Watch Sailing & Boating Adventures Around the World – Page 7 of 32

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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2 Days and counting  #sailboatrefit #cromox #anchoright
Sailing Roam

2 Days and counting #sailboatrefit #cromox #anchoright

So many jobs, so little time remaining. Tomorrow we're being lifted on the trailer to put the rudders back in, so tonight is it. The last critical pieces must be done tonight. We'll sleep when we're dead! There is a ton of stuff under the boat that must be moved to make room for the t...
A 50 Knot Squall Hit Before We Even Left | Day 0
Leading the Escapade

A 50 Knot Squall Hit Before We Even Left | Day 0

A 52-knot squall, a new crew member, and a recalcitrant anemometer—Day 0 for SV Escapade was anything but a calm departure from Miami's Key Biscayne. Following Janaye McDonald and Jason Marshall as they begin their journey to Colombia.
We Found a HIDDEN Cave in Fiji | Swimming to the Secret Chamber
WE|Sail

We Found a HIDDEN Cave in Fiji | Swimming to the Secret Chamber

Welcome back to another episode of WE|Sail. EPISODE 340 We explored one of Fiji's most stunning natural attractions—the Sawa-i-lau freshwater caves in the northern Yasawa Islands. But the main cave isn't the whole story. There's a secret chamber hidden behind an underwater passage th...
5 Days and Counting  #sailboatrefit
Sailing Roam

5 Days and Counting #sailboatrefit

One of the remaining critical projects is wiring the wiindlass controls. What should have been a 1/2 days effort took the entire day, half the night, and still didn't quite work. Some projects are more frustrating than others.
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 ...
6 days and counting  #sailboatrefit
Sailing Roam

6 days and counting #sailboatrefit

We got a lot accomplished today, and it's a good thing because we're only 6 days from splashing! Shawn commissioned the Victron gear which means we have AC power! That means our appliances work! We also started to pretty up the boat before she goes back in, and after an entire day of work,...
We Fixed One Thing… And Broke Another | Boat Life in Martinique
Finding Our Isla Sailing

We Fixed One Thing… And Broke Another | Boat Life in Martinique

Welcome back to Finding Our Isla. In this episode, we continue settling into life in Le Marin while waiting out strong winds and tackling a long list of boat repairs and projects. From fixing our steering cable and unclogging the toilet… to provisioning the boat, homeschooling, laundry days, and ex...
7 Days and Counting  #sailboatrefit
Sailing Roam

7 Days and Counting #sailboatrefit

We're running out of time, but today the helm controls are in and programmed. Does that mean we're ready to go? Not quite yet...
This Is What Having a Dog on a Boat Is REALLY Like 🐾 #boatdogs #boatlife #luxuryyachtlife
UNANCHORED LIFE

This Is What Having a Dog on a Boat Is REALLY Like 🐾 #boatdogs #boatlife #luxuryyachtlife

Life on a boat is amazing… until you add a dog. 🐾 In this clip, we show what boat life with a dog is really like as Gypsy takes on the ultimate challenge—getting on and off the dinghy and then getting cleaned up back on board. From sandy paws to full-on dinghy drama, this is the unfiltered reality o...
S1E47. This Sailboat’s Wiring Scares Me 😅 (Bilge Pump Install + Boat Work)
Sailing UV ( UltraViolet )

S1E47. This Sailboat’s Wiring Scares Me 😅 (Bilge Pump Install + Boat Work)

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...
9 Days and Counting…  #sailboatrefit
Sailing Roam

9 Days and Counting… #sailboatrefit

We have 9 days left on the hard, and today we're putting the steering back in place. Mistakes were made...
Sailing Fiji After the Storm | Sun, Turquoise Water & Beach Cocktails – WE|Sail Ep. 339
WE|Sail

Sailing Fiji After the Storm | Sun, Turquoise Water & Beach Cocktails – WE|Sail Ep. 339

Welcome back to another episode of WE|Sail. EPISODE 339 Nearly a week of grey skies, rain, and nowhere to go. That's the paradise tax — and this week, it finally came due. But when the sun broke through and the water turned that perfect shade of turquoise? Every single grey day was worth it. ...
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—...
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...
Marinas Are Quietly Banning Older Boats
Practical Sailor

Marinas Are Quietly Banning Older Boats

Giving Old Winches New Grip: Are marinas starting to quietly ban older boats? Across California and other high-demand coastal areas, boat owners are reporting increasing difficulty getting slips for vessels over 20–30 years old. While there’s no official law restricting boat age, many marinas are ...
We Thought It Was Seasickness… It Was Dengue
Finding Our Isla Sailing

We Thought It Was Seasickness… It Was Dengue

Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail
WE|Sail

STUCK on a Boat for DAYS | Sailing FIJI | Behind the Scenes Sailing Vlog fo WE|Sail

Welcome back to another episode of WE|Sail. EPISODE 338 I'm Warren, this is Erica, and over the last seven years we've slowly been working on a circumnavigation that we promised family would only take two. Lately we find ourselves in Fiji, and we chose to do something very few other cruis...
PRIVATE Island bliss…Then we Invited a Rock Legend Aboard | Guana Island BVI #trawlerlife
UNANCHORED LIFE

PRIVATE Island bliss…Then we Invited a Rock Legend Aboard | Guana Island BVI #trawlerlife

Sailing through the British Virgin Islands, we moored off the ultra-exclusive Guana Island—a private island paradise with one of the most beautiful beaches in the Caribbean. What starts as a peaceful day of boat life quickly turns surreal when we meet rock legend Billy Squier… and end up inviting hi...
S1E46. Nothing Goes As Planned… But We Fixed a MAJOR Boat Leak!
Sailing UV ( UltraViolet )

S1E46. Nothing Goes As Planned… But We Fixed a MAJOR Boat Leak!

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...
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...
Sailing Family Sails into Big Seas: Did We Make a MISTAKE?
Finding Our Isla Sailing

Sailing Family Sails into Big Seas: Did We Make a MISTAKE?

Welcome back to Finding Our Isla. In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable. As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
Living Aboard During Cyclone Season in Fiji | Why No One Sails Here
WE|Sail

Living Aboard During Cyclone Season in Fiji | Why No One Sails Here

Welcome back to another episode of WE|Sail. EPISODE 337 Seven years. Over 30,000 nautical miles. We've sailed to some incredible places, and Fiji is definitely one of them. Our days have a rhythm: sail, anchor, explore, maintain the boat, edit. The flow is pretty much the same. But somehow, e...
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...
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...
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