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 1-5 of 5 results
Sailing Truth Show: The MOST Important Question Before You Buy a Boat
Sailing Zingaro

Sailing Truth Show: The MOST Important Question Before You Buy a Boat

Thinking about buying a boat or going cruising? Read this first: Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whether this life actually fits who you are. In this Sailing Truth Show, we’re h...
Sailing Truth Show: Real Offshore Sailing Questions – Answered
Sailing Zingaro

Sailing Truth Show: Real Offshore Sailing Questions – Answered

This live stream is built entirely from real questions pulled straight from the comments on recent videos. No slides. No scripts. No armchair theory. We’ll cover real offshore sailing topics—storm tactics, reefing, routing, boat design, fatigue, risk, and judgment—and talk about what actually work...
Sailing Truth Show: When Is It Time to Give Up the Sails?
Sailing Zingaro

Sailing Truth Show: When Is It Time to Give Up the Sails?

Interested in sailing offshore? Here's what you need to know: When is it time to give up the sails? This livestream is a reflective conversation about sailing, aging, fatigue, partnership, and changing priorities—not a sail vs power argument. We’ll start with an excerpt from Skip Novak, exp...
Haul-out day (end of a chapter) | Sailing Sitka Ep 186
Sailing Sitka

Haul-out day (end of a chapter) | Sailing Sitka Ep 186

That’s it, that’s all. We hauled out our sailboat in Linton Bay, Panama. Watching 25,000 pounds of fiberglass, rigging, wood and belongings lifted slowly from the water is a strange mix of awe and anxiety. Boats are meant to float, not hang suspended in the air, yet here she is, cradled by straps an...
The truth about my CHAOTIC SAILING LIFESTYLE: You asked, I answered / A sailor Q&A
WhiteSpotPirates

The truth about my CHAOTIC SAILING LIFESTYLE: You asked, I answered / A sailor Q&A

In this sailing Q&A, I’m answering all of your juicy questions about my sailing lifestyle. From am I married to whether I’m upgrading to a bigger boat or buying a new sailboat, I’m sharing my thoughts on what’s next. I also talk about my long-term cruising plans, touching on the future of sailbo...
WeBoating
Logo
Shopping cart