Watch Sailing & Boating Adventures Around the World – Page 5 of 170
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.
We finally set sail to Ibiza for the first time! In this episode, we explore the charming town of Sant Eulalia (Santa Eulària), with its beautiful streets, marina, and relaxed vibe.
After a few wonderful days, a southerly swell forces us to make a move. We head back to our favourite island — Forment...
Hello and welcome back to the Charter Chat podcast! In this episode, we're taking you on a journey as we shift from the beautiful Caribbean to the stunning Mediterranean. This travel guide offers essential travel tips for your next adventure, making it a perfect listen for those planning their ...
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The weather can be one of the hardest parts of living aboard full time... and this week, it reminded us exactly why 🌊
After com...
🌴 Island hopping through the USVI brought us from the busy streets of Charlotte Amalie on St. Thomas to the wild beauty of St. John… and what an adventure it turned into.
We wandered the steep chaotic roads of Charlotte Amalie (definitely not the most pedestrian-friendly place 😅), got rescued with ...
In this episode, we head back to Sant Agusti to escape a building southwesterly wind. The passage quickly turns into a rusty start-of-season reality check when we get a serious override on the winch and have to cut the jib sheet to free it!
Once safely anchored, we go ashore for a quick grocery run...
Welcome back to Banana Pancakes 🍌🥞
Or if you’re new here… welcome to our beautiful little shit show.
After waiting THREE years, we finally flew to Florida to survey what could become our future floating home — a 2021 Leopard 50 catamaran. This is the exact boat we first stepped on during spring bre...
We have officially kicked off our liveaboard life for 2026! 🌍⛵
We’ve finally left the marina and our full-time sailing adventure aboard Rúna has officially begun!
In this episode, we leave the marina and set sail from northern Italy on our 11m catamaran, Rúna, and begin our 2026 Mediterranean sail...
Ferrocement boats might look solid, but they fail from the inside out. Once cracks form, seawater corrodes the internal structure until the boat essentially destroys itself. Cheap doesn’t mean worth it.
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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 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...
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...
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...
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 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...
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 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...
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 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...
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 ...
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 ...
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...
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...
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...
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