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 42 results
Our worst nightmare happened and we weren’t as prepared as we thought.
Holly and Ray

Our worst nightmare happened and we weren’t as prepared as we thought.

Between the two of us, we’ve been sailing for a long time. We know the theory. We know where every piece of distress equipment on this boat is. We don’t skimp on insurance policies. But when an emergency actually happened, none of that seemed to matter. What we had was a pounding heart, a serious ...
I Should Be With Her: A Medical Emergency Sailing Fiji
Holly and Ray

I Should Be With Her: A Medical Emergency Sailing Fiji

What starts as a perfect day in paradise quickly turns into every cruiser's worst nightmare. We make a short hop to a beautiful mooring in Fiji, explore the local fresh market, and settle in to enjoy the sunset. Then Holly suffers a medical emergency that changes everything. With the local ho...
This sailing technique saved my butt (Why does nobody teach this?)
Sailing Zingaro

This sailing technique saved my butt (Why does nobody teach this?)

1,800 miles from the nearest road, my autopilot exploded into pieces on my lap. Three and a half days into an 18-day crossing from Ecuador to Easter Island, on a light catamaran with small rudders and no displacement, the wheel pilot's ring snapped, the belt cut itself in four places, and the b...
ATTACKED AT ANCHOR IN REMOTE BRAZIL –  Sailing Ilha dos Lençois
The Cruising Kiwis

ATTACKED AT ANCHOR IN REMOTE BRAZIL – Sailing Ilha dos Lençois

ATTACKED AT ANCHOR IN REMOTE BRAZIL - Sailing Ilha dos Lençois Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] ...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Sailing Sitka

Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179

Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitka—in the middle of an active criminal investigat...
Spearfishing, SHALLOW Cuts & BULL SHARK Encounter – SAILING the Jumentos Cays! Ep-182
Leading the Escapade

Spearfishing, SHALLOW Cuts & BULL SHARK Encounter – SAILING the Jumentos Cays! Ep-182

Go to or use code LEADING at checkout to get 4 extra months of Surfshark VPN! We're sailing deep in the remote southern Bahamas — starting off with a dive and spearfishing session at Jamaica Cay in the Jumentos Cays. Then it's time to move north to Flamingo Cay… but not without a little ...
Living Afloat in Japan’s Rainy Season  #BoatLife #NeverTooLate #SailingJapan
Japan Solo

Living Afloat in Japan’s Rainy Season #BoatLife #NeverTooLate #SailingJapan

Rainy season has arrived in Japan, and that means humid days, provisioning missions, and rowing a few hundred meters to shore. Life on a boat, currently in the middles of remote Bay, isn’t glamorous, but it’s rich in rhythm, reflection, and a good work out going ashore for groceries. It’s never t...
THE most REMOTE Sailing in the Pacific Ocean – Off Grid Living for ONE MONTH [Ep. 185]
Sailing Sweet Ruca

THE most REMOTE Sailing in the Pacific Ocean – Off Grid Living for ONE MONTH [Ep. 185]

We hit speeds of up to 12 knots, battle isolation, and embrace the beauty and challenges of true remote sailing. 🌴⛵ From wild ocean passages to anchoring in untouched paradise, this is the sailing adventure you've been waiting for. Don’t miss the epic journey, breathtaking drone shots, and rea...
Paradise Isn’t Perfect😩 Sailing French Polynesia
Holly and Ray

Paradise Isn’t Perfect😩 Sailing French Polynesia

Our adventure in French Polynesia takes an unexpected turn when we discover severe damage to our sail drive shaft during what we thought would be a quick and simple seal change. 😩 It took two trips to the USA and thousands of dollars to get the parts we needed and make the repair— a consequence of s...
BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️
Holly and Ray

BOAT LIFE: Incredible Snorkeling, Beautiful Views, and Fishing With Friends🏝️

In this episode of Boat Life, Holly and Ray invite viewers to join them on an unforgettable adventure. Discover breathtaking snorkeling experiences, picturesque views, and a thrilling day of deep-sea fishing in one of the world's most secluded destinations: the South Pacific Islands!
The Gulf of California Awaits! Sailing In Mexico
Sailing Sea Dream of Clyde

The Gulf of California Awaits! Sailing In Mexico

After over 2000 miles of sailing down the exposed coast of North America, our journey continues as we sail into the tranquil waters of the Gulf of California, slowly leaving behind the mighty Pacific Ocean and it's constant rolling swell. Leaving behind the seaside mansions at La Pamilla, we ar...
2000 Miles To CABO SAN LUCAS Complete! |  PNW To The Gulf Of California, Mexico
Sailing Sea Dream of Clyde

2000 Miles To CABO SAN LUCAS Complete! | PNW To The Gulf Of California, Mexico

Welcome back to Sailing Sea Dream of Clyde! Pardon the slip to every second week for our videos instead of weekly. We’re off the boat and back to work in the PNW, so less time for editing! In this one, we continue our trip down the coast to Cabo San Lucas. Some 100 miles north of the cape, we enco...
THE BEST REMOTE SAILING DESTINATION!!
The Cruising Kiwis

THE BEST REMOTE SAILING DESTINATION!!

THE BEST REMOTE SAILING DESTINATION We are sailing our live aboard catamaran, through the Maldive islands. I sound like a broken record when I say here is yet another stunning anchorage, remote and isolated with an uninhabited island to explore. There are no amenities, just a shipwreck, spacious c...
Off-Grid SAILING Life On The BAJA West Coast | The Home Stretch to Cabo San Lucas
Sailing Sea Dream of Clyde

Off-Grid SAILING Life On The BAJA West Coast | The Home Stretch to Cabo San Lucas

Having enjoyed three consecutive day hops, we depart on our first overnighter for a while. With a light forecast in store, we keep our expectations lows, but are treated to some overall nice sailing, with lots of wildlife and sunny weather. We spend Trevor's birthday at the lovely Bahia Santa M...
BAJA Mexico SAILING | Shipwrecks, Sea Lions, & Turtle Bay
Sailing Sea Dream of Clyde

BAJA Mexico SAILING | Shipwrecks, Sea Lions, & Turtle Bay

Ah, that never-ending Pacific Ocean swell smashing into desolate coast lines with hardly any other boats in sight while sea lions rampage around your hull; This is what sailing to the Gulf of California is all about! This episode was extra fun to put together as it allowed us to relive one of our ...
Sailing UNCHARTED Waters In MEXICO | The Epic Baja West Coast!
Sailing Sea Dream of Clyde

Sailing UNCHARTED Waters In MEXICO | The Epic Baja West Coast!

We are really excited to share this one. It’s full of awesome sailing action, amazing wildlife, and epic views as we sail to some very remote parts of the Baja West Coast. In this one, we pick up where left off on our journey from Ensenada to San Quintin (Bahia Santa Maria). After a great sail, we s...
Honeymoon Bay hot showers sailing – Ep 173
The Cruising Kiwis

Honeymoon Bay hot showers sailing – Ep 173

Honeymoon Bay hot showers sailing - Ep 173 This Kiwi sailing family have sailed their sailing catamaran into Honeymoon Bay to anchor beside the remote Honeymoon Bay campsite. We couldn't wait to get ashore to try the camp's showers and their novel way of heating the water. After sufferin...
What happens when you motor too much in a sailing boat? Ep 165
The Cruising Kiwis

What happens when you motor too much in a sailing boat? Ep 165

What happens when you motor too much in a sailing boat? Ep 165 We love sailing. However, our recent activities supporting solo kayaker Bonnie Hancock through the remote, croc infested Kimberley region of Western Australia saw us complete more motoring in 15 days then we have done in the past 18 mon...
Stranger Things Sailing Indian Ocean with Covid, UFOs and World Record-Sailing Kimberley Pt 3 Ep 163
The Cruising Kiwis

Stranger Things Sailing Indian Ocean with Covid, UFOs and World Record-Sailing Kimberley Pt 3 Ep 163

Stranger Things Sailing Indian Ocean with Covid, UFOs and World Record-Sailing Kimberley Pt 3 Ep 163 Being a sailing family we have had the honour to meet many interesting people on our voyage around the pacific but none have been quite as inspiring as kayak world record holder Bonnie Hancock and t...
DISASTER Having to cut away the anchor – Sailing Kimberley pt 2 Ep 162
The Cruising Kiwis

DISASTER Having to cut away the anchor – Sailing Kimberley pt 2 Ep 162

DISASTER Having to cut away the anchor - Kimberley sailing pt 2 Ep 162 We are no longer just sailing with teenagers. World record breaking kayaker Bonnie Hancock and her crew – Mike and Ben – have joined us in sailing the Indian Ocean through Australia’s most remote and dangerous region: The Kimbe...
National Day: The Biggest Party in the Faroe Islands S6 Ep 12 – DrakeParagon Sailing
DrakeParagon

National Day: The Biggest Party in the Faroe Islands S6 Ep 12 – DrakeParagon Sailing

We've met some wonderful people in Vestmanna and had some fantastic adventures, but now it's time to move on. And what better place to be than the capital during a national holiday!? Ólavsøka, called St. Olav's Day or just National Day, is a holiday in the Faroe Islands to commemorat...
Remote sail to Bahia Honda Ep 83
Sailing Gargoyle

Remote sail to Bahia Honda Ep 83

We sail from Isla Santa Catalina to the remote Bahia Honda, home to some of the friendliest people we have met yet. Famed locals Domingo and Kennedy stop by to trade, and we meet local carver and fisher Ishmael. In this episode we meet people were barter and trade is a way of life as they are far of...
A Spectacular Voyage To the Vestmanna Cliffs S6 Ep 11 – DrakeParagon Sailing
DrakeParagon

A Spectacular Voyage To the Vestmanna Cliffs S6 Ep 11 – DrakeParagon Sailing

This is something they don't show you with the tour boats. The west side of Faroe erupts out of the sea with cliffs that soar vertically for thousands of feet. It's a refuge and breeding ground for millions of birds each year, and has some of the most stunning scenery. It also has some am...
The Oldest Sailboat in the Faroe Islands S6 Ep 10 – DrakeParagon Sailing
DrakeParagon

The Oldest Sailboat in the Faroe Islands S6 Ep 10 – DrakeParagon Sailing

One thing people in the Faroe Islands take seriously is rowing. A tradition that originates with the Vikings, we get a chance to see some fantastic young athletes compete in boats that haven't changed in hundreds of years. Then we're off with a new friend to check out some of the oldest ...
WeBoating
Logo
Shopping cart