Watch Sailing & Boating Adventures Around the World – Page 18 of 300

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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3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377
Wildly Intrepid Sailing

3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377

Not every sailing day goes to plan… and this one REALLY didn’t 😅 We kick things off with a beautiful, calm sail past Cabo Rojo Lighthouse—one of the most stunning coastlines in Puerto Rico. But from there… things start to unravel. We anchor in La Parguera hoping to experience the famous biolumines...
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...
Nippers, Grabbers, Hopetown, Marsh, Tahiti. 17 Days of Adventure Ends Here! | Ep. 35
SvSerenity

Nippers, Grabbers, Hopetown, Marsh, Tahiti. 17 Days of Adventure Ends Here! | Ep. 35

This is it folks. The last chapter in our biggest adventure to date on Serenity! In this episode, we bounce all around the Bahamas' Abaco Islands in our last few days of the adventure that took us to the Eleuthera Islands, The Nassau Islands, The Berry Islands, and a bunch of other places. We ...
LOST? Night Kayaking in St John… Until Captain couldn’t find us! #stjohn #trawlerlife
UNANCHORED LIFE

LOST? Night Kayaking in St John… Until Captain couldn’t find us! #stjohn #trawlerlife

🌙 We thought a peaceful night kayak in St John, US Virgin Islands would be a magical experience… and it was—until our captain (Ken) tried to find us with a spotlight and things got slightly ridiculous. In this clip from our Unanchored Life adventure aboard our Kadey Krogen 55 trawler, Elsa and I he...
Goodbye Chloe… Hello New Crew | Thailand Road Trip to Hua Hin & Phuket
Sailing Doodles

Goodbye Chloe… Hello New Crew | Thailand Road Trip to Hua Hin & Phuket

Thanks to CyberGhost for supporting this video! Head over to sign up and get yourself protected today! This one is full of big changes… We hit the road from Pattaya to Hua Hin, one of the places I could actually see myself retiring someday. Along the way, I give you a tour of the city, we check o...
Ep 181 Did We Just Toast $3,600 of Lithium Batteries
Sailing Talisman

Ep 181 Did We Just Toast $3,600 of Lithium Batteries

In this episode, we return to Antigua to get our always ongoing projects completed in order to launch the boat. But things get off on the wrong foot when we discover that our huge LifePo4 house battery bank is completely flat; not even enough power to turn on the lights or fans. This sets me off on...
Sailing into PARADISE – FIJI – Resorts, Reefs, & Repairs – Sailing Family Vlog (93)
Sailing Machete

Sailing into PARADISE – FIJI – Resorts, Reefs, & Repairs – Sailing Family Vlog (93)

This week our family is in FIJI! We make it to Savusavu, grab some boat parts, and work on some projects. Then we head to PARADISE! Jack gets scuba certified in one of the prettiest places on earth! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be t...
S1E44. I Work on Boats All Day… Then Come Home to This
Sailing UV ( UltraViolet )

S1E44. I Work on Boats All Day… Then Come Home to This

Welcome back to Sailing UV ⛵🔥 (aka the greatest sailing show on Earth… obviously) If you're new here — I’m Jonathan, this is Violet 🐶, and we’re slowly bringing this boat back to life while working full-time and figuring it out as we go. This week’s episode is a mix of: 🌬️ Windy days on the ...
It’s Not Always Easy… But This Makes It Worth It (Zanzibar) | S5 E16
Sailing with six

It’s Not Always Easy… But This Makes It Worth It (Zanzibar) | S5 E16

It’s not always easy… but this is what makes it worth it. After leaving Kendwa, we make our way down to Stone Town in Zanzibar — trading quiet anchorages for busy streets, markets, and the reality of life behind the scenes. From provisioning and paperwork to tackling a watermaker issue, this is the...
We Dove with BULL SHARKS in Fiji… Here’s What Happened
WE|Sail

We Dove with BULL SHARKS in Fiji… Here’s What Happened

Welcome back to another episode of WE|Sail. EPISODE 336 Last week, we dove with black tip reef sharks - curious, peaceful, harmless. This week? Bull sharks. One of the most aggressive and dangerous shark species on the planet. We sailed to a new island in Fiji specifically for this: to dive with b...
I Answered 50 of Your Questions
Sailing With Phoenix | Oliver

I Answered 50 of Your Questions

Installed nothing. Fixed nothing. Just sat down and answered your questions as honestly as possible. In September 2026 I will begin a 30,000 mile solo nonstop circumnavigation of the planet aboard my 1998 Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Dep...
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...
Ep 395 | Trying to REACH the NETHERLANDS… But the Weather Has OTHER IDEAS
Life in a Nutshell

Ep 395 | Trying to REACH the NETHERLANDS… But the Weather Has OTHER IDEAS

In this episode, we finally make our move north from Nieuwpoort, Belgium aiming for the start of the Standing Mast Route in the Netherlands. The plan was simple enough: take advantage of a rare winter weather window, ride the favourable tide, and push on toward Holland… or, if the North Sea had othe...
Unexpected Powerboat Races in Thailand! Sailing from Koh Sichang to Monkey Island
Sailing Doodles

Unexpected Powerboat Races in Thailand! Sailing from Koh Sichang to Monkey Island

After two nights at anchor at Koh Sichang near Pattaya, we pull up anchor and sail back toward mainland Thailand. Just south of Pattaya, we find a beautiful anchorage and head ashore, only to discover we’ve landed in the middle of an unexpected powerboat race with multiple classes and divisions. It ...
Unboxing and Installing a New Pelagic Auto Pilot from Scanmar International
Sailing Triteia

Unboxing and Installing a New Pelagic Auto Pilot from Scanmar International

For more information about Pelagic Auto Pilots visit: Thanks again to Mike of Scanmar International for Sponsoring Triteia! And thanks to Randy Leisure of for making this happen 🙏🏻🙏🏻🙏🏻 If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future ep...
We Questioned Everything… Was Boat Life a Mistake?
Sailing Holly Blue

We Questioned Everything… Was Boat Life a Mistake?

We’ve been living this life for 7 years now… Sailing, travelling, exploring — it looks like a dream. But behind the scenes, there are parts no one really talks about. In this episode, we open up about one of the hardest challenges we’ve faced as a family — something that made us stop and question ev...
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...
We Thought We Were Done… | Sailing Sunday vlog 304
Sailing Sunday

We Thought We Were Done… | Sailing Sunday vlog 304

After walking away from Sailing Sunday, we thought this would be a new exciting chapter looking for our new boat, our new home, to continue this sailing life we live, traveling around the world full time off grid. But after numerous let downs, overpriced boats and months of searching we become quite...
I Got Sick in Thailand… So Chloe Took Over
Sailing Doodles

I Got Sick in Thailand… So Chloe Took Over

After a peaceful night at anchor off Koh Larn, we woke up to the bay filling with jet skis and tour boats, so it was time to move on. Unfortunately, I was already feeling terrible from something I ate the night before. We got the boat underway and made the 10-mile run north to Koh Sichang, a much m...
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...
Made it to FIJI –  REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92
Sailing Machete

Made it to FIJI – REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92

This week our family makes it to FIJI! We show the reality of checking into a new country via sailboat - it's not always smooth. We go to our first remote Fijian village. Daniel assesses and fixes what broke from our NZ to Fiji passage. Thank you for watching and subscribing. You don't...
Our First Taste of Africa… We Didn’t Expect This | S5 E15
Sailing with six

Our First Taste of Africa… We Didn’t Expect This | S5 E15

After a tough offshore passage, we arrive in Tanzania for our first real taste of Africa… and it wasn’t quite what we expected. Our journey begins in Tanga, a quiet coastal town where we reset after days at sea, navigate the full boat check-in process, and explore the incredible Amboni Caves — the ...
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