Watch Sailing & Boating Adventures Around the World

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 1-24 of 78 results
Classic Ketch Shows Her Class In Borneo – 200 miles in 30+ Knot Winds- S6 Ep 150
Dreamtime Sail

Classic Ketch Shows Her Class In Borneo – 200 miles in 30+ Knot Winds- S6 Ep 150

Our 40 year old ketch revels in 20 to 30+ knots of wind, effortlessly sailing west along the Kalimantan Coast of Borneo, covering 200 miles overnight and showing her class as a world cruiser. If you like sailing channels showing actual sailing, this episode is for you. It’s got nothing but. (WARNIN...
45 GRUELING HOURS OFFSHORE that almost broke us – Ep 260
Sailing Jibsea

45 GRUELING HOURS OFFSHORE that almost broke us – Ep 260

In this episode, we depart Seyðisfjörður, Iceland in late September to begin an offshore sail to the Faroe Islands along a historic North Atlantic route. What started as a routine passage quickly turned into a demanding crossing that tested our endurance and seamanship. We share the realities of off...
Bonaire to Cartagena! Our Caribbean Passage
Sailing Big Lost

Bonaire to Cartagena! Our Caribbean Passage

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After three incredible weeks in Bonaire, it’s time to say goodbye to this beautiful island—famous for its crystal-clear waters and vibrant ...
Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!
Sailing Big Lost

Grenada to Bonaire: Dolphins, Mahi & Midnight Chaos!

We set sail from Grenada to Bonaire on our Vision 444 catamaran for the final leg of our passage west. The trip begins as smooth downwind sailing—perfect conditions, fresh mahi on the grill, dolphins dancing at the bow, and plenty of laughs with our buddy boat. But of course, no sail is complete wi...
Big Seas! Transatlantic Crossing | Ep 261
Distant Shores TV

Big Seas! Transatlantic Crossing | Ep 261

This time on Distant Shores we're in the Cape Verde Islands off the African Coast and setting our sails for the Caribbean over 2000 miles away. There are many other vessels getting ready to cross the Atlantic Ocean and we see some of these on the crossing. Mindelo is a great point of departure ...
MISTAKES Were MADE – SAILING Bora Bora to Fiji [PT. 2]
Harbors Unknown

MISTAKES Were MADE – SAILING Bora Bora to Fiji [PT. 2]

Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! MISTAKES Were MADE - SAILING Bora Bora to Fiji [PT. 2] Mistakes were made on our sail from Bora Bora to Fiji. We pushed the env...
Sailing into SHARK INFESTED WATERS! [Ep140 RED SEAS]
Sailing Red Seas

Sailing into SHARK INFESTED WATERS! [Ep140 RED SEAS]

We are on the final leg of our journey as we sail to the famous South Pass in Fakarava, home to the world class dive site, the Wall of Sharks. We first set our sights on this place months ago and it feels unreal to finally be arriving in this paradise. We are hoping to dive with the 700 sharks that ...
Sailing with the BEST DOWNWIND SAIL [FIRST TIME] on our Seawind 1600 Catamaran
Harbors Unknown

Sailing with the BEST DOWNWIND SAIL [FIRST TIME] on our Seawind 1600 Catamaran

Join us as we embark on an exciting first-time sail with a wing sail on our Seawind 1600 Catamaran, navigating from Taha to Fakarava across challenging currents. Witness the awe-inspiring moment when our new wing sail is unleashed, and feel the adrenaline rush as we push boundaries in our relentless...
“THIS is what we live for!” | Sailing Sitka Ep 106
Sailing Sitka

“THIS is what we live for!” | Sailing Sitka Ep 106

This is what we live for! On this episode of Sailing Sitka, we sail from San Jaunico to Isla Coronados which turns out to be a glorious down wind sail. Our 1976 Cheoylee Offshore 41 sailboat LOVES sailing wing on wing and we are reminded exactly why we do this crazy life in the first place! We hope ...
THE FINAL DAYS OF OUR ATLANTIC CROSSING FROM EUROPE TO CARIBBEAN (Part 9) – Ep 177
Sailing Jibsea

THE FINAL DAYS OF OUR ATLANTIC CROSSING FROM EUROPE TO CARIBBEAN (Part 9) – Ep 177

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on the final of our transatlantic. We are experiencing the last of our fresh food onboard...
MAKING OUR NEVER ENDING SAIL SMOOTHER & MORE COMFORTABLE during ATLANTIC CROSSING (Part 8) – Ep 176
Sailing Jibsea

MAKING OUR NEVER ENDING SAIL SMOOTHER & MORE COMFORTABLE during ATLANTIC CROSSING (Part 8) – Ep 176

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on days 20-22f our transatlantic. We encounter a day with no winds meaning and we take th...
19 DAYS IN to ATLANTIC CROSSING but HEADING BACK  (Part 7) – Ep 175
Sailing Jibsea

19 DAYS IN to ATLANTIC CROSSING but HEADING BACK (Part 7) – Ep 175

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on days 18 and 19 of our transatlantic. We discuss how much fresh produce remains on boa...
AVOIDING SAILBOAT COLLISION DURING ATLANTIC CROSSING (Part 6) – Ep 174
Sailing Jibsea

AVOIDING SAILBOAT COLLISION DURING ATLANTIC CROSSING (Part 6) – Ep 174

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on days 16 and 17 of our offshore voyage. We encounter big waves, big swell and encounter ...
BIG WAVES, SQUALLS & Sleep Depived During ATLANTIC CROSSING (Part 5) – Ep 173
Sailing Jibsea

BIG WAVES, SQUALLS & Sleep Depived During ATLANTIC CROSSING (Part 5) – Ep 173

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're on day 15 of our transatlantic where we encounter squalls, big waves and big swell. The sail is getting demanding! ATLANTIC CROSSING SERIES W...
SAILOR GIRL’S POOR TIMING DURING ATLANTIC CROSSING (Part 4)  – Ep 172
Sailing Jibsea

SAILOR GIRL’S POOR TIMING DURING ATLANTIC CROSSING (Part 4) – Ep 172

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're on days 12-13 of our transatlantic where we've been awaiting stronger winds, which of course, come at the wrong time! Our galley chef whip...
TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171
Sailing Jibsea

TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're approaching Cape Verde in days 7-11 of our transatlantic. The days are getting longer and hotter and as the swell climbs, the winds die, makin...
IMMEDIATE REPAIRS NEEDED DURING ATLANTIC CROSSING (Part 2) – Ep 170
Sailing Jibsea

IMMEDIATE REPAIRS NEEDED DURING ATLANTIC CROSSING (Part 2) – Ep 170

Join us on our Hunter sailboat as we continue our voyage across the Atlantic Ocean sailing from Europe to the tropics of the Caribbean. Our sailboat shows she’s fully bluewater capable as we cross the Atlantic ocean for the second time short-handed, just the two of us. We conduct immediate repairs b...
EVERYTHING’S BREAKING at the START of an ATLANTIC CROSSING – Ep 169
Sailing Jibsea

EVERYTHING’S BREAKING at the START of an ATLANTIC CROSSING – Ep 169

Join us on our Hunter sailboat as we embark on a memorable transatlantic from Las Palmas, Gran Canaria to the tropics of the Caribbean. Our production sailboat shows she’s fully bluewater capable as we cross the Atlantic ocean for the second time short-handed, just the two of us. We hoist our new as...
Cracking the Code | Code Zero Sailing – Three Ways
The Sailing Adventures of Brilliant II

Cracking the Code | Code Zero Sailing – Three Ways

In case you hadn’t noticed 🤪 we L❤️VE our big red balloon 🎈 To say Code 0’s have revolutionised the way we sail would be an understatement ⛵️ No more wineglass wraps, sock-wrangling or wrestling a gigantic spinnaker down to the deck (if you know, you know). This video is more or less our tribut...
Full Sail Ahead! Snapshots of Boat Life
The Sailing Adventures of Brilliant II

Full Sail Ahead! Snapshots of Boat Life

Welcome to the southbound leg of our Australian La Niña Summer Sailing series. This video is also a 36-hour snapshot of some of the best bits of boat life and cruising in Queensland. It includes: 🥾 How we keep fit while cruising (or in this case, how we almost wipe out two-thirds of the crew on ...
Another Fried Alternator AGAIN after one month! – Adventures of Two Afloat Sailing
Adventures of Two Afloat

Another Fried Alternator AGAIN after one month! – Adventures of Two Afloat Sailing

In a stroke of both unfortunate and fun sailing events, our alternator pooped out on us just one month after its installation. What the heck!?!?! Thankfully we had our former "burned out" one rebuilt when back in California and onboard. But why again? And so soon? A few days later,...
Cruisers ALWAYS find A WAY to make it WORK – Ep 143
Sailing Jibsea

Cruisers ALWAYS find A WAY to make it WORK – Ep 143

We sail from the Ria de Vigo in Galicia, Spain and catch a downwind breeze along the coast of Portugal before arriving at world UNESCO Heritage Site, Porto, Portugal. We toured the historic cultural city, touring the douro river and enjoy a port wine tasting. We get locked out from our dinghy and ...
CASUALTIES Sailing into SUNSHINE.  – Ep 142
Sailing Jibsea

CASUALTIES Sailing into SUNSHINE. – Ep 142

We're continuing to sail down the Costa de morte, otherwise known as the Coast of Death along Galicia Spain. We encounter big rolling seas while sailing downwind wing on wing before broaching and causing some damage to our brand new sails. Travis takes out a piece of shiny new piece of equipme...
Sailing the BVIs with NEW CREW!☀️ | SAILING THE CARIBBEAN
Holly and Ray

Sailing the BVIs with NEW CREW!☀️ | SAILING THE CARIBBEAN

Join us this week while we sail from the USVI to the BVI! We pick up a couple of friends and explore the famous Willy T (a Floating pirate ship bar), Virgin Gorda, Saba Rock, and Anegada! Along the way, we rent a couple of non-traditional vehicles (safari trucks and a moke… which may or may not have...
WeBoating
Logo
Shopping cart