Watch Sailing & Boating Adventures Around the World – Page 2 of 127

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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After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321
Sailing Sunday

After 7 Years, I’m Delivering Our Sailboat to Its New Owners | Sailing Sunday Vlog 321

After seven years and over 65,000 nautical miles, I’m sailing from Florida to Texas to deliver our sailboat Sunday to her new owners… and when we arrive, I’ll step off the boat we called home for the very last time! But first, we’ve got four days to cross the Gulf stream again, dodging cargo ships, ...
What is it REALLY like living full-time on a boat with kids?
A Life Awry Sailing

What is it REALLY like living full-time on a boat with kids?

What is it REALLY like living full-time on a boat with kids? From the outside, boat life can look pretty idyllic — waking up in beautiful places, swimming off the boat, exploring islands and having adventures as a family. But the reality is… it’s not always that simple. Living on a 38-foot sailbo...
Broken Engine, Big Waves Episode 8
Sailing Banana Pancakes

Broken Engine, Big Waves Episode 8

We thought our biggest problem was a broken dinghy… until one of our engines refused to start and a massive wave came crashing through the front door of our boat. After six hours troubleshooting the engine in the Florida heat, Steve finally got us moving again. But our first real day sailing north ...
We Explored the Most Famous Deserted Island in the World
Sailing Machete

We Explored the Most Famous Deserted Island in the World

Family sailing vlog about exploring deserted islands. 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 Ti...
We Almost Left Tahiti… I’m Glad We Stayed
Sailing Big Lost

We Almost Left Tahiti… I’m Glad We Stayed

We were almost ready to leave Tahiti when our friends on SV Palarran pulled into the anchorage—and suddenly, we had a very good reason to stay. Cruising friendships are unpredictable. You never really know when your paths will cross again, so when the kids’ friends showed up, we changed our plans a...
ROUGH Sail to Dominica But it’s WORTH IT E397
Wildly Intrepid Sailing

ROUGH Sail to Dominica But it’s WORTH IT E397

We say goodbye to Guadeloupe and set sail for Dominica, but it definitely isn't the smooth Caribbean sail we were hoping for! The day starts with a bad feeling in my gut before we head out into a rough, lumpy sea for the crossing to Dominica. 🌧️⛵ It isn't our most comfortable passage, but...
Rain, Chaos & A Puppy Surgery!? | EP147 HD 1080P
Motherload sailing

Rain, Chaos & A Puppy Surgery!? | EP147 HD 1080P

The rain just keeps coming… 🌧️ This week aboard Motherload, the skies are gray, the rain is relentless, and somehow we’re finding ways to turn the chaos into an adventure. Between going a little stir-crazy in the rain, hanging out with friends, creating our own fun, and trying to make the most of cl...
Booties, Beaches, Boobies & Buggies! WELCOME to BRAZIL!! Ep 455
Sailing Nandji – Frothlyfe

Booties, Beaches, Boobies & Buggies! WELCOME to BRAZIL!! Ep 455

Use the discount code: SAILINGNANDJI to get 5% off on eSIMs and 10% off on Holafly Plans (for the first 12 months) 👉 Happy Travelling Being an island a couple of hundred miles off the coast, and our very first taste of Brazil, we really had no idea what to expect. Saint Helena had been pretty ch...
More Than Just a Rock in the Middle of the Atlantic | S6 E02
Sailing with six

More Than Just a Rock in the Middle of the Atlantic | S6 E02

📨 Join our newsletter: After 11 days at sea, St Helena felt like the perfect place to stop, reset and catch our breath. But this tiny island in the middle of the South Atlantic turned out to be far more than just a convenient stopover. We explored Jamestown, tackled Jacob’s Ladder far too many tim...
one of the most remote islands on the planet
Sailing Catalpa

one of the most remote islands on the planet

This episode we arrive at one of the most isolated places on the planet and the only way to get here is by boat. we show you around and you can see for yourself why sailors call this place paradise. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To support our conte...
ROUGH seas BROKEN eggs DAMAGED boat
The Cruising Kiwis

ROUGH seas BROKEN eggs DAMAGED boat

ROUGH seas BROKEN eggs DAMAGED boat There's no use crying over broken eggs while rough seas batter our damaged catamaran as we continue sailing south through the Caribbean Sea towards Trinidad. Until now, we've been able to take our time, pausing to enjoy the islands, wildlife and most im...
We Made an Offer on This HUGE Catamaran | Sailing Sunday Vlog 320
Sailing Sunday

We Made an Offer on This HUGE Catamaran | Sailing Sunday Vlog 320

We just sailed four days to reach this huge catamaran in search of our new floating home! We had previously put an offer in to buy this boat, sight unseen and only now are we discovering what we may have agreed to buy… Once the survey is complete, we continue our journey delivering our old boat wit...
This is what happens when you live on a boat
A Life Awry Sailing

This is what happens when you live on a boat

We’re back at Middle Percy Island! 🌴⛵ After a pretty disastrous start to our stay — blocked toilets, hungry kids, a BBQ fire, burnt dinner and a very rolly anchorage — things finally started looking up! We explored this remote little slice of Queensland, visited the working homestead, met the anim...
Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7
Sailing Banana Pancakes

Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7

Our dinghy died miles from our sailboat as darkness closed in and a massive lightning storm rolled toward us. Then our hair began standing straight up—the terrifying warning that lightning could strike at any moment. What was supposed to be a simple family sailing trip from Miami to Key Largo for k...
THIS Changes Everything! GRANDPARENTS Come Aboard!
Sailing Machete

THIS Changes Everything! GRANDPARENTS Come Aboard!

Come with us to explore FIJI by sailboat. This week Daniel's parents come to visit. We see some of the most beautiful anchorages and resorts in Fiji! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #youtubekids #sailingaroundtheworld #outdoors #bucketlist #fiji...
We Wanted a Different Life… This Is Where It Took Us
Sailing Big Lost

We Wanted a Different Life… This Is Where It Took Us

We left Idaho looking for a different life. We had no idea that decision would eventually take our family across the Caribbean, through the Panama Canal, across the Pacific Ocean and all the way to French Polynesia. This week, the weather kept us sitting still in Tahiti—and for once, that gave us a...
That’s the REALITY of LIFE OFFSHORE. Sometimes IT SUCKS! | Sailing St Helena to BRAZIL!! Ep 454
Sailing Nandji – Frothlyfe

That’s the REALITY of LIFE OFFSHORE. Sometimes IT SUCKS! | Sailing St Helena to BRAZIL!! Ep 454

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here 👉 🫡 Life at sea is always about finding a balance. The balance between survival and enjoyment. Between speed and comfort. Between pushing the boat forward and knowing when to simply slow things down. It i...
Hidden Hot Springs & Sailing life of a family in Guadeloupe E396
Wildly Intrepid Sailing

Hidden Hot Springs & Sailing life of a family in Guadeloupe E396

Sailing Guadeloupe with the family ⛵ Another beautiful stretch of Caribbean cruising! We start out anchored in Malendure, where it’s time to tackle one of the less glamorous parts of boat life — the grocery run! With the boat stocked up, we jump into the clear Caribbean water for another incredible...
Leaving Africa Behind | 11 Days Across the Atlantic | S6 E01
Sailing with six

Leaving Africa Behind | 11 Days Across the Atlantic | S6 E01

Season 6 starts here! 🌊⛵ After an incredible season in South Africa, it’s time to point Happy Days west and head out into the South Atlantic. Our next stop: the tiny, remote island of St Helena — 1,650 nautical miles and 11 days at sea. And this passage gives us a little bit of everything… a foggy ...
29 days sailing Panama to French Polynesia the whole passage
Sailing Catalpa

29 days sailing Panama to French Polynesia the whole passage

This is our whole pacific crossing in one video it's a long one so get comfy and join us as we sail across the biggest ocean on earth. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Discount code CATALPAM...
The ONLY CARIBBEAN ISLAND that still eats this!?
The Cruising Kiwis

The ONLY CARIBBEAN ISLAND that still eats this!?

The ONLY CARIBBEAN ISLAND that still eats this!? We sailed our damaged catamaran to the beautiful Grenadine island of Bequia, where we're waiting for a weather to continue island hopping to Trinidad for boat work. While enjoying some island time, Rob continues his passion, to eat like a local...
SAN BLAS Panama — The Reefs That Sink Boats Here | SSL779
Captain Rick Moore

SAN BLAS Panama — The Reefs That Sink Boats Here | SSL779

The San Blas Islands are one of the most beautiful places we have ever sailed. They are also one of the most technically demanding. Over 100 kilometres of coral reef protects this archipelago — and that same reef has ended a lot of sailing dreams. After 28 hours of open Caribbean, we arrived in Gun...
6 years of sailing…we should have done this sooner!
A Life Awry Sailing

6 years of sailing…we should have done this sooner!

After six years of sailing our 38ft sailboat, it was finally time for me to learn how to take control of her myself. When we bought AWRY, Kieran and I always planned to learn together. But a year later we started our family, and without really deciding it, we naturally fell into our roles — Kieran ...
First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6
Sailing Banana Pancakes

First Sail. First Fish | Our First Sail On Our Sailboat & Kamden Caught Dinner! Episode 6

We’re finally setting sail on our new floating home—and our very first fish aboard is a beautiful mahi-mahi! 🎣⛵️ After six exhausting days of moving aboard, organizing, provisioning, and preparing our Leopard 50 catamaran, it’s finally time to leave the dock and begin our next chapter as a full-tim...
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