Watch Sailing & Boating Adventures Around the World – Page 4 of 21
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.
This week aboard SV Wildly Intrepid we explore what might be the most beautiful island we’ve visited all season… 🌴🇻🇮
Sailing the US Virgin Islands with our buddy boat, we explore St John Island and hike the incredible trail from Francis Bay while discovering the crystal clear waters of Francis Bay ...
We Fixed the Sail… But Now the Rigging Might Fail | Day 8
We fixed the sail and set off again…
but now we’re worried the rigging might fail.
After tearing our sail on our first attempt to leave the Bahamas, we finally get it repaired and feel ready to try again. We haul anchor, hoist the sails, an...
Still tucked away in the Ragged Islands, we’re waiting on the right weather window to make our next big move south to Colombia… but life out here doesn’t exactly slow down.
While we wait, it’s time to get a few jobs ticked off. We break out the sewing machine onboard and get to work repairing our...
Two weeks into our Pacific crossing and something unexpected started happening…
Life out here began to feel normal.
The watches, the meals, the routines, the exhaustion, the quiet moments in between — somewhere along the way the Pacific stopped feeling so unfamiliar.
In this episode we share what da...
We finally get a moment to breathe…
After a wild crossing from Miami and getting hit with way more wind than expected, we wake up in the remote Ragged Islands in the Bahamas — and honestly, it feels like paradise.
With the next weather window not quite ready for our push down to Colombia, we slow ...
🌴 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 ...
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...
Day 2 & 3 of our sail from the United States to Colombia did not go to plan.
What was meant to be a comfortable beam reach in 18–22 knots quickly turns into something very different. Instead of cruising south, we find ourselves stuck in gale-force winds, beating upwind for nearly two straight d...
After leaving the Gulf Stream behind, we finally arrive on the Bahama Bank — and the ocean greets us with something completely unexpected.
Glass-off conditions.
The water turns into a mirror as far as we can see, leaving us with no wind and a long day and night of motoring across the shallow turqu...
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 ...
Welcome back to Sailing UV ⛵🐾
The greatest sailing show on Earth… according to Violet anyway 😅
If you’re new here — I’m Jonathan, and alongside my giant dog Violet, we’re restoring this old sailboat for a future circumnavigation. Every week gets us one step closer to finally setting sail.
And this...
The boat finally goes back in the water after months of being on the hard. I also talk about why I haven't been uploading content recently and where things stand as I get closer to finishing the refit. We’re getting there. Slowly but surely.
And huge thanks to Taylor for the drone footage -
...
If we’re going to cross the Pacific… we need to be ready for weeks without seeing land 🌊
In this episode, we take provisioning seriously (maybe a little too seriously 😅). We start by building a master shopping list for everything we think we’ll need to survive the crossing—then head out to stock up...
We’re finally doing it. After months of preparation, we’re leaving the Galápagos and setting sail across the Pacific Ocean — 3,000 nautical miles to the Marquesas.
This is the moment everything has been building toward.
What started as a dream is now reality. With no turning back, we begin one of t...
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—...
We anchored in perfect weather on the island of Ithaca, then made a quick escape to Syvota to hide away from the incoming weather and enjoy a few peaceful days on the pontoon in Greece. But that changed when we had to tackle the joker valve on the toilet and get it fixed.
This sailing Greece episod...
🌴 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 just completed one of the biggest transformations we’ve ever taken on… a full synthetic teak deck refit.
What started as a simple idea quickly turned into a full-on project—removing deck hardware, stripping everything back, prepping the surface, and completely rebuilding the deck.
For this job,...
We had already experienced parts of the Galápagos… but this is where it started to feel different.
After leaving San Cristobal, we made our way to Isabela Island — the largest island in the Galápagos. What we found here wasn’t just incredible wildlife, but an experience that felt completely differen...
This week on Sailing UV… nothing goes according to plan 😅
We bounce between projects, start things we don’t finish (classic), and somehow still manage to make serious progress on the boat. From installing speakers 🎶 to tracking down and fixing a stubborn leak at the base of the mizzen mast… it’s on...
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 finally escaped Preveza town quay and reached our first anchorage — and it felt like cruising heaven after all the noise, hassle, and dock chaos.
A few nights at anchor were pure bliss: no lines to adjust, no quay drama, just peace, floating, and the kind of silence that reminds you why you came...
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...
Welcome back to Sailing UV ⛵🔥
(aka… the greatest sailing show on Earth)
If you're new here — I’m Jonathan, that’s Violet 🐶 (115 lbs of chaos), and we’re restoring this boat while working full-time and trying to build a life that actually makes sense.
This week is a little more real life than ...
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The technical storage or access is necessary for the legitimate purpose of storing preferences that are not requested by the subscriber or user.
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