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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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...
BOAT LIFE FULL TIME! Liveaboard Trawler Living in Florida Keys | Veterans Day 2020 Tribute
Sailing Dawn Hunters

BOAT LIFE FULL TIME! Liveaboard Trawler Living in Florida Keys | Veterans Day 2020 Tribute

BOAT LIFE FULL TIME! Liveaboard Trawler Living in Florida Keys. A SALUTE to Veterans Day 2020 & all those Veterans who served this USA — our Hero’s. Take some time to live that dream, explore the world and don’t wait. Hope you all enjoy this trawler living video and PLEASE if you or your Fami...
Veterans Day 2020 Boat Life. Liveaboard Trawler Living & Boating in South Florida Keys.
Sailing Dawn Hunters

Veterans Day 2020 Boat Life. Liveaboard Trawler Living & Boating in South Florida Keys.

A SALUTE to Veterans Day 2020 & all those Veterans who served this USA — our Hero’s. Take some time to live that dream, explore the world and don’t wait. Hope you all enjoy this trawler living video and PLEASE if you or your Family have served let us know in the comments. A PERSONAL SALUTE to...
Liveaboard Cruiser HUNTING BOAT BARGAINS Tiny Home Living on the Water in Passagemaker Trawler Life
Sailing Dawn Hunters

Liveaboard Cruiser HUNTING BOAT BARGAINS Tiny Home Living on the Water in Passagemaker Trawler Life

Liveaboard Cruiser HUNTING BOAT BARGAINS. Our Tiny Home Living on the Water Routine. Passagemaker Trawler Life at it's best while Dawn Hunters are restoring STEEL MOTORSAILER KETCH. 📺 THIS IS DAWN HUNTERS SEASON #1 EPISODE #28 ➡️ S1E28 ⛵ENJOYING OUR ADVENTURES? SUPPORT OUR PRODUCTION HERE: ...
Boating Miami River in Bikini Cruising Trawler Lifestyle – Trawler Life in Paradise Dawn Hunters
Sailing Dawn Hunters

Boating Miami River in Bikini Cruising Trawler Lifestyle – Trawler Life in Paradise Dawn Hunters

⛵🌒 Trawler Life in Paradise! Boating Miami River - we are bringing our Boat closer to our New Boat. ⛵🌒 Forgive Iana the compass thing - she is the editor not a captain! ⛵🌒 In this episode: 1. Miami Port Sighting 2. Bridge checker 3. The City of Contrasts 4. Crab deals 5. Miami Vice 6. Long Heavy...
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