Watch Sailing & Boating Adventures Around the World – Page 5 of 89

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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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...
MOZAMBIQUE CHANNEL CROSSING.  Drifting Ep. 85
DRIFTING sailing adventures

MOZAMBIQUE CHANNEL CROSSING. Drifting Ep. 85

In this video we check out of Toliara, Madagascar, and sail across the MOZAMBIQUE CHANNEL, again.... We experience some hard sailing and beating against current before arriving safely at Inhambane, Mozambique where we spend time having family fun and provisioning before setting sail once again towar...
Would You Buy a Motorsailer? Cape Dory MS300 Explored
Practical Sailor

Would You Buy a Motorsailer? Cape Dory MS300 Explored

Caliber 33 Used Boat Review: If you’ve ever wondered “should I buy a motor sailor?”, this is the video for you. Motorsailers are one of the most misunderstood types of sailboats, blending the comfort and protection of a trawler with the efficiency and range of a sailboat. Whether you're think...
FULL Sailboat Tour  Bahamas Ready Cruising Catamaran [2002 Leopard 47]
Adventureman Dan

FULL Sailboat Tour Bahamas Ready Cruising Catamaran [2002 Leopard 47]

Welcome onboard "Lani". A beautiful 2002 Leopard 47 cruising catamaran, I had the joy of staying on for several nights while visiting friends Ted and Kim in the Bahamas. In this video we tour the boat and take a look at the layout, systems, and features that make the Leopard 47 such a popu...
Did We Accidentally Start Building a Pirate Crow’s Nest? — Sailing Yabá
Sailing Yabá

Did We Accidentally Start Building a Pirate Crow’s Nest? — Sailing Yabá

*Episode 312 | Building new spreaders for Yabá… or the foundation for a crow’s nest like a real wooden boat!* ⚓ Subscribe to follow our journey: If you want to see the full haul-out and the technical challenges of maintaining a handmade wooden boat, make sure to hit that subscribe button! → 💙 *Su...
Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305
Sailing Sunday

Moved Back onto the Boat We Just Sold! | Sailing Sunday vlog 305

We just sold our boat… So why are we going back onto the boat we just sold? After racing across America on our road trip in our last travel vlog, plans changed as soon as this little sailing family arrived and we found ourselves heading straight back to our boat on sailing sunday. In this episode...
Arriving in Miami by Sailboat! (At Night 🤯) Ep-210
Leading the Escapade

Arriving in Miami by Sailboat! (At Night 🤯) Ep-210

This week on Escapade the clock starts working against us! We kick things off by upgrading our guest cabin with a brand new custom mattress from Ship Shape Bedding. After templating the space, it’s time for the big moment—unpacking and fitting it onboard… and safe to say, it completely transforms t...
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...
Without this our boat launch will be a DISASTER — Sailing Yabá
Sailing Yabá

Without this our boat launch will be a DISASTER — Sailing Yabá

*Episode 311 | We have a 3-inch hole in our hull and the clock is ticking. If we don't find a replacement for this critical part immediately, Yabá isn't going anywhere.* CHECK EKSTER OUT → Get up to 65% off with our code: *SAILINGYABA* by going to (we can't say enough how much their...
Racing Against Time: New Electric Motor & Major Boom Tent Mods – Sailing Helios S04E02
Sailing Helios

Racing Against Time: New Electric Motor & Major Boom Tent Mods – Sailing Helios S04E02

In this episode of Sailing Helios, our long-awaited Momentum Marine electric outboard motor finally arrives! We've been counting down the days for this upgrade, but there's a small hitch — the battery is still stuck in Customs, so we can't fire it up just yet. While we wait, there...
Solo Sailing to the Cave of the Apocalypse | Patmos
Dylan Magaster

Solo Sailing to the Cave of the Apocalypse | Patmos

Today I am solo sailing through the aegean sea to the island of Patmos, Greece. This single-handed sailing adventure is about 40 nautical miles beating to windward and a rough sail. Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inqui...
No Going Back: Moving our Boat Deeper into the Shipyard (and Further From Launching)
Sailing Yabá

No Going Back: Moving our Boat Deeper into the Shipyard (and Further From Launching)

*Episode 310 | Another week of chaos at the shipyard* After two years living aboard, we’re back at the shipyard! Not just to maintain Yabá, but to evolve her. In this episode we move her deeper into the yard, take a chainsaw to our new boom and open our gearbox up. The "shipyard chaos" is ...
Shipyard Upgrades: We NEED to improve our rudder (88ft Wooden Boat)
Sailing Yabá

Shipyard Upgrades: We NEED to improve our rudder (88ft Wooden Boat)

*Episode 309 | Back at the shipyard, the upgrades continue.* After two years living aboard Yabá, we’re finally tackling one of the things we missed the most at sea: an autopilot. But on a wooden boat like ours, nothing is ever simple… before installing it, we need to rework the rudder. With the help...
Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR
BoatFools Sailing

Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR

#boatfoolssailing #williamtripp #sailing #sailboatforsale #barnfind Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR Ahoy BoatFools Nation! Every once in a while, a boat shows up that stops us in our tracks. This is one of those boats. Canadian Ken and I were tipped off...
Family’s Gift – Celebrating 60 Years in Murcia
Sailing Helios

Family’s Gift – Celebrating 60 Years in Murcia

In this special episode of Sailing Helios, Jude celebrates turning 60 and shares 4 practical life hacks to help you play the game of life with more joy and wisdom. Her children treat her (and Richard) to a wonderful trip to the beautiful regional capital of Murcia. Join them as they explore the city...
Installing New LED Lights on Our Sailboat | Wiring & Hole Cutting Ep. 67 #boatrefit
Sailing Roam

Installing New LED Lights on Our Sailboat | Wiring & Hole Cutting Ep. 67 #boatrefit

In this episode of our sailboat refit, we tackle the prep work for installing new LED lighting throughout the boat, and like most projects on a refit, it turned into more work than expected. To start, we removed two stainless steel light strips in the salon—each holding eight fixtures—and enlarged ...
Shipyard Madness! First Days of Chaos on the Dry (88ft Wooden Boat)
Sailing Yabá

Shipyard Madness! First Days of Chaos on the Dry (88ft Wooden Boat)

*Episode 308 | Shipyard madness!* After the adrenaline of hauling out an 88ft wooden boat, the reality is setting in. We finally have Yabá in the dry, and the list of "impossible" tasks we’ve carried for two years is now our daily life. This week is pure shipyard madness. We are working o...
2026 Dufour 41 Sailboat Tour | Miami International Boat Show Walkthrough
Boating Journey

2026 Dufour 41 Sailboat Tour | Miami International Boat Show Walkthrough

Step aboard the 2026 Dufour 41 Sailboat at the world-famous Miami International Boat Show for an in-depth walkthrough of one of the most exciting performance cruisers on the market today. In this tour, we explore the design, layout, and standout features that make the Dufour 41 a serious contender f...
Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48
Sailing Helios

Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48

Join us as we settle into the beautiful marina life in Cartagena, Spain! After weeks at sea, we’re finally tied up in this historic Mediterranean port, soaking up the warm autumn sun and the lively energy of the city. Cartagena feels like one endless party right now — with cruise ships lining the ha...
Sailing and Spearfishing at the Edge of the World
Dylan Magaster

Sailing and Spearfishing at the Edge of the World

Support on Patreon: Support with Bitcoin: 1C2GuZPscVskvzScBJSQpdeXqGz2moJHaC Follow Dylan Magaster: Business inquires or music submissions: [email protected] Music: Filmed by Dylan Magaster: Edited by Dylan Magaster:
Ep 394 | STORM, Delays & a Midnight North Sea CROSSING, Little Nutshell’s TOUGHEST Test Yet
Life in a Nutshell

Ep 394 | STORM, Delays & a Midnight North Sea CROSSING, Little Nutshell’s TOUGHEST Test Yet

Our shakedown takes a dramatic turn as a sleepless stormy night, endless delays, and a Christmas detour all collide just as we’re trying to get Little Nutshell ready for her first North Sea crossing. What should have been a simple systems check becomes a test of patience, weather windows, and sheer ...
Hauling Out Our 88ft Wooden Boat for the First Time Since the Rebuild — Sailing Yabá
Sailing Yabá

Hauling Out Our 88ft Wooden Boat for the First Time Since the Rebuild — Sailing Yabá

*Episode 307 | The moment of truth has finally arrived.* After 18 days of watching the tides and waiting for our window, it’s finally our turn. We are hauling out Yabá, our 88ft wooden home, for the first time since her major rebuild to uncover the hidden damage after 2 years at sea. ⚓ Subscribe to...
We Replumbed Our Entire Boat… And It Leaked Everywhere  Ep.66 #boatrefit
Sailing Roam

We Replumbed Our Entire Boat… And It Leaked Everywhere Ep.66 #boatrefit

After ripping out every hose and fitting in our boat, we committed to completely rebuilding our fresh water pressure system from scratch. Instead of traditional marine hose, we chose a PEX-A plumbing system with expansion sleeves—a residential solution that’s marketed as being easy for DIY installer...
Our Boat Hauls Out in 1 Day & This Woodwork HAS to be finished — Sailing Yabá
Sailing Yabá

Our Boat Hauls Out in 1 Day & This Woodwork HAS to be finished — Sailing Yabá

*Episode 306 | The final countdown to the haul out is here.* In this episode, we tackle some of the most massive woodwork of the entire restoration. We are building the gaff spars, the main boom, and the jaws entirely from scratch. This isn’t just carpentry, it’s a race against the clock. The moon i...
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