Watch Sailing & Boating Adventures Around the World – Page 5 of 171

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.

Showing 97-120 of 4083 results
We Didn’t Expect THIS in the US Virgin Islands… E380
Wildly Intrepid Sailing

We Didn’t Expect THIS in the US Virgin Islands… E380

Our sail from Puerto Rico to the US Virgin Islands started off absolutely perfect… warm winds, beautiful seas, and another unforgettable Caribbean passage aboard SV Wildly Intrepid. But once we arrived in St. Thomas, things got interesting fast. We explored the abandoned tunnels of Fort Segarra on ...
We Sold Our Boat… Then Almost Sank It! | Sailing Sunday vlog 308
Sailing Sunday

We Sold Our Boat… Then Almost Sank It! | Sailing Sunday vlog 308

We almost sunk the boat!!! We recently found ourselves back onboard and sailing through the Bahamas with our baby after we sold the boat. What started as a beautiful day out here in the bahamas turned into complete panic when we almost crashed straight into a sunken ship hiding just below the surfa...
Leaving Cartagena: Overnight Sail to Formentera + First Test of Morpheis Smart Anchor Buoy! – S04E06
Sailing Helios

Leaving Cartagena: Overnight Sail to Formentera + First Test of Morpheis Smart Anchor Buoy! – S04E06

In this episode, we finally cast off from Cartagena and set sail on an overnight passage to Formentera! The wind and sailing conditions were excellent, but Jude wasn’t feeling her best, so our early morning arrival was a huge relief. Once anchored, we deployed our brand-new smart GPS Anchor Buoy Mor...
The Trinidad You Should Get to Know!
Travel Sketch

The Trinidad You Should Get to Know!

In our opinion, Trinidad's natural beauty is massively under rated! When it comes to Caribbean jungle and waterfalls, and in fact jungle landscapes in general, it's world class. When our new crew member Lukasz arrived in Trinidad to join us living aboard our sailboat, we knew we wanted to...
From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379
Wildly Intrepid Sailing

From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379

What started as a simple sail turned into a full-on emergency… As we left Vieques, a hose clamp suddenly snapped—dumping all our engine coolant in seconds. With no engine and two little ones onboard, we had no choice but to drop anchor fast and figure things out. From there, we sail on to Culebra—...
Pregnant and Still Traveling Full-Time! | Bahamas vlog 307
Sailing Sunday

Pregnant and Still Traveling Full-Time! | Bahamas vlog 307

Pregnant and back in the Bahamas as a full-time travel family on a travel vlog exploring island life with a toddler, a dog and a baby on the way. We didn’t expect to start this chapter of our life like this... but here we are and Brittni is pregnant again! Instead of slowing down, we’ve found ourse...
Final Projects Rush: Lookout AI Camera Install, Dinghy Cushions & Aft Locker Overhaul | Helios Prep
Sailing Helios

Final Projects Rush: Lookout AI Camera Install, Dinghy Cushions & Aft Locker Overhaul | Helios Prep

In this episode we’re in full “get it done” mode as we race to finish three major projects before leaving on our next adventure with Helios! First up — after weeks of planning, parts ordering, and preparation, we finally complete the full installation of the Lookout AI Camera System. Watch the whol...
We’re Back…..|Pre-Season 2
Sailing Banana Pancakes

We’re Back…..|Pre-Season 2

🌴 WE SOLD EVERYTHING… AND WE’RE DOING IT AGAIN | Sailing Around the World as a Family of 6 Welcome to Banana Pancakes… or if you’re new here—welcome to the chaos. After sailing the Caribbean for a year, selling our boat, and trying “normal life” again… we realized something: We’re not meant for n...
We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378
Wildly Intrepid Sailing

We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378

Not every stop is planned… and sometimes those are the best ones. We dropped anchor in Puerto Patillas, Puerto Rico and were blown away. A peaceful anchorage, a waterfront park with a playground (perfect for homeschooling days), live music, and even iguanas roaming around—it quickly became one of t...
We Shouldn’t Have Sailed to the Bahamas… But We Did Anyway | Sailing Sunday Vlog 306
Sailing Sunday

We Shouldn’t Have Sailed to the Bahamas… But We Did Anyway | Sailing Sunday Vlog 306

We shouldn’t have left when we did… but we sailed anyway. In this episode of Sailing Sunday, we sail to the Bahamas on a 3-day ocean passage after rushing across the USA to get back to our boat. With almost no sleep, we left the dock and crossed toward the Bahamas, dealing with rough seas, bad timi...
Installing our new AI Camera System : Sailing Helios S04E04
Sailing Helios

Installing our new AI Camera System : Sailing Helios S04E04

Time is running out, and there’s still a mountain of work to do before we can set sail! In this episode, we test our brand new Seldon mainsail cars, give the mainsail a much-needed deep clean, and then dive into the big installation of our new Lookout AI camera system. Richard spends over two hours ...
Winter Damage & Season Prep | The ACTUAL COST to Haul Our Yacht Out the Water
The Runa Life

Winter Damage & Season Prep | The ACTUAL COST to Haul Our Yacht Out the Water

We are back in Europe, back in Italy, and back on our sailing yacht after our winter adventures! This travel vlog captures our return and the exciting preparations for the upcoming sailing season. Join us as we get our liveaboard boat ready and share all the highs and lows of life on the water. We ...
Important boatlife lessons from our favorite captain📝
Sailing Sunday

Important boatlife lessons from our favorite captain📝

How to walk your dog when living on a boat #sailing #travelvlog #boatlife
Get us outta here
Sailing Clewless Crew

Get us outta here

STUCK on Preveza Town Quay AGAIN — No Greek Transit Log, Unreliable Battery Bank, Bad Weather & Endless Boat Fixes! 😩 Week 2 on the Preveza town quay and we’re desperate to escape. Waiting for our Greek Transit Log after sending insurance docs to customs, dealing with a dodgy battery bank we ca...
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...
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...
Pushed To Our Limits – An 80km Adventure Across The Patagonia Wilderness
The Runa Life

Pushed To Our Limits – An 80km Adventure Across The Patagonia Wilderness

Join us on an epic multi-day trekking adventure through Chile’s legendary Torres del Paine National Park, deep in the heart of Patagonia. This isn’t our usual sailing journey - this time, we trade the ocean for mountains as we take on one of the most breathtaking destinations in the world. In our t...
Madrid Magic & Boat Projects Resume | Sewing Fixed, New Liferaft Installed & AI Camera Unboxed
Sailing Helios

Madrid Magic & Boat Projects Resume | Sewing Fixed, New Liferaft Installed & AI Camera Unboxed

We finally fixed the sewing machine — thank you so much for all your helpful suggestions! 🙏 But boat projects took a short back seat as we headed to Madrid for a couple of days. We soaked up the beautiful sights of the city and caught up with Jude’s brother, who was visiting from California. Madrid ...
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...
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...
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...
FROM NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog
UNANCHORED LIFE

FROM NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog

In this short clip from our Unanchored Life adventures in the US Virgin Islands, Ken’s long-awaited post-military hair growth takes an unexpected turn… somewhere between founding father and full-blown pirate. After nearly 30 years of Navy life and regulation haircuts, freedom has arrived — but so h...
Sailing Sunday is back!
Sailing Sunday

Sailing Sunday is back!

We’ve been gone for months… and a lot has happened, traveling, Sailing, looking for a new home! From selling our tiny home on water late last year to finding ourselves back out here again! Our lives are changing faster than ever and yes, there’s some big news heading your way! Watch this short vide...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
Wildly Intrepid Sailing

We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376

After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
WeBoating
Logo
Shopping cart