Watch Sailing & Boating Adventures Around the World – Page 19 of 112

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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The End of an Incredible Chapter | Sailing Sitka Ep 181
Sailing Sitka

The End of an Incredible Chapter | Sailing Sitka Ep 181

And just like that, Kenna and Jay reach their final stop in the San Blas, savoring every last drop of paradise. Between lazy island days and exploring a beachside shipwreck on a neighboring isle, they make the most of their tropical farewell. With the season’s end in sight, they ready the boat for o...
Exploring the ONLY Tropical Fjord in the World… by Sailboat — Sailing Yabá 279
Sailing Yabá

Exploring the ONLY Tropical Fjord in the World… by Sailboat — Sailing Yabá 279

Episode 279 | Sailing to the only tropical fjord in the world: Saco do Mamanguá. But we not only sail there. We went from climbing mountain tops to exploring the mangroves and finding the calmest anchorages. It's safe to say it's been our favorite place so far. 🐙 GET YOUR UV TOP! → ⛵ *...
Hidden Dangers – Not What You’d Expect | S4 E26
Sailing with six

Hidden Dangers – Not What You’d Expect | S4 E26

From above, this anchorage looked like pure paradise — turquoise water, lush green shores, glassy waves. But not all dangers are on the horizon. Some are hidden… and not what you’d expect. In this episode, we repair a snapped surfboard with whatever we can find, head ashore for provisions, explore ...
Catamaran haul out in remote Papua.(ep 300)
Sailing Learning By Doing

Catamaran haul out in remote Papua.(ep 300)

Boat yards scare the hell out of me, I'll be honest. It's never a nice time when that moment comes when you need to haul out and get some hull work done. Very necessery though and it had been 18 months since the last one. We have some big sailing miles coming up in the coming months so now...
Sailing Maine’s Stunning Coast & Islands!
BoatFools Sailing

Sailing Maine’s Stunning Coast & Islands!

#boatfoolssailing #SailingMaine #Gunkholing #sailinglife #Morgan382 #CruisingSailboat #coastalcruising 5 Days Gunkholing The Maine Coast! 5 Sailboats, 85 NM, and the Sturgeon Moon! Join Green Mountain Josh and me as we take our Morgan 382 on an unforgettable 4-night, 5-day gunkholing cruise from...
Navigating LEAKS + SQUALLS Sailing New Zealand to Australia
Harbors Unknown

Navigating LEAKS + SQUALLS Sailing New Zealand to Australia

​​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! Navigating LEAKS + SQUALLS Sailing New Zealand to Australia Sailing from New Zealand to Australia across the Tasman Sea is ne...
Sailing The Bahamas – Threading the Needle Through Shallow Coral Reefs! Ep-186
Leading the Escapade

Sailing The Bahamas – Threading the Needle Through Shallow Coral Reefs! Ep-186

We set sail on an overnight passage from the Exumas to the Abacos, navigating shallow Bahamian waters and dodging coral heads along the way. Our goal? Reach the narrow channel between the islands before sunset. After arriving, we're greeted by a few forecasted storms in the Abacos—just as we’re...
Sailing Into a Storm | Greek Island Adventure to Skyros
Dylan Magaster

Sailing Into a Storm | Greek Island Adventure to Skyros

🌊 Support the Journey: We set sail from a quiet bay on the island of Proso, heading toward Skyros — a place of tiny horses, lobsters, and ancient legend. What began as a calm journey quickly turned into a tense wait-out as a lightning-laden storm rolled in. On a sailboat, thunderstorms aren’t just...
How SAILBOAT Brands Got Their Names – Ep 342 – Lady K Sailing
Lady K Sailing

How SAILBOAT Brands Got Their Names – Ep 342 – Lady K Sailing

Lady K For Sale: Apply to film boat tours: Ever wonder how Beneteau got the name Beneteau? Or Hunter? Catalina? Pearson? This week, we look at how each major boat manufacturer was named and discuss what each manufacturer is known for! Everything sailboats. Want to help support Lady K Sailing? C...
Sailing into the Storm & Crossing the Tropic of Capricorn — Sailing Yabá 278
Sailing Yabá

Sailing into the Storm & Crossing the Tropic of Capricorn — Sailing Yabá 278

Episode 278 | Sailing from Ilhabela to Ubatuba to run away from a cyclone and then to Paraty, to meet paradise. On the way we met dolphins, watched the sunrise and crossed the Tropic of Capricorn, a huge milestone for us. 💌 I’ve created a newsletter to share the moments the camera missed, the unto...
Were we the first people to see this? Deep in a Papuan Jungle river. (ep 299)
Sailing Learning By Doing

Were we the first people to see this? Deep in a Papuan Jungle river. (ep 299)

👀Check out our New Binoculars👀 SIRUI Beyond B1042B-MD Rangefinding Binoculars features outstanding optical performance and precise distance measurement with the ranging capacity of 1800m Affiliate Link: The reason we live on a Sailing boat is to be able to find places and explore them in a way nor...
Risk vs Return – When Surfing Remote Waves Gets Real | S4 E25
Sailing with six

Risk vs Return – When Surfing Remote Waves Gets Real | S4 E25

Surfing remote waves is one of the best parts of living on a boat—but it comes with its fair share of calculated risks. This episode, a snapped leg rope sends Dad’s board into the coral rocks, sparking a rescue mission over sharp lava ledges. There are wipeouts, bumps, scrapes, and board repairs… al...
Swimming with Sharks, Pigs & Pink Iguanas?! | Exumas Adventure! Ep-185
Leading the Escapade

Swimming with Sharks, Pigs & Pink Iguanas?! | Exumas Adventure! Ep-185

Come island-hopping with us through the wild side of the Exumas! 🏝️ In this episode, we snorkel with nurse sharks, visit a lesser-known spot to see the famous swimming pigs, and meet the rare pink iguanas of the Bahamas. It’s one unforgettable episode exploring the Exumas' most iconic (and unu...
Lagoon 410 for $190,000! What’s the Catch? Ep 341 – Lady K Sailing
Lady K Sailing

Lagoon 410 for $190,000! What’s the Catch? Ep 341 – Lady K Sailing

This week we're catamaran shopping and looking at a Lagoon 410 in Florida. The Lagoon might be the perfect family catamaran but the price of this sailboat is a bit cheap. What's going on with this catamaran for sale in Florida? This week we dive into a tour of the Lagoon 410 and see what t...
ABANDONED MONASTERY on an Remote Greek Island | Skantzoura
Dylan Magaster

ABANDONED MONASTERY on an Remote Greek Island | Skantzoura

Support your skin and this channel get a jar of Captain's Salve: We anchored near a forgotten island in the Northern Sporades and discovered an abandoned monastery once inhabited by Byzantine monks… and later, political exiles. What we found inside shocked us — beds still made, shoes untouched...
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...
We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá
Sailing Yabá

We sailed 280 miles to THIS paradise 🇧🇷 — Sailing Yabá

Episode 277 | Sailing and exploring Ilhabela. Watching a regatta, chasing waterfalls, scuba diving and more! 💌 I’ve created a newsletter to share the moments the camera missed, the untold stories, behind-the-scenes moments, and little things that don’t make it into the videos. Sign up here: (it�...
Nippers: The Beach Bar with a Naughty Reputation (We Had to Investigate) VLOG 292
Sailing Sunday

Nippers: The Beach Bar with a Naughty Reputation (We Had to Investigate) VLOG 292

This week’s episode is a fun one — we officially move into our new rental here in the Bahamas, take a day trip to the (in)famous Nippers Beach Bar with friends, and head out for a relaxed sail with the crew from SV Escapade. No big drama, just a little slice of what life’s looking like right now — ...
The Snake Saga – It Kept Coming Back! | S4 E24
Sailing with six

The Snake Saga – It Kept Coming Back! | S4 E24

What was meant to be a quiet stop for small waves and simple boat life turned into an unforgettable showdown. When an unexpected intruder slithered aboard—not once, not twice, but three times—we had no choice but to face it head-on. From surf sessions to one very determined snake, this episode has ...
Caribbean Sailing! Antigua to British Virgin Islands + Range Test Electric Outboard
Distant Shores TV

Caribbean Sailing! Antigua to British Virgin Islands + Range Test Electric Outboard

This time on Distant Shores we get the boat tuned up for a winter of sailing in the Caribbean. With guest crew onboard learning the ropes, we island-hop from Antigua to Saint Martin, push our ePropulsion electric outboard to it's limit with a range check and towing test, then do a night sail to...
How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD
Harbors Unknown

How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD

​​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! How a 2-DAY HAUL OUT Turned Into 6 WEEKS ON THE HARD We planned to haul our sailing catamaran Wanderlust for 2 days just to c...
I Ran Aground Sailing to Kāneʻohe Bay Sandbar – Hard Lessons Learned
Sailing With Phoenix | Oliver

I Ran Aground Sailing to Kāneʻohe Bay Sandbar – Hard Lessons Learned

Hello hello! Sailing adventures resume as my brother joins me in Hawai’i. We set sail from Waikiki Yacht Club into 30+ knot headwinds, bound for the stunning sandbar in Kāne‘ohe Bay, Oʻahu. What should have been a scenic day sail quickly turned stressful: wind advisories, towing mistakes, and hitti...
What Else Could Go Wrong With This Sail-S1E19
Secondhand Sailors

What Else Could Go Wrong With This Sail-S1E19

While sailing the Mississippi Gulf Coast, Turner & Renee sail into problems, problems and more problems. Watch as this sailing disaster unfolds. Could it turn into a sailing triumph? #sailing #sailinglife #sailingadventures #secondhandsailors #sailingdisasters
3 STEPS, So easy you can SKIP ONE! Ep 340 – Lady K Sailing
Lady K Sailing

3 STEPS, So easy you can SKIP ONE! Ep 340 – Lady K Sailing

Learnign to sail in three easy steps that are so beginner and simple you can actually skip one and learn to sail a small sailboat in two simple steps. Learning how to sail doesn't have to be difficult. Let me know in the comments if this video helped you learn to sail! Want to help support Lad...
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