Watch Sailing & Boating Adventures Around the World

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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Whoopsie #sailing #donttell #shorts #shortvideo
Sailing Banana Pancakes

Whoopsie #sailing #donttell #shorts #shortvideo

I surprised Easton during our q&a session with a question of my own😂
We Didn’t Think We’d Make It
Finding Our Isla Sailing

We Didn’t Think We’d Make It

After weeks of rough weather, Christmas winds, storms, and learning how to sail in real time… we finally make it to Saint Martin. But getting there was far from easy. In this episode, we leave Martinique and continue battling our way north through the Caribbean. Along the way we experience incredi...
Sailing Blind | Season 1, Episode 8
Finding Our Isla Sailing

Sailing Blind | Season 1, Episode 8

In this episode, we leave Le Marin and continue sailing north toward beautiful Saint-Pierre. What started as one of our most peaceful and enjoyable sails yet quickly changed when we suddenly lost critical electronics onboard Isla. Our charts, depth readings, wind instruments, and navigation system...
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...
We LOST CONTROL of Our Boat… (Our Biggest Scare Yet) Season 1, Episode 4
Finding Our Isla Sailing

We LOST CONTROL of Our Boat… (Our Biggest Scare Yet) Season 1, Episode 4

In this episode of Finding Our Isla, we continue sailing north through the Caribbean as a family of six learning how to sail along the way. We leave Ronde Island and make our way to Sandy Island and Chatham Bay on Union Island — soaking in some of the most beautiful spots in the Grenadines. What s...
When Family Visits Boat Life for the First Time
Sailing Big Lost

When Family Visits Boat Life for the First Time

It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking. What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
I SOLD My Sailboat! (Teaching The New How-To Use It)
Adventureman Dan

I SOLD My Sailboat! (Teaching The New How-To Use It)

My sailboat is SOLD! After seven amazing years of adventures on the high seas, I've sold my beloved sailboat Adventureborne. This video isn't just to say goodbye to Adventureborne. It's to give you a complete top to bottom “how-to-use” sailboat instructional video. Perfect for anyon...
One crew member down our hardest day ever, Lagoon 450 Catamaran Airlie Beach Whitsunday Island
Sailing Moor R & R

One crew member down our hardest day ever, Lagoon 450 Catamaran Airlie Beach Whitsunday Island

Welcome aboard Moor R & R! Episode 8. Join us as we set sail from Airlie Beach to Cape Gloucester, where we catch up with fellow lagoon owners at the annual Lagoon Esplanade gathering – always a time for laughs, good company, and fun on the water. From there, we make our way to Sinclair Bay for...
S1, Ep13 Getting Ready for the Haul Out
Sailing Into the Mystic

S1, Ep13 Getting Ready for the Haul Out

In this season finale of Sailing into the Mystic, we wrap up an incredible chapter of weekend sails, time spent with loved ones aboard Into the Mystic, as well as some hands-on boat work. We dive under the boat to inspect the hull and create a project to-do list in preparation for the big haul-out. ...
S1, Ep12 A Simple Solution to a Scary Problem
Sailing Into the Mystic

S1, Ep12 A Simple Solution to a Scary Problem

In this episode of Sailing into the Mystic, we experience a heart-pounding moment while sailing in high seas—reminding us just how important preparation and problem-solving are on the water. But it’s not all stress! We also enjoy a breathtaking encounter with dolphins on a fun sail and tackle an ess...
S1, Ep11 San Diego Sailing Adventures
Sailing Into the Mystic

S1, Ep11 San Diego Sailing Adventures

Join us on Sailing into the Mystic as we embark on another exciting chapter filled with sailing adventures, breathtaking experiences of San Diego, CA! As a sailing couple preparing for retirement, we’re embracing the freedom of life on the water, tackling new challenges, and making unforgettable mem...
S1, Ep10 Why You Should Inspect Your Chain
Sailing Into the Mystic

S1, Ep10 Why You Should Inspect Your Chain

In this episode of Sailing into the Mystic, we dive into one of the most critical yet often overlooked aspects of boat maintenance: inspecting your anchor chain. As a sailing couple preparing for retirement, we’re sharing the lessons we learn as we prepare for full time cruising. We walk through ou...
S1, Ep9 Time for Boat Projects on the Mystic
Sailing Into the Mystic

S1, Ep9 Time for Boat Projects on the Mystic

In this episode of Sailing into the Mystic, we dive into a couple of essential boat projects needed to prepare our sailboat for the next chapter of our lives. As a sailing couple nearing retirement, we're embracing this transition by tackling upgrades, maintenance, and improvements that bring u...
S1, Ep8 A long Weekend on the Mystic (at Mariner’s Cove)
Sailing Into the Mystic

S1, Ep8 A long Weekend on the Mystic (at Mariner’s Cove)

We take a long weekend to celebrate our 31st anniversary and sail to Mariner's Cove in San Diego. We also help our friend Rob with delivering the mast for his boat for service and play hookie on a Monday to watch an unusually large departure of the Baja-HaHa Cruisers Rally. We are two retiring...
BOAT TOUR – 1988 43′ Irwin MKIII CC
Sailing Into the Mystic

BOAT TOUR – 1988 43′ Irwin MKIII CC

BOAT TOUR of a1988 43' Irwin MKIII CC We give a boat tour of our 43 foot (47 ft. overall length) Irwin MKIII center cockpit monohaul sailboat. This is the one we plan to do our ocean cruising in upon retirement in the coming year! We are two retiring educators, parents and grandparents, look...
S1, Ep7 We Sail with Family and Friends (San Diego Bay)
Sailing Into the Mystic

S1, Ep7 We Sail with Family and Friends (San Diego Bay)

In this episode of Sailing into the Mystic, we set sail with family and friends for unforgettable times on the beautiful San Diego Bay. As a sailing couple preparing for retirement, we cherish moments like these—sharing the joys of sailing and creating lasting memories on the water. Along the way, w...
S1, Ep6 We Finally Sail Into the Mystic
Sailing Into the Mystic

S1, Ep6 We Finally Sail Into the Mystic

In this exciting episode of Sailing into the Mystic, our dream becomes a reality—we buy our very own sailboat, Into the Mystic! After years of planning and preparing, we take her on her first sail and experience the thrill of heading out into the ocean aboard our own boat. As a sailing couple prepa...
We are preparing Dakini for her first guests! (Sailing Dakini – Leave to Roam Ep. 21)
Leave to Roam

We are preparing Dakini for her first guests! (Sailing Dakini – Leave to Roam Ep. 21)

We are still on the south coast of Turkey excitedly anticipating the arrival of our first guests, family from Australia. We take the opportunity of a few days sailing from Kalkan to their pickup point in Gocek to get some preparations done. Preparations include... cleaning, shopping, repairing and ...
A perfect day sailing in Turkey! (Sailing Dakini – Leave to Roam Ep. 20)
Leave to Roam

A perfect day sailing in Turkey! (Sailing Dakini – Leave to Roam Ep. 20)

We had an amazing day sailing from Kas back to Kalkan as we begin our journey West along Turkey's South Coast. Whilst it is sad to leave Kas, a persistent 15kt wind gave us a good excuse to do some 'proper' sailing after a number of weeks of short day trips between sites. We do stop ...
Exploring Kastellorizo and doing some diving around Kas! (Sailing Dakini – Leave to Roam Ep. 19)
Leave to Roam

Exploring Kastellorizo and doing some diving around Kas! (Sailing Dakini – Leave to Roam Ep. 19)

That's right, we loved Kas so much, we made sure to visit again on our way west. Kas is a stone's throw from Kastellorizo, a beautiful Greek tourist town on a small island. Kel spends the day visiting Kastellorizo, including climbing to the very top, finding the only bakery and swimming wi...
Deadly fish poison – Kekova to Kas! (Sailing Dakini – Leave to Roam Ep. 18)
Leave to Roam

Deadly fish poison – Kekova to Kas! (Sailing Dakini – Leave to Roam Ep. 18)

We need to re-provision and pump black water so we sail east from Kekova to the large city of Fineke on Turkey's South Coast. We anchor of this non-touristy town after visiting the marina, and find an incredible local market where the people were so friendly and the produce was amazing. After ...
Kekova Roads (Pt 2) – this is a cruiser’s paradise! (Sailing Dakini – Leave to Roam Ep. 17)
Leave to Roam

Kekova Roads (Pt 2) – this is a cruiser’s paradise! (Sailing Dakini – Leave to Roam Ep. 17)

We are still in the Kekova Roads area, as we have discovered a cruiser's paradise. We leave the Gokoya anchorage and enter the roads themselves, sailing past the famous sunken city before anchoring in the inner harbour. We visit the villge of Ucagiz on the Lycian Way before taking the dinghy to...
Kekova Roads (Pt 1) – what a playground! (Sailing Dakini – Leave to Roam Ep. 16)
Leave to Roam

Kekova Roads (Pt 1) – what a playground! (Sailing Dakini – Leave to Roam Ep. 16)

When we entered Turkey we weren't sure if you would make it this far east but are we glad we did, because the Kekova Island area is a real playground. It wasn't a long sail from Kas but it was so peaceful sailing past the islands including the Greek tourist destination of Kastellorizi. We...
Kas – our new favourite town on Turkey’s South Coast! (Sailing Dakini – Leave to Roam Ep. 15)
Leave to Roam

Kas – our new favourite town on Turkey’s South Coast! (Sailing Dakini – Leave to Roam Ep. 15)

We had heard some really positive things about Kas, a popular town on Turkey's South Coast, and were not disappointed. After med-mooring opposite the main marina, we ended up extending our stay a number of times, making the most of a great location, clear water and the vibrant town itself. Whi...
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