Watch Sailing & Boating Adventures Around the World – Page 8 of 67

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.

Showing 169-192 of 1602 results
The Wind Was Wrong. I Sailed Anyway.
Dylan Magaster

The Wind Was Wrong. I Sailed Anyway.

This sail from the Greek mainland to Skiathos wasn't supposed to work. The wind was wrong. The forecasts were off. But with enough experience, intuition, and faith in the process — you learn how to dance with reality instead of fight it. In this episode, I single-hand through shifting winds, re...
Learn to SAIL for FREE! Or Find Good Crew Here! Ep 332 – Lady K Sailing
Lady K Sailing

Learn to SAIL for FREE! Or Find Good Crew Here! Ep 332 – Lady K Sailing

Are you interested in learning how to sail for free? Or looking for crew for your sailboat for free? Join us on crewfinder for the east coast or the Great Lakes so learn to sail, teach people how to sail, or get help sailing your sailboat! East coast crewfinder: www.facebook.com/groups/eastcoastcre...
[Ep 10] Broken Heads, Buffalo Milk, Breathtaking Trails & Brutal Swells | Sailing Catalina
SmoCo Sailing

[Ep 10] Broken Heads, Buffalo Milk, Breathtaking Trails & Brutal Swells | Sailing Catalina

🚽 Both Our Heads Broke?! | Exploring Catalina Island by Foot, Fixing Boat Drama, & the Famous Buffalo Milk 🍹 Welcome to Episode 10! Things get real right away as we kick off our time in Catalina with not one, but two clogged heads. That’s right, both toilets broke at the same time. Ah, the glamo...
TOP 3 Small Sailboats You Can Sail AROUND THE WORLD! Ep 331 – Lady K sailing
Lady K Sailing

TOP 3 Small Sailboats You Can Sail AROUND THE WORLD! Ep 331 – Lady K sailing

This week we look at the top three small sailboats you can sail around the world. What makes a good off the grid liveaboard sailboat? What do you NEED to have on a sailboat to live on, sail alone solo, from roller furling to sailboat toilets to sailboat engines - the top three sailboats for you to b...
Sabre 38’s Cored Hull – Excellent sailboat, or one to stay away from? – Lady K Sailing – ep 330
Lady K Sailing

Sabre 38’s Cored Hull – Excellent sailboat, or one to stay away from? – Lady K Sailing – ep 330

Join us for an in-depth look at the Sabre 38 sailboat, a timeless cruiser-racer known for its quality craftsmanship, solid performance, and enduring appeal. In this video, we take you on a full tour above and below deck, explore its sailing characteristics, and share why the Sabre 38 remains a favor...
Solo Sailing After 6 Months Land Locked – First Voyage Back!
Dylan Magaster

Solo Sailing After 6 Months Land Locked – First Voyage Back!

Support on Patreon: After 6.5 months locked down in Oreoi, Greece, I finally set sail again — solo. This episode follows the nerves, the boat prep (rigging, anchor, propeller issues), the tough upwind beating to Skiathos, and the mindset lessons of overcoming challenges at sea. Watch as I shake off...
Back Onboard! – Living With The Tide
Living With The Tide

Back Onboard! – Living With The Tide

Welcome aboard! After a couple of years away, we're back on YouTube with a new boat, a new camera – but the same silly crew. Our previous adventures followed the restoration of Morna, our beautiful 100-year-old gaff ketch. Sadly, after many experienced boat builders came to take a look, it bec...
[Ep 8] Life on Anchor in Santa Barbara: Free Rent, Big Lessons & Bigger Fixes
SmoCo Sailing

[Ep 8] Life on Anchor in Santa Barbara: Free Rent, Big Lessons & Bigger Fixes

🎥 EPISODE 8: Our First 3 Weeks Living on Anchor in Santa Barbara ⛵🌴 After discovering a saltwater leak in our bilge the moment we dropped anchor (shoutout to Episode 7 🙃), we settled into our very first month of living full-time off-grid on our sailboat in beautiful Santa Barbara. Lots of lessons le...
No More Anchoring in Florida?! – Ep 329 – Lady K Sailing
Lady K Sailing

No More Anchoring in Florida?! – Ep 329 – Lady K Sailing

Are you sailing to the Bahamas? New laws in progress in Florida may make it much harder to sail the east coast and on the the Caribbean! Anchoring in Flroida is a pivotal part of the boat life cruising experience on the east coast and these laws could chaneg the way we sail Flroida and the Florida K...
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...
Upgrading My Sailboat for Summer: Solar, Teak & Adventures in Greece
Dylan Magaster

Upgrading My Sailboat for Summer: Solar, Teak & Adventures in Greece

Support on Patreon: After months of lockdown on the Greek island of Evia, I finally upgraded my sailboat’s solar power, repaired the teak, fixed the outboard, and patched up the dinghy — all to get ready for the next big adventure. In this video, I take you behind the scenes as I prepare for summer...
Sailing Mexico to California: Couple Disappears on Sailboat – Ep 328 – Lady K Sailing
Lady K Sailing

Sailing Mexico to California: Couple Disappears on Sailboat – Ep 328 – Lady K Sailing

John's channel, Far Reach Voyages is here: @FarReachVoyages John's video for Miliatry vets is here: www.youtube.com/watch?v=fBGEhZWm1I4&t Searchers on Monday and Tuesday said they found no sign of the sailing vessel Ocean Bound, which was sailing from Mexico to San Diego with three ...
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...
Sailing to the Bahamas on a Budget – Ep 327 – Lady K Sailing
Lady K Sailing

Sailing to the Bahamas on a Budget – Ep 327 – Lady K Sailing

The beauty of the Bahamas is explored on a cheap sailboat. How to sail to the Bahamas and which boat to use. How to outfit a sailboat to liveaboard and sail it to the Bahamas from Florida or the Great Lakes to the ocean. I had this dream to quit work and buy a sailboat to head for the Bahamas but I ...
A year that felt like a moment!
Sailing Banana Pancakes

A year that felt like a moment!

The first half of our sailing year! Florida to Grenada!
Always an adventure with this kid! #sailing
Sailing Banana Pancakes

Always an adventure with this kid! #sailing

Easton learning to sail on a Hobie Cat on the island of Grenada.
EASY 40 Foot Sailboats Selling CHEAP – Ep 326 –  Lady K Sailing
Lady K Sailing

EASY 40 Foot Sailboats Selling CHEAP – Ep 326 – Lady K Sailing

Are you looking for a 40 foot sailboat to live aboard? A great couples sailboat or single handed sailboat? This week, we look at cheap and easy to live with 40 footers like Beneteau and Jeanneau and answer questions about sailboats ont he hunt for the best cruising sailboat. Want to help support La...
Are We Really Doing A Reality TV Show? Episode 46
Sailing Banana Pancakes

Are We Really Doing A Reality TV Show? Episode 46

In this episode of Sailing Banana Pancakes, we wrap up our unforgettable time in Martinique, start major sailboat repairs, and head off on an epic sail toward Grenada—complete with a dolphin encounter that blew our minds! After spending weeks sailing through the Caribbean, Martinique gave us a chan...
BEST Bluewater Are NOT What You Think! Ep 325 – Lady K Sailing
Lady K Sailing

BEST Bluewater Are NOT What You Think! Ep 325 – Lady K Sailing

If you’re shopping for a blue water boat, you’ve undoubtedly faced the dilemma, bluewater in some circles means heavy, full keel, tiny cockpit, modest sail plan but you really want more space, more master bedroom, bigger cockpit, swim scoop. Today, we’re going to rip that dilemma open with a bunch o...
BEST Cruising Sailboat for $130,000 – Ep 324 – Lady K Sailing
Lady K Sailing

BEST Cruising Sailboat for $130,000 – Ep 324 – Lady K Sailing

Are you looking for a sailboat to live on? To sail to the Bahamas and Caribbean islands? A family sized boat a cruising couple can handle sailing in the ocean? Today we look at sailboats for sail and how to buy a sailboat for less than $130,000! We look at Catalina, Hunter sailboats, Hylass 44, and ...
The SECRET Cruising Sailboat No One is Looking at Right Now! – Ep 323 – Lady K Sailing
Lady K Sailing

The SECRET Cruising Sailboat No One is Looking at Right Now! – Ep 323 – Lady K Sailing

Do you dream of going cruising on a live aboard sailboat? All the brands like Beneteau, Jeanneau, Catalina, Hunter, and Dufour have models today that will do the job but hey’re very expensive. If only there were an older sailboat with all the features for less of the cost. Something fast, designed b...
ACTION PACKED Van Life in Queenstown, Glenorchy and Milford Sound NEW ZEALAND
Sailing Paradise Falls

ACTION PACKED Van Life in Queenstown, Glenorchy and Milford Sound NEW ZEALAND

ACTION PACKED Van Life in Queenstown, Glenorchy and Milford Sound NEW ZEALAND Join us on our New Zealand South Island road trip as we trade BOAT life for VAN life to explore Queenstown, Glenorchy, and Milford Sound! From adrenaline-pumping activities like zip-lining to serene cruises on Milford Soun...
Rescued At Sea: Boat Adrift in Open Ocean. Episode 43
Sailing Banana Pancakes

Rescued At Sea: Boat Adrift in Open Ocean. Episode 43

From Chaos to Kindness | Sailing from Dominica to Martinique (ft. Engine Trouble, Mahi & a Rescue!) We left Dominica with over 20 knots of wind and immediately broke a cleat holding the Genoa—then the Genoa took out our light. Welcome to offshore sailing! Rough seas, tangled lines, and flying f...
Gone with the Wynns Getting Rid of Their HH Catamaran! – Ep 322 – Lady K Sailing
Lady K Sailing

Gone with the Wynns Getting Rid of Their HH Catamaran! – Ep 322 – Lady K Sailing

I love watching gone with the Wynns! They’re such an amazing couple out there doing the sailing thing to the fullest extend a couple can. Like Delos, they’ve got no boundaries as they sail everywhere in the world they can find water but today, after a long and somewhat disastrous experience with the...
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