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.

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WE’RE TEARING HER APART 😳 The Rebuild Begins | S2.E206 | Sailing SV CUBA
Sailing SV CUBA

WE’RE TEARING HER APART 😳 The Rebuild Begins | S2.E206 | Sailing SV CUBA

After a devastating lightning strike, the rebuild of our sailboat finally begins… ⚡️😳 We’re tearing her apart, stripping her down, uncovering hidden damage, and taking the first steps toward bringing her back to life.⚡️ Boat life rebuild One step at a time. *Want to support us?" Patreon: Buy ...
The Most Overlooked Sailboat on the Market | Beneteau First 36 7
Lady K Sailing

The Most Overlooked Sailboat on the Market | Beneteau First 36 7

Is the Beneteau First 36.7 the hidden gem of the used sailboat market? With examples listed across North America for roughly $70,000, this Farr-designed performance cruiser offers something increasingly difficult to find: genuine speed, excellent upwind ability, three private cabins, a practical cr...
SAILING and SHARKS
Sailorama

SAILING and SHARKS

Help us share food in Cuba: LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Operation: Sailors Sharing in Cuba
Sailorama

Operation: Sailors Sharing in Cuba

Help us share food in Cuba: or Help Sailing Dilly-Dally to share food in Cuba: Thank you to all the patrons of this channel! PATREON:
boat tour sailing across the Pacific Ocean
Sailing Catalpa
My SECRET Fear🫣 & The Pure Ocean Marine (Portable Watermaker) 💦 Ep.201
Sailing SV CUBA

My SECRET Fear🫣 & The Pure Ocean Marine (Portable Watermaker) 💦 Ep.201

Get 18% Off the GO45 using the discount code: SVcuba Check Out the GO45 at: #PureOceanMarine #PortableWatermaker #OffGridSailing #boatlife #desalination #watermaker *Want to support our Journey?" Patreon: Buy Salsa a Coffee☕🧡:
I Left Conventional Life to Chase Paradise by Sailboat – Ep200
Sailing SV CUBA

I Left Conventional Life to Chase Paradise by Sailboat – Ep200

I left everything behind to live a completely different life on a sailboat. This is my daily boat life routine — sailing to remote islands, anchoring in crystal-clear turquoise waters, and exploring paradise every single day. In this episode, I take you with me as I wake up in a new anchorage, exp...
The ‘DANGER’ of CUBA
Sailorama

The ‘DANGER’ of CUBA

We sailed to Cuba, and have now lived here for several months. What has Cuba taught us? We're still here! All money raised through this link will go towards giving back to the people of this resilient country: LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to...
Sailing for GOOD
Sailorama

Sailing for GOOD

As we share this video with you, we are saddened to hear that the two older, immobilized gentlemen that we visited one month ago passed away. Please tell your public servants and representatives to END THE BLOCKADE ON CUBA. Thank you! LIVE Updates: facebook.com/sailorama instagram.com/justinesail...
CRITICAL ELECTRICAL FAILURE & A Rough Ride to the Outer Reef! (Ep. 189)
Sailing SV CUBA

CRITICAL ELECTRICAL FAILURE & A Rough Ride to the Outer Reef! (Ep. 189)

We knew something was wrong with our sailboat's electronics, but we couldn't track down the mystery issue. So, we decided to clear our heads the only way we know how—by taking a hell-fast, incredibly bumpy boat ride out to a stunning island on the outer reef! 🌊🏝️ *Want to support us?"...
Sailing Remote Cuba with Medical Supplies
Sailorama

Sailing Remote Cuba with Medical Supplies

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Stretched Too Far… What’s Next for SV CUBA? 😱 E.188
Sailing SV CUBA

Stretched Too Far… What’s Next for SV CUBA? 😱 E.188

After years of chasing horizons, crossing oceans, and sharing every step of our sailing journey, we have some emotional news to share. It's been an incredible journey so far—from offshore passages and island hopping to boat projects and repairs, cruising life, and unforgettable moments at sea. ...
Nothing Works on my Sailboat 😕 E.187
Sailing SV CUBA

Nothing Works on my Sailboat 😕 E.187

In this episode of my chaotic sailing life, I’m filming the continuing breakdown from my previous episode: what stopped working, what I’ve tried so far, weird symptoms, and all the things that keep going wrong. If you know anything about sailboat electrics, please drop your advice in the comments — ...
Sailing CUBA is challenging but worth it – here’s why.
Sailorama

Sailing CUBA is challenging but worth it – here’s why.

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Why I’m Going Underwater to Escape Boat Life? 😳 | E.186
Sailing SV CUBA

Why I’m Going Underwater to Escape Boat Life? 😳 | E.186

Why it's everything breaking today in the boat? *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
Pura Vela #sailing  #travel #cuba #blockade
Sailorama

Pura Vela #sailing #travel #cuba #blockade

Thank you to all the patrons of this channel! PATREON:
Cycling from my sailboat to Havana
Sailorama

Cycling from my sailboat to Havana

facebook.com/sailorama instagram.com/justinesailorama Check out Oscar's Art! Thank you to all the patrons of this channel! PATREON:
ZERO BOAT LIFE DRAMA | Sunshine & Sharks | E184 | Sailing SV CUBA
Sailing SV CUBA

ZERO BOAT LIFE DRAMA | Sunshine & Sharks | E184 | Sailing SV CUBA

No boat drama…Unexpected wildlife encounters, this is the kind of boat life we dream about. #sailing #BoatLife #LifeStyle *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
I Quit My 9-5 to Sail the World… This Is My New Normal – E182
Sailing SV CUBA

I Quit My 9-5 to Sail the World… This Is My New Normal – E182

I quit my 9-5 job, sold everything , and sailed across the open ocean to find remote places most people will only ever see in pictures. No more cubicle. No more deadlines. Just me, my boat, crystal-clear turquoise water, empty white sand beaches, and total off-grid bliss with zero other boats in si...
sailors CLIMBED ABOARD in cuba
Sailorama

sailors CLIMBED ABOARD in cuba

Thank you to all the patrons of this channel! PATREON:
Leaving La Cruz for REAL This Time…| Sailing Avocet
Sailing Avocet

Leaving La Cruz for REAL This Time…| Sailing Avocet

After 3 months of sticking around La Cruz and Banderas Bay we finally untie the dock lines and sail north back into the Sea of Cortez where we wrap up our season. Don't miss out on upcoming sailing adventures, DIY stories, and equipment reviews! Hit the thumbs up, subscribe to our channel, and ...
Catamaran Complications Sailing Cuba
Sailorama

Catamaran Complications Sailing Cuba

What we learned in Cuba right away is that people appreciate it, but do not just want hand-outs. They want to be able to practice their professions and to contribute despite the lack of materials arriving regularly on the island. We saw this with the first people that we met as we arrived in Cuban w...
Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180
Sailing SV CUBA

Did we make a Mistake coming here? Exploring Wild and Uncharted Sailing Grounds – E180

Follow us in this episode as we dodge shallows and reefs, sail to a deserted island and get our first glimbse of the 2nd largest barrier reef in the world. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discover...
Did I Say My Boat Life Sucks Right Now? – Things Won’t Stop Breaking! E.179
Sailing SV CUBA

Did I Say My Boat Life Sucks Right Now? – Things Won’t Stop Breaking! E.179

Did I just say my Boat Life sucks right now? No, but I SHOULD HAVE... because everything on my sailboat keeps breaking! 😤⚓ One expensive repair after another, this is the raw, unfiltered reality of liveaboard sailing life in 2026. If you're dreaming of boat life or already living it, you have s...
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