Watch Sailing & Boating Adventures Around the World – Page 2 of 11

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 25-48 of 242 results
We Sailed to the World’s Largest Prison Island
Slim & Soph - Sailing Nakama

We Sailed to the World’s Largest Prison Island

Slim and Soph depart Hobart aboard their 34-ft sailboat Nakama, completing an eight-and-a-half-hour passage across Storm Bay and around Cape Raoul to anchor in Ladies Bay at Port Arthur, Tasmania.
We’ve Got to Get Out of Here! Bad Weather & Worse Anchorages in Fiji
Holly and Ray

We’ve Got to Get Out of Here! Bad Weather & Worse Anchorages in Fiji

Facing sudden 22-knot wind shifts and dragging boats in Fiji, Holly and Ray test their custom Sereno anchor alarm before departing for Vanuatu.
We Left the Boat Behind… Was This View Worth It? – The Lazy Geckos Ep. 367
Lazy Gecko Sailing & Adventures

We Left the Boat Behind… Was This View Worth It? – The Lazy Geckos Ep. 367

The Lazy Gecko crew ties off SV Calypso to escape Atlantic autumn gales, taking to a van with Graham and Bryn to explore the Hudson Valley, Mystic, and Mount Washington.
We Visited a ZOO Built Around VOLCANO RUINS! Martinique E402
Wildly Intrepid Sailing

We Visited a ZOO Built Around VOLCANO RUINS! Martinique E402

A ZOO built among the ruins of a devastating volcanic eruption?! Welcome to one of the most unique family adventures we've experienced while sailing the Caribbean! This week, we explore Zoo de Martinique – Habitation Latouche, near Saint-Pierre, a beautiful tropical zoo and botanical garden bu...
100,000km of coastline…We Decided Where We’re Headed! – Ep 289
Sailing Jibsea

100,000km of coastline…We Decided Where We’re Headed! – Ep 289

Steph and Tyler Sexsmith navigate into Kristiansund to explore its historic cod heritage before setting a wing-on-wing sail configuration with a staysail on their passage north toward the Lofoten Islands.
We’ve never seen anything like this! | Life aboard our sailboat
A Life Awry Sailing

We’ve never seen anything like this! | Life aboard our sailboat

Aboard their 1980 Swanson 38 Awry, Kieran and Leeann Raftery depart Brisbane for Tasmania with their two young children, weathering a violent 45-knot marina hailstorm and a sudden bilge alarm in Moreton Bay.
I’m Sailing Around the World Without Stopping
Sailing With Phoenix | Oliver

I’m Sailing Around the World Without Stopping

Oliver embarks from Port Townsend aboard Pacific Seacraft 40 Phoenix do Mar on a 30,000-mile solo non-stop circumnavigation, tackling heavy Pacific swells and 30-knot winds in Week 1.
Sir Robin Knox-Johnston #2 // Talking Sailing With the OG Himself
59° North Sailing

Sir Robin Knox-Johnston #2 // Talking Sailing With the OG Himself

59° North visits Gosport to interview Sir Robin Knox-Johnston at Clipper HQ, exploring Suhaili's historic cabin, merchant seamanship, and Golden Globe stories.
SHE FOUND HER CALLING!
Sailing Red Seas

SHE FOUND HER CALLING!

Iain and Brioni Cameron of Sailing Red Seas navigate their Leopard 47 catamaran Indioko on an overnight passage from Totoya to Kadavu, Fiji, freediving with giant pelagic manta rays in the Great Astrolabe Reef.
Our Longest Night of the Atlantic Crossing | S6 E05
Sailing with six

Our Longest Night of the Atlantic Crossing | S6 E05

Dan and Kika navigate their family cruising catamaran through relentless mid-Atlantic squalls, 38-knot gales, and high-stakes night watches between Cape Verde and Grenada in the Caribbean.
Shipwrecks, Volcano Ruins & a HUGE Family Surprise! | Martinique E401
Wildly Intrepid Sailing

Shipwrecks, Volcano Ruins & a HUGE Family Surprise! | Martinique E401

We’re exploring St. Pierre, Martinique, a Caribbean town with an incredible—and tragic—history. Once known as the “Paris of the Caribbean,” St. Pierre was devastated by the eruption of Mount Pelée in 1902. We wander through the ruins left behind, explore the remains of the old theatre, and visit t...
San Diego to Cabo by Sailboat: Every Dollar We Spent
Sailing Into the Mystic

San Diego to Cabo by Sailboat: Every Dollar We Spent

Jess and Tim aboard SV Into the Mystic document every dollar spent sailing from San Diego to Cabo San Lucas, detailing Mexican permits, diesel fuel, and anchorages.
Dominica Didn’t Let Us Leave Easily… E400
Wildly Intrepid Sailing

Dominica Didn’t Let Us Leave Easily… E400

Our time in Dominica comes to a pretty rough ending! We grab a mooring in Roseau and head ashore to explore downtown, only to realize we’ve LOST our cellphone as we head back home. 😩 Not exactly how we planned to spend our last days on one of our favorite Caribbean islands! Back at the boat, thing...
Our Review of Outboard Engines on our 1160 Seawind Lite – Yamaha 25hP High Thrust
Sailing Sea Moon

Our Review of Outboard Engines on our 1160 Seawind Lite – Yamaha 25hP High Thrust

Scott of Sailing Sea Moon evaluates twin Yamaha 25HP High Thrust outboard engines on the Seawind 1160 Lite catamaran SV Sea Moon, analyzing fuel economy, offshore thrust, maneuvering, and blue water reliability.
We Finally Stopped Rushing… Life Aboard Got Quiet
Sailing Big Lost

We Finally Stopped Rushing… Life Aboard Got Quiet

Aboard Sailing Big Lost, the family slows down in Tahiti, crosses 20 nautical miles to Moorea, calibrates their anchor chain, and troubleshoots their Schenker watermaker.
WORTH NO SLEEP? Dominica’s hidden gem E399
Wildly Intrepid Sailing

WORTH NO SLEEP? Dominica’s hidden gem E399

Sometimes the best cruising stops are the ones you never planned! ⛵🌴 We sail out of Portsmouth, Dominica, hoping to make a quick hop around the coast and drop anchor just around the corner. But our anchoring plans don’t exactly go as expected… That little failure leads us to Coulibistrie, an unexp...
How I overcame my fear of night sailing
Sailing Sea Moon

How I overcame my fear of night sailing

Night sailing used to absolutely terrify me. Now, sitting alone on watch at 3am while Scotty sleeps below, it has become one of my favourite parts of passage making. In this Coffee with Sandy, I’m recording from Sea Moon while we sail overnight from Dubrovnik, Croatia towards Corfu, Greece. We’re 2...
We Got LOST in the Pirates of the Caribbean Indian River! E398
Wildly Intrepid Sailing

We Got LOST in the Pirates of the Caribbean Indian River! E398

We set out to explore Dominica’s famous Indian River… but somehow managed to lose the trail! What followed turned into one of those adventures that makes Dominica so incredible. We wandered through thick jungle, crossed the river and found ourselves surrounded by huge twisted roots that looked str...
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...
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...
Our 4-Year-Old Started DIVING in the Caribbean! E395
Wildly Intrepid Sailing

Our 4-Year-Old Started DIVING in the Caribbean! E395

Our 4-year-old Coral is taking her underwater adventures to a whole new level! 🤿🌊 We explore the incredible Réserve Cousteau in Guadeloupe, where the water is crystal clear, the reef is full of life, and Coral starts diving below the surface all on her own. Watching her confidence grow underwater a...
“Pour Yourself a Glass of Wine…”  7 to 33 Knots E394
Wildly Intrepid Sailing

“Pour Yourself a Glass of Wine…” 7 to 33 Knots E394

One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393
Wildly Intrepid Sailing

We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393

Anse Leroux, Guadeloupe is perfect, with crystal-clear water, a close by beach and fantastic snorkeling just a short ride from the boat. From there, we take a long dinghy ride to the colorful village of Deshaies, where we wander the charming streets and discover an amazing local bakery serving deli...
Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392
Wildly Intrepid Sailing

Goodbye Saba… A 3-Day Caribbean Sailing Adventure to Guadeloupe E392

Leaving Saba was one of the hardest departures yet. It quickly became one of our favorite islands in the Caribbean, but the weather had other plans. With stronger winds on the way, it was time to keep heading south. Our original plan was to spend a few days exploring St. Kitts and Nevis, but the an...
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