Watch Sailing & Boating Adventures Around the World – Page 8 of 21

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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Mold Check, Sea View, and Sailing Lessons Ahead #SailingLife #Liveaboard #NeverTooLate
Japan Solo

Mold Check, Sea View, and Sailing Lessons Ahead #SailingLife #Liveaboard #NeverTooLate

Back on board Wahine after six weeks away. No mold (a sailor’s small victory!) and Buren Bay is as beautiful as ever. In this short, I share a quick check-in and a teaser for my upcoming video: the five things I wish I had done before buying a boat. Whether you’re a beginner sailor or just dreaming ...
💥EXPLOSION ON BOARD!💥 + we explore 3 TOP SAILING DESTINATIONS: Kastos, Lefkada & Meganissi • S5:Ep3
Sailing Holly Blue

💥EXPLOSION ON BOARD!💥 + we explore 3 TOP SAILING DESTINATIONS: Kastos, Lefkada & Meganissi • S5:Ep3

In this sailing episode, we take you on a journey and sail to 3 top sailing destinations: Kastos, Nidri and Spartochori which are hot spots within the Ionian area of Greece. We have an unexpected explosion on board to deal with! And also share our boat life experiences along the way which include wa...
S1E20. Finally Into the Engine Room! | Sailboat Refit & Boat Work
Sailing UV ( UltraViolet )

S1E20. Finally Into the Engine Room! | Sailboat Refit & Boat Work

⚓️ Finally Into the Engine Room! | Sailing & Boat Work In this episode, we dive headfirst into long-overdue boat projects as we tackle the engine room cleanup, wiring, and battery setup. From clearing out old wood and organizing tools to planning upgrades like raising the cabin sole and install...
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...
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...
Installing Windlass Foot Switches — Sort Of
Sailing With Phoenix | Oliver

Installing Windlass Foot Switches — Sort Of

Today’s episode is all about cursed boat projects. I’m back in Waikiki and tackling a foot switch install for my broken windlass remote. Along the way, I get hot, frustrated, sentimental, and somehow wired things backwards, but hey, it still works (sort of). This is real-life boat work: messy, slow...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Sailing Sitka

From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180

Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit of chaos. The truth is, common sense isn’t so ...
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Chesca & Ben

First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround

Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
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...
We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
Sailing Sitka

We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178

Jay and Kenna have been off the grid, not setting foot on land for over a week while sailing through the San Blas Islands. While anchored at Green Island, they took it slow to ride out some intense winds. With no working outboard and a less-than-reliable paddleboard, getting to shore has felt more l...
Like Sailing Through a Giant Swimming Pool – Bahamas Magic! Ep-183
Leading the Escapade

Like Sailing Through a Giant Swimming Pool – Bahamas Magic! Ep-183

Sailing the Bahamas in the clearest, bluest water we've ever seen—like a swimming pool! We explore sinkholes, swing off the boat, and soak it all in. This episode is packed with classic Bahamas magic—turquoise water, underwater adventures, and a few unexpected moments (including one accidental...
Sailing from Morocco to the Canaries: four days of quiet companionship at sea
WhiteSpotPirates

Sailing from Morocco to the Canaries: four days of quiet companionship at sea

After a quick marina repair in Rabat, Morocco, we cast off for a 480 nautical mile offshore sailing passage toward the Canary Islands. With a well-prepped sailboat and favorable weather, we were hopeful—but not fully ready for how physically draining the days ahead would be. This wasn’t a journey f...
Our First BIG Crossing Back — Sailing USA to the Bahamas!| VLOG 288 0
Sailing Sunday

Our First BIG Crossing Back — Sailing USA to the Bahamas!| VLOG 288 0

This week’s episode is a big one — our first ocean crossing since moving back aboard, and Oakley’s very first offshore sail! We teamed up with friends for the crossing, forming a little convoy as we made the 12-hour run across the Gulf Stream and onto the Bahamas Banks. It was an early start, calm ...
Hurricane Season is Here! Sailing South to Trinidad
Travel Sketch

Hurricane Season is Here! Sailing South to Trinidad

The first time we arrived in Trinidad we thought it would be for 3 months... 21 months and more warranty repairs and mistakes than we ever could have imagined, our Leopard 45 relaunched. Now, it's time to go back! Starting in the live aboard cruisers hub of Le Marin and Sainte Anne in Martiniq...
What Happens If You Never Clean Your Boat Propeller?
Dylan Magaster

What Happens If You Never Clean Your Boat Propeller?

Support on Patreon: After 6.5 months of not moving, my sailboat’s propeller was nearly useless—forcing me to dive in and clean it by breath-hold. In this video, I take you through the challenges of underwater maintenance, the unpredictable wind of Greece, and deeper thoughts on why most modern sail...
Seacocks & Antifoul – Living With The Tide
Living With The Tide

Seacocks & Antifoul – Living With The Tide

In this episode, we’re cracking on with more work aboard Constantia as we get her ready for adventures ahead. From fitting new Tru Design seacocks (yep, we’re excited about seacocks now), slapping on fresh antifoul, and installing anchor chain markers, to – dare we say – a stroke of genius involving...
Back Onboard! – Living With The Tide
Living With The Tide

Back Onboard! – Living With The Tide

Welcome aboard! After a couple of years away, we're back on YouTube with a new boat, a new camera – but the same silly crew. Our previous adventures followed the restoration of Morna, our beautiful 100-year-old gaff ketch. Sadly, after many experienced boat builders came to take a look, it bec...
Sailing Across the Pacific Ocean – Final 4000 Mile Crossing Aboard Yacht MUSHU
Captain German Exploring

Sailing Across the Pacific Ocean – Final 4000 Mile Crossing Aboard Yacht MUSHU

👉 Want to see how we film our sailing life from above? Subscribe now: 🎉 WE DID IT! After 4000 miles and countless unforgettable moments, we’ve completed our Pacific Ocean crossing aboard sailing yacht MUSHU. From peaceful sunsets and powerful ocean waves to stormy nights and celebrations at sea — ...
Sailing to the Balearic Islands: Nature Bliss, Solitude and of course…Sailboat Repairs
WhiteSpotPirates

Sailing to the Balearic Islands: Nature Bliss, Solitude and of course…Sailboat Repairs

After crossing over from mainland Spain, we’re now sailing the Balearic Islands, soaking up the beauty of nature and enjoying a bit of solitude at anchor. In this episode, I take you along for a slow, reflective morning filled with nature bliss, yoga, and some much-needed me-time. These quiet, groun...
EP 151 STORM IN CALABRIA · Anchored in Scilla as Thunderstorms Hit the Messina Strait
La Vida a Vela – Sailing My Life

EP 151 STORM IN CALABRIA · Anchored in Scilla as Thunderstorms Hit the Messina Strait

🌊 Join us on a real-life sailing adventure! ⛵ Full & uncensored episodes to experience life at sea, just as it is. 🎬 Watch all our movies on → 🌍Subscribe and be part of the journey -- In this new episode, we cross the legendary Strait of Messina and arrive in the stunning village of Scilla, in...
Ep 150 CATCHING OUR DREAM, Mediterranean Sea · Special Episode · Sardinia, Cala Luna & Mount Etna
La Vida a Vela – Sailing My Life

Ep 150 CATCHING OUR DREAM, Mediterranean Sea · Special Episode · Sardinia, Cala Luna & Mount Etna

We sail the east of Sardinia and discovered Capo Comino, with white sand dunes where we anchored near the wreck of a Corsair F4U plane sunk during World War II. Then we crossed the Gulf of Orosei towards Cala Luna, a true gem of the Mediterranean. Through wind and waves, we continued to Sicily, endi...
At $25,000 This 1979 Sailboat is in Amazing Shape! The Gulfstar 37. FULL TOUR [[SOLD!]]
BoatFools Sailing

At $25,000 This 1979 Sailboat is in Amazing Shape! The Gulfstar 37. FULL TOUR [[SOLD!]]

#Gulfstar37 #SailboatTour #CruisingSailboat #SailboatForSale #boatfoolssailing #SailingLife #LiveaboardSailboat #AffordableCruising #MaineSailing #sailing [[SOLD]] We Found a 1979 Sailboat in Amazing Shape! This LOADED 1979 Gulfstar 37 is the Complete Package! At $25,000 You Could Be On Your Way!...
Ep 149 AMAZING NATURE Sicily & Sardinia · Sailing Gulf of Orosei Mediterranean Sea
La Vida a Vela – Sailing My Life

Ep 149 AMAZING NATURE Sicily & Sardinia · Sailing Gulf of Orosei Mediterranean Sea

Come and join us on a unique adventure in the Mediterranean Sea. Enjoy our full & uncensored movies to live every moment of life at sea. Explore each episode in 🎥Exclusive Patreon Videos & Extra Content: Join us on Patreon for exclusive videos and more! 📽️Our Project & Movies on
15 months of sailing single handed I made it home!  Canada to the Bahamas and back! SVEV 62 S6
Sailing EV

15 months of sailing single handed I made it home! Canada to the Bahamas and back! SVEV 62 S6

After thousands of nautical miles sailing single handed I make it home to Canada. Now what!?? Find out what its like to return home after sailing from Canada to the Bahamas. This is the last video in season 6. Really into this content? Want to join my crew digitally and sail with me around the wor...
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