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.

Showing 1-24 of 93 results
Isle of Skye & an Iconic Castle (sailing Scotland is not how you’d picture it) – Ep 266
Sailing Jibsea

Isle of Skye & an Iconic Castle (sailing Scotland is not how you’d picture it) – Ep 266

Join us as we cruise from the Outer Hebrides to the Inner Hebrides in our sailboat. We explore fishing towns like Portree in the Isle of Skye before continuing to cruise through the Scottish Isles to an iconic castle. NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of sup...
5 years of sailing the world! #sailing #lifestylechange #boating #travel
Sailing Jibsea
PRICELESS Gift From A Deceased Artist & New Decks For Our Boat.
SailorBarry

PRICELESS Gift From A Deceased Artist & New Decks For Our Boat.

What an absolute dream to receive this gift from John and Viv! ❤️ This is unreal, feeling overwhelmed. Support: Patreon: PayPal: Buy Us A Beer!!: ————- Help Us Re Rig The Boat And Buy New Sails! GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!...
WHY WE CAN’T LEAVE, WHAT WE’VE BEEN UP TO AND UPCOMING SAILING PLANS – Ep 218
Sailing Jibsea

WHY WE CAN’T LEAVE, WHAT WE’VE BEEN UP TO AND UPCOMING SAILING PLANS – Ep 218

We're sharing exciting updates on our custom aluminum sailboat and what we've been up to. From the DIY lighting for the interior and exterior, electrical, woodworking to the personal touches we've added onboard, we're turning this boat into our dream home on the water. We’ll als...
19 DAYS IN to ATLANTIC CROSSING but HEADING BACK  (Part 7) – Ep 175
Sailing Jibsea

19 DAYS IN to ATLANTIC CROSSING but HEADING BACK (Part 7) – Ep 175

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on days 18 and 19 of our transatlantic. We discuss how much fresh produce remains on boa...
AVOIDING SAILBOAT COLLISION DURING ATLANTIC CROSSING (Part 6) – Ep 174
Sailing Jibsea

AVOIDING SAILBOAT COLLISION DURING ATLANTIC CROSSING (Part 6) – Ep 174

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage sailboat. We're short-handed with a crew of 2 people onboard on days 16 and 17 of our offshore voyage. We encounter big waves, big swell and encounter ...
BIG WAVES, SQUALLS & Sleep Depived During ATLANTIC CROSSING (Part 5) – Ep 173
Sailing Jibsea

BIG WAVES, SQUALLS & Sleep Depived During ATLANTIC CROSSING (Part 5) – Ep 173

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're on day 15 of our transatlantic where we encounter squalls, big waves and big swell. The sail is getting demanding! ATLANTIC CROSSING SERIES W...
TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171
Sailing Jibsea

TOO HOT FOR CREW, IT’S JUST US 2! – Atlantic Crossing Part 3 – Ep 171

Join us as we continue sailing across the North Atlantic Ocean from Europe to the tropical Caribbean in our Bluewater capable Hunter 42 Passage. We're approaching Cape Verde in days 7-11 of our transatlantic. The days are getting longer and hotter and as the swell climbs, the winds die, makin...
IMMEDIATE REPAIRS NEEDED DURING ATLANTIC CROSSING (Part 2) – Ep 170
Sailing Jibsea

IMMEDIATE REPAIRS NEEDED DURING ATLANTIC CROSSING (Part 2) – Ep 170

Join us on our Hunter sailboat as we continue our voyage across the Atlantic Ocean sailing from Europe to the tropics of the Caribbean. Our sailboat shows she’s fully bluewater capable as we cross the Atlantic ocean for the second time short-handed, just the two of us. We conduct immediate repairs b...
EVERYTHING’S BREAKING at the START of an ATLANTIC CROSSING – Ep 169
Sailing Jibsea

EVERYTHING’S BREAKING at the START of an ATLANTIC CROSSING – Ep 169

Join us on our Hunter sailboat as we embark on a memorable transatlantic from Las Palmas, Gran Canaria to the tropics of the Caribbean. Our production sailboat shows she’s fully bluewater capable as we cross the Atlantic ocean for the second time short-handed, just the two of us. We hoist our new as...
Cruising Checklist: the GOOD, the BAD & THE S#ITT¥! – Ep 161
Sailing Jibsea

Cruising Checklist: the GOOD, the BAD & THE S#ITT¥! – Ep 161

Ever thought of living full time on a sailboat while cruising the most beautiful places in the world? We'e been living on our sailboat for three years and are showing our landlubber Canadian friend what it's REALLY like onboard as a full time cruiser in the Mediterranean. We show him the ...
What’s So Special about the British Virgin Islands? | Sailing Sunday | Ep.211
Sailing Sunday

What’s So Special about the British Virgin Islands? | Sailing Sunday | Ep.211

Get ready for an incredible sailing journey through the British Virgin Islands! In our video we'll take you to the most breathtaking spots! First, we'll set sail to visit the Bitter end each club and unwind at the dreamy Saba Rock which is a Paradise that feels like heaven on earth! But th...
The British Virgin Islands on a Yacht  |  Sailing Sunday | Ep.210
Sailing Sunday

The British Virgin Islands on a Yacht | Sailing Sunday | Ep.210

Prepare to set sail in an unforgettable adventure of the British Virgin Islands. We arrive after an overnight sail from St Maarten to check into the country and start our sailing adventure through the British Virgin Islands aboard our 46' yacht, Sailing Sunday. Over these next few videos we w...
No Longer STUCK at Anchor | Sailing Sitka Ep 71
Sailing Sitka

No Longer STUCK at Anchor | Sailing Sitka Ep 71

No longer stuck at anchor. In this weeks episode of Sailing Sitka, we test our newly installed prop by going out for a motor in Banderas Bay. After 3 months of repairs, it feels good to get Sitka moving again and in an operational state. @sailingavocet captures some awesome drone shots of us on the ...
We were smashed by a storm that almost sunk us.  Sailing around Lake Ontario series.
Cruising Off Duty

We were smashed by a storm that almost sunk us. Sailing around Lake Ontario series.

This is just a quick excerpt of what will happen on our first episode when we do the full series of our travels sailing around Lake Ontario this summer. This was the first day and it was eventful. This storm could have sunk our boat. That would have been a short trip as this was just day 1. Su...
We’re LEAVING!!! | Sailing Sunday | Ep.208
Sailing Sunday

We’re LEAVING!!! | Sailing Sunday | Ep.208

This week we get ready to set sail in the Caribbean. After Ryan returns home from filming on the TV Show Million Dollar Island in Australia & Brittni does her massive stint working with SXM Paws rescuing and rehoming both our own and SXM Paws Street dogs we prepare to set sail from St Martin to ...
Whats really been going on with us? | SAILING SUNDAY | Ep.207
Sailing Sunday

Whats really been going on with us? | SAILING SUNDAY | Ep.207

Discover truth we've kept hidden for the past 3 months, its probably not at all what you were expecting! In this week's episode of Sailing Sunday we bring you secrets, laughter, and even a few tears.You won't believe what Ryan has been up to!!! Join us for an epic rollercoaster ride...
We Experience the HIGHS and LOWS of CRUISING Ep 62
Sailing Sitka

We Experience the HIGHS and LOWS of CRUISING Ep 62

We experience the highs and lows of cruising. In this weeks episode of sailing sitka, we take on the joys of this sailing lifestyle but also sadly take on the bad. We broke our gooseneck on a passage and realized it had much more catastrophic damage than we intended... On a good note, our anchorage ...
202. Our CAPTAIN Abandoned Ship! | SAILING SUNDAY
Sailing Sunday
201. Boat Jobs in Exotic Locations | SAILING SUNDAY
Sailing Sunday

201. Boat Jobs in Exotic Locations | SAILING SUNDAY

This week we pull into PDP Marina located in Sint Maarten to do a few boat jobs while working with the local SXM Paws who do amazing work with the street animals!
200. Navigating a SHIP GRAVEYARD | SAILING SUNDAY
Sailing Sunday

200. Navigating a SHIP GRAVEYARD | SAILING SUNDAY

This week we go under around and through the bridges in St Martin.
199. The Reality of 48 hours at Sea | Sailing Sunday
Sailing Sunday
198. Epic Beach Bar Showdown  |  SAILING SUNDAY
Sailing Sunday
197. A DAY IN THE LIFE on passage | Sailing Sunday
Sailing Sunday
WeBoating
Logo
Shopping cart