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 478 results
Searching For The Hermit of the Goose Group
Sailing Magic Carpet

Searching For The Hermit of the Goose Group

Sailing south from Prince Rupert aboard their restored Cape George 36, Magic Carpet II, Maya and Aladino reach British Columbia's remote Goose Group to explore Gosling Island and trace the legacy of legendary wilderness paddler Kayak Bill.
I MESSED UP Trying to Lift the Boat, so I Switch Gears for a Day | Learning the Lines
Learning the Lines

I MESSED UP Trying to Lift the Boat, so I Switch Gears for a Day | Learning the Lines

Jordan and Randi of Learning the Lines engineer DIY timber boat stands to lift their boat for bottom paint, navigating a tool logistical snag by pivoting to Nova Scotia land stewardship.
What Our $15,000 Boat Really Cost
Sailing Nahoa

What Our $15,000 Boat Really Cost

Sailing Nahoa provides a line-by-line financial audit of purchasing and refitting a $15,000 boat in Vancouver, British Columbia, calculating true DIY refit expenses.
Younger Generation Sailor Debates Old Salt | Same Boat
Sailorama

Younger Generation Sailor Debates Old Salt | Same Boat

Justine of Sailorama sits down with veteran voyager Jean for an in-depth dialogue contrasting modern electronic cruising systems with traditional seamanship, offshore rigging choices, and heavy weather storm management.
We Bought a $20K Boat. One Repair Quote Was $20,000.
Sailing Nahoa

We Bought a $20K Boat. One Repair Quote Was $20,000.

Ben and Ashley of Sailing Nahoa acquire a classic 24-foot coastal cruiser in British Columbia and confront modern shipyard labor economics when a single repair quote matches the vessel's purchase price.
How solo sailors die [Ep. 165]
Sailing Supernova

How solo sailors die [Ep. 165]

Darcy and Yvette of Sailing Supernova dissect the critical mortality risks facing singlehanded voyagers, evaluating deck tethering, cockpit entrapment, sleep deprivation, and emergency redundancies.
Spontaneous trip to Canada to visit a special someone! – (Episode 379)
Sailing Parlay Revival

Spontaneous trip to Canada to visit a special someone! – (Episode 379)

In this episode we fly to Canada on a last minute trip to visit Britt's family, and also the Chosen one, who lives in New Brunswick. We also go to the incredible Niagara Falls, which is absolutely mind blowing! To join us on Patreon and get exclusive content and a chance to come sailing with u...
Montreal & Quebec Teaser
Boating Journey

Montreal & Quebec Teaser

Hi Everyone: No regular video this week as we are still traveling. Enjoy this sneak peak of our Montreal and Quebec trip. Come along with us as we explore **Montreal and Quebec City, Canada**, during an unforgettable birthday getaway filled with incredible food, historic neighborhoods, beautiful ...
I Bought an 85-Foot Ship… Now What?
SailorBarry

I Bought an 85-Foot Ship… Now What?

If this story moves you, if you feel that pull toward adventure, legacy, and a different kind of future, join the Founders Circle. Together, we’re building something bigger than a voyage. We’re building a movement. Join the Founders Circle → Become part of the crew shaping the first Pacific sail-...
Sailing Tequila From Mexico To Canada. Day One Starting A Sail Cargo Business.
SailorBarry

Sailing Tequila From Mexico To Canada. Day One Starting A Sail Cargo Business.

Mariner’s Spirit: Join The Founders Circle 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!: #economy #shipping #globaltrade #entrepreneur #sailin...
Life is Like Sailing – Summer Cruising 2025 -Ep 16
Life is Like Sailing

Life is Like Sailing – Summer Cruising 2025 -Ep 16

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Summer Cruising 2025 – Ep 15
Life is Like Sailing

Life is Like Sailing – Summer Cruising 2025 – Ep 15

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Summer Cruising 2025 – Ep 13
Life is Like Sailing

Life is Like Sailing – Summer Cruising 2025 – Ep 13

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Summer Cruising 2025 – Ep 13
Life is Like Sailing

Life is Like Sailing – Summer Cruising 2025 – Ep 13

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Summer Cruising 2025 – Ep 12
Life is Like Sailing

Life is Like Sailing – Summer Cruising 2025 – Ep 12

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V @findingsimon @SailorBarry @SampsonBoatCo
Life is Like Sailing – Winter Cruising 2025 – Ep 11
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 11

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
How I Make Money Driving Boats: Sailor VS Power Boat!
SailorBarry

How I Make Money Driving Boats: Sailor VS Power Boat!

Support: Patreon: PayPal: Buy Us A Beer!!: ————- GoFundMe: ————- Total Boat X Sailor Barry Affiliate Link - Barry - Hailly Amazon WishList!: #boatbuilder #boatbuilding #boatrestoration #classicboat #adventure
Life is Like Sailing – Winter Cruising 2025 – Ep 10
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 10

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Winter Cruising 2025 – Ep 09
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 09

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Winter Cruising 2025 – Ep 08
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 08

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Winter Cruising 2025 – Ep 07
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 07

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
Life is Like Sailing – Winter Cruising 2025 – Ep 06
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 06

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
So Long Sailing Infidels #quittingyoutube #sailingcommunity #sailing
Sailing Infidels

So Long Sailing Infidels #quittingyoutube #sailingcommunity #sailing

A difficult decision a year and a half in the making. The Sailing Infidels are ending our channel. Many thanks to our loyal subscribers who have hung in there over the years and the channel struggled to grow. We appreciate you through the end and beyond. We would be honoured if you all would check ...
Life is Like Sailing – Winter Cruising 2025 – Ep 04
Life is Like Sailing

Life is Like Sailing – Winter Cruising 2025 – Ep 04

Follow our sailing adventures on board our 1979 Hans Christian ketch as we continue to explore Canada's West Coast. Alfy & Devlin s/v Northern Dancer V
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