LOVE!
Sailing Red Seas

BOAT UPGRADE everyone will LOVE!

We are making brand new cockpit cushions to transform this area on our boat into something that is far more comfortable and practical...and it's been a long time coming after 6 years living onboard! We just spent all our money on a refit earlier this year so we've had to come up with some ...
Our Boat is Falling Apart (and So are We, and So is Cuba)
Sailorama

Our Boat is Falling Apart (and So are We, and So is Cuba)

We love Cuba, but everything is falling apart. The forecasts. The guidebook and the laws are sometimes outdated. Choco ran off. Our boat is breaking. We have no fuel and no propane. Everything is broken, yet somehow, it still works. LIVE Updates: facebook.com/sailorama instagram.com/justinesailor...
When Sailors Let Their Egos Takeover 🤣 – (Episode 383)
Sailing Parlay Revival

When Sailors Let Their Egos Takeover 🤣 – (Episode 383)

In this episode our friend Ryan comes over, and things end up getting way too competitive as usual when he's around 😂. But we also do some sailing in Phuket, Thailand with some old friends of mine, who I haven't seen in over 10 years 🥲 SV Parlay is a hurricane damaged Lagoon 450 catamaran...
Are We Pushing Our Sailing Season Too Far? S2 – EP16
The Runa Life

Are We Pushing Our Sailing Season Too Far? S2 – EP16

Are we pushing our sailing season too far by sailing until the end of October? As we sail northern Sicily and the Aeolian Islands, the conditions are shifting rapidly. Thunder, rain, and building swells are becoming daily occurrences, forcing us to constantly rethink our plans. This video captures ...
NEW Ocean NEW Challenges! Adapt & Evolve. That’s BOAT LIFE | Sailing Brazil to French Guinea..Ep 457
Sailing Nandji – Frothlyfe

NEW Ocean NEW Challenges! Adapt & Evolve. That’s BOAT LIFE | Sailing Brazil to French Guinea..Ep 457

New Ocean and New Challenges. Even the best plans need some adjustment. Adapt and Evolve. To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 Five days into the passage, roughly 800 miles sailed, we are roughly around the halfway mark. This passage has b...
Let’s See What This Thing Can Do!!! Building Our Own Aluminum Catamaran Pt. 88
Sailing SV Delos

Let’s See What This Thing Can Do!!! Building Our Own Aluminum Catamaran Pt. 88

Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: We've got a big one for ya today as we dive into some SERIOUSLY cool projects that are really taking Delos 2.0 to the next level. For months now we've been laying the groundwork for all the systems t...
The Coolest Boat You’ve Never Heard Of
Lady K Sailing

The Coolest Boat You’ve Never Heard Of

Mr. Trash Wheel might be the coolest boat you’ve never heard of. This bizarre floating machine in Baltimore’s Inner Harbor uses river current, solar power, a giant water wheel and a conveyor belt to collect trash before it reaches the Chesapeake Bay and Atlantic Ocean. And yes, the giant googly eyes...
Hot Take – Slow Sailboats Aren’t Safer
Lady K Sailing

Hot Take – Slow Sailboats Aren’t Safer

Thinking about buying a sailboat? Whether you’re shopping for your first sailboat, a liveaboard sailboat, a bluewater cruising boat, or the perfect sailboat for the Bahamas and Caribbean, there’s one thing buyers often underestimate: speed. Cruising sailors are constantly told that heavy, slow sailb...
We’re Finally Setting Sail Again!
Sailing Uma

We’re Finally Setting Sail Again!

▸ Guess what? We are Sailing around the world on our all-electric little sailboat, and we'd love to celebrate the start of this crazy adventure with you. Come hangout: Nov. 14-15, 2026 at Ocean Village Marina, Gibraltar. Let us know you are coming, RSVP link: ▸ JOIN THE UMA NATION: The Uma ...
OUR MAST: A 2-Year Journey
Sailing SV Delos

OUR MAST: A 2-Year Journey

Watch the full episode here: We've got an absolute DOOZIE of an episode for ya this week! We're seeing our mast for the very first time, and boy does this feel like a big moment. The mast is the heart of our rig, and the process of designing and building it has been one of the deepest r...
Is it time to reef our new Outremer 57? – Cyclops Marine (Sailing Greatcircle ep.367)
Cat Greatcircle

Is it time to reef our new Outremer 57? – Cyclops Marine (Sailing Greatcircle ep.367)

Meet Stefan from Cyclops Marine who tells enthusiastic stories about the potential for load management on our new Outremer 57
WE’RE TEARING HER APART 😳 The Rebuild Begins | S2.E206 | Sailing SV CUBA
Sailing SV CUBA

WE’RE TEARING HER APART 😳 The Rebuild Begins | S2.E206 | Sailing SV CUBA

After a devastating lightning strike, the rebuild of our sailboat finally begins… ⚡️😳 We’re tearing her apart, stripping her down, uncovering hidden damage, and taking the first steps toward bringing her back to life.⚡️ Boat life rebuild One step at a time. *Want to support us?" Patreon: Buy ...
Repairs Start on Crash Damaged Catamaran
The Cruising Kiwis

Repairs Start on Crash Damaged Catamaran

Repairs Starts on Crash Damaged Catamaran Our crash damaged catamaran has been hauled out of the water. Now we can get a much better look at what we are dealing with. The starboard bow took the main impact. And despite us sealing the damage with epoxy putty to keep the worst of the water out, seawa...
Our BOAT just got BIGGER!
Sailing Red Seas

Our BOAT just got BIGGER!

We are sailing on a tight budget after our huge refit earlier this year and so when it came to transforming the cockpit of our Leopard catamaran, we had to get a little creative. I wanted to replace all our cushions and Iain wanted to transform our table, but we don't have the thousands of doll...
This Was NOT What We Expected in Panama EPS 319
Sailing Miss Lone Star

This Was NOT What We Expected in Panama EPS 319

The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 About this episode What we are working on right now We are rebuilding Houdini into a safer, more capable offshore boat with a focus on structural integrity, reliability...
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