Watch Sailing & Boating Adventures Around the World – Page 5 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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There’s No Going Back Now Episode 4
Sailing Banana Pancakes

There’s No Going Back Now Episode 4

We actually did it. We sold almost everything we own, said goodbye to our home, our cabin, our cars, our pets, our friends and the life our kids have always known… and boarded a plane to Florida to begin our new life sailing around the world. This episode is the end of one chapter for our family—an...
“Pour Yourself a Glass of Wine…”  7 to 33 Knots E394
Wildly Intrepid Sailing

“Pour Yourself a Glass of Wine…” 7 to 33 Knots E394

One last adventure at Grande Anse, one of the most beautiful beaches we’ve found in Guadeloupe before making the short hop to Deshaies. There we enjoy some delicious local treats and cool off with a swim in the river. Then it’s time to keep sailing south along the coast of Guadeloupe. The condition...
Sailing Albania to Montenegro | Blue Eye, Durrës & a Windy Crossing
Sailing Clewless Crew

Sailing Albania to Montenegro | Blue Eye, Durrës & a Windy Crossing

Sailing Albania to Montenegro: from the stunning Blue Eye and coastal views to a 60-nautical-mile passage into Durrës, followed by a lively crossing to Bar. We face gusty winds, a tight sunset arrival, checkout formalities—and finish at beautiful Sveti Stefan. Subscribe for the next stage of our Mon...
This Is Why We Chose Boat Life | Sailing Our Lagoon 42 in Greece
Sailing Bluefish

This Is Why We Chose Boat Life | Sailing Our Lagoon 42 in Greece

After a few busy days in London, we are back aboard Bluefish, our Lagoon 42, and back to full-time boat life in Greece. We leave Lefkada and sail through the Ionian Islands towards Mytikas, Kastos and eventually Vathy on Ithaca — settling back into the simple rhythm that made us choose this life in ...
The King Was Naked Here 👑- Kandarola Beach,  Rab, Croaita
Sailing Sea Moon

The King Was Naked Here 👑- Kandarola Beach, Rab, Croaita

What happens at Kandarola… stays at Kandarola.👑 😳 In this episode of Sailing Sea Moon, we leave Sea Moon safely tucked up in Rab harbour and head on foot to one of Croatia’s most famous FKK beaches — Kandarola. But this isn’t just any naturist beach. In 1936, King Edward VIII visited Rab with Wal...
Is the BEST Stop in the Bahamas Little Harbour, Abacos (hint… probably so) | Ep. 43
SvSerenity

Is the BEST Stop in the Bahamas Little Harbour, Abacos (hint… probably so) | Ep. 43

Join us as we sail into Little Harbour, Abaco Islands, Bahamas (yes, that’s the correct spelling 😄). In this episode, we explore one of the most iconic and beautiful destinations in the Bahamas — from the world-famous Pete’s Pub to the legendary Little Harbour Foundry, stunning beaches, and hidden c...
Forney Cove on Santa Cruz Island From The Channel Islands Cruising Guide
Sailing Triteia

Forney Cove on Santa Cruz Island From The Channel Islands Cruising Guide

Buy a copy today at: If you enjoy the channel please "Like" the videos and Subscribe so you don't miss any future episodes. If you find the videos helpful or entertaining and would like to contribute you can become a Patron at: Other Ways to Support the Channel: PayPal: Ven...
We Found the WEIRDEST Place in Thailand!
Sailing Doodles

We Found the WEIRDEST Place in Thailand!

Our boat is broken… again. So while we wait for repairs, we grab an Airbnb on Koh Samui, rent a motorbike, and set out to explore the island. That’s when we discover The Xperience — and I honestly don’t know how to describe this place. It’s basically a giant adult playground filled with crazy art,...
13 Knots, Big Seas & Dolphins at Sunset | Sailing Back to Fiji’s Mainland
WE|Sail

13 Knots, Big Seas & Dolphins at Sunset | Sailing Back to Fiji’s Mainland

Welcome back to another episode of WE|Sail. EPISODE 351 After the calmest sailing conditions we've had in ages, this episode flips the script completely. Big seas, building tradewinds, and one of our fastest speeds yet, 13 knots, on our way back toward Viti Levu, Fiji's mainland. Just be...
S1E56. We Fix EVERYONE Else’s Boats… While Ours Sits! | DIY Boat Work
Sailing UV ( UltraViolet )

S1E56. We Fix EVERYONE Else’s Boats… While Ours Sits! | DIY Boat Work

Welcome back to Sailing UV — the greatest sailing show on Earth! 🌎⛵ UV is our 1996 Henry Morgan 57, a 57-foot catch-rigged project boat that we're slowly bringing back to life and eventually getting ready to chase some BIG sailing dreams. But there's just one problem… We're spendin...
We Had No Choice But to Let Them Lift Our Boat Again… Ep-233
Leading the Escapade

We Had No Choice But to Let Them Lift Our Boat Again… Ep-233

After our boat was badly damaged by the boatyard, we now have to trust them to lift Escapade again — and this time, everything has to go right. After everything that happened to Escapade, the time finally comes to start putting her back together. But before we can get anywhere near putting this ni...
Demolition Derby on Our Sailboat & Anchoring in a Billionaire’s Backyard | San Juanico | Ep 74
SmoCo Sailing

Demolition Derby on Our Sailboat & Anchoring in a Billionaire’s Backyard | San Juanico | Ep 74

📍 San Juanico, Baja California Sur 🌊 Sea of Cortez, Mexico From pristine spearfishing to boat demolition and getting lectured by beach RVers in a Walmart heiress’s bay! ⛵ We started our week expecting an overnight stop at Punta Púlpito, but the water was so impossibly clear we couldn't resist...
We Had to Dodge Whales All the Way to Langebaan | S5 E31
Sailing with six

We Had to Dodge Whales All the Way to Langebaan | S5 E31

We left Hout Bay after weeks of boat work and paperwork, ready to see a little more of South Africa before saying goodbye to it for good. First stop: anchoring beneath Table Mountain in Cape Town — a view we didn't need to go ashore to appreciate. From there, we sailed to Dassen Island, a prote...
Dangerous Sailing in Coral Passes & Storms in the Maldives on a 30ft Sailboat
Sailing Triteia

Dangerous Sailing in Coral Passes & Storms in the Maldives on a 30ft Sailboat

Episode 495 White knuckled coral passages and rough over night sails Hello Friends, On this episode I battle my way south through the Maldives as the Monsoon progresses and bears its teeth. Moving from one unprotected anchorage to the next, I finally get south of the equator and the storms lift. ...
Our Boat Broke Down… So We Made the Best of Koh Samui!
Sailing Doodles

Our Boat Broke Down… So We Made the Best of Koh Samui!

Boat problems have changed our plans once again! With the boat needing repairs, we move into an Airbnb on Koh Samui for a few days and decide that if we're going to be stuck on land… we might as well make the most of it! We rent a motorbike and set off to explore the island, including a stop a...
Our Road Trip Ends With a BIG Surprise💗💙 VLOG 317
Sailing Sunday

Our Road Trip Ends With a BIG Surprise💗💙 VLOG 317

👇 Drop a comment: Our cross-country road trip is coming to an end! 🚐🌲 We’re making the final push back to Vancouver, getting settled into land life again and preparing for baby #2. Plus… we finally find out if we’re having a boy or girl! 💕💙 For anyone who’s asked, we’ve also put together a little...
We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393
Wildly Intrepid Sailing

We Found Guadeloupe’s Most Beautiful Beach! | Grand Anse by Sailboat E393

Anse Leroux, Guadeloupe is perfect, with crystal-clear water, a close by beach and fantastic snorkeling just a short ride from the boat. From there, we take a long dinghy ride to the colorful village of Deshaies, where we wander the charming streets and discover an amazing local bakery serving deli...
This Anchorage Was Worth Every Miserable Mile — Sailing Yabá
Sailing Yabá

This Anchorage Was Worth Every Miserable Mile — Sailing Yabá

Sailing yaba Episode 323 We set sail from Ilhabela at dawn in pouring rain, putting Vini’s old saying to the test: “Leaving in bad weather brings good luck.” A wet and shaky passage later, Yabá drops anchor in the calm, sunlit waters of Paraty! Between catching up on overdue laundry, prepping for ...
Orikum Bay Swell FINALLY Defeated Us — Marina Time & Sightseeing
Sailing Clewless Crew

Orikum Bay Swell FINALLY Defeated Us — Marina Time & Sightseeing

We spent a week at anchor in Orikum Bay, Albania, but the relentless swell eventually pushed us to move into the marina early for a break. While there, we finally got some calm, did a bit of sightseeing, and enjoyed a change of pace after rough days on the hook. If you like sailing Albania, catamara...
CROSSING OCEAN’S With A PREGNANT CHICK… | Sailing St Helena to Brazil… Ep 452
Sailing Nandji – Frothlyfe

CROSSING OCEAN’S With A PREGNANT CHICK… | Sailing St Helena to Brazil… Ep 452

Use the discount code: SAILINGNANDJI to get 5% off on eSIMs and 10% off on Holafly Plans (for the first 12 months) 👉 Happy Travelling Before any big passage, there's always a long list of jobs to tick off. Once we've cleared out, the countdown begins, and we have 48 hours to leave the i...
They’re Making Me Leave Thailand
Sailing Doodles

They’re Making Me Leave Thailand

Our time cruising Thailand takes another unexpected turn. Before leaving the boat, Nika decides to enjoy one last swim off the back — and apparently swimsuits are optional. Then it’s time for me to leave Thailand for a quick visa run to Singapore while Nika and the dogs move into an Airbnb on Koh S...
We Don’t Know Where We’re Going Next | Leaving Fulaga, Fiji & Sailing Somewhere
WE|Sail

We Don’t Know Where We’re Going Next | Leaving Fulaga, Fiji & Sailing Somewhere

Welcome back to another episode of WE|Sail. EPISODE 351 After a month in Fulaga, Fiji, longer than we've ever spent in one place on this entire trip, it was time to go. We left before sunrise to catch the tide through the pass, said our goodbyes to the most remote anchorage we've ever cal...
First Sail Alone Since Sailing To Hawai’i
Sailing With Phoenix | Oliver

First Sail Alone Since Sailing To Hawai’i

In October 2026 I will attempt a 30,000 mile solo nonstop circumnavigation of the planet aboard my Pacific Seacraft 40, "Phoenix do Mar", meaning Phoenix of the Sea in Portuguese. Departing from Port Townsend, Washington, this voyage will cross the world’s most remote oceans in one continu...
They Damaged Our Boat… And We Were Left To Fix It!  Ep-232
Leading the Escapade

They Damaged Our Boat… And We Were Left To Fix It! Ep-232

Our sailboat haul-out turned into the biggest nightmare we've ever faced after unexpected damage, an insurance dispute, and a lightning strike. What should have been a routine haul-out quickly turned into the biggest ordeal we've ever faced with our boat. What followed was months of unce...
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