DO NOT BUY These 5 Sailboats (And 5 You SHOULD)
Water adventures near Boston
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Preorder my book “Be The Captain”: https://www.bethecaptain.com
In this video, I break down 10 real offshore sailboats — 5 that I think are smart, seaworthy buys... and 5 that raise red flags. These boats are all for sale right now, and I’ll walk you through what I look for in an offshore cruiser, what makes or breaks a good design, and why some “bluewater boats” aren’t as offshore-ready as they seem.
Some are bargains. Some are disasters in disguise.
I’m not here to sugarcoat — I’ve sailed over 85,000 miles offshore and made plenty of mistakes along the way. If you’re shopping for a serious cruising boat, this video could save you a ton of money… or even your life.
More videos, gear tips, and raw offshore stories:
https://youtube.com/svzingaro
https://www.bethecaptain.com
Chapters:
00:00 The best and worst sailboats
00:34 Good Boat #1: Valiant 42
01:19 Bad Boat #1: Oyster Lightwave 48
02:59 Good Boat #2: Mason 43
04:34 Bad Boat #2: Hunter Passage 42
06:31 Good Boat #3: Crealock 44 (Pacific Seacraft)
08:14 Bad Boat #3: Irwin 52
10:12 Good Boat #4: Little Harbor 44
11:36 Bad Boat #4: Sparkman Stephens 60
13:45 Good Boat #5: Hinkley 40
16:28 Bad Boat #5: Tripp 47
Sailing Zingaro
Join James Evenson of Sailing Zingaro as he documents his 2026 technical refit of his Crowther Spindrift 38 in Colombia and his 'Sailing Truth' mission.
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