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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He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
Sailing Zingaro

He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026

A 40-year boatbuilder and former charter-fleet operator breaks down which cheap, used cruising sailboats are actually worth buying, and which ones will eat your savings and your dream. If you are shopping for a first bluewater boat on a budget, watch this before you wire a deposit. Kyle Jachney has...
The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show
Sailing Zingaro

The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show

Everyone chasing the cruising dream gets pointed at the same handful of "name" boats — and most of them are priced out of reach for a first-timer. So today Kyle Jachney and I are talking about the ones nobody puts on a list: the older, affordable fiberglass cruisers from the 70s and 80s th...
Exploring a Classic Sailboat in Snowy Maine! Full Tour
BoatFools Sailing

Exploring a Classic Sailboat in Snowy Maine! Full Tour

#SailboatsForSale #Bristol35 #SailingLife #Sailboats #BoatFoolsSailing #ClassicYacht #LiveaboardLife #TedHood #BluewaterSailboat #SailboatTourThis UPDATE 03/10/2025: THE PRICE HAS DROPPED FROM $46,500 TO $38,500! Exploring a Classic Sailboat in Snowy Maine! Full Tour – A SOLID 1980 Bristol 35.5C f...
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