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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We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic
BoatFools Sailing

We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic

@boatfools #Norseman447 #RobertyPerry #bluewatercruiser #sailing #yachttours We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic Why do so many sailors love the Norseman 447? In this episode of BoatFools Sailing, Green Mountain Josh returns for his first ...
Allied Boat Company: The Fiberglass Sailboat That Changed Everything
Lady K Sailing

Allied Boat Company: The Fiberglass Sailboat That Changed Everything

The first fiberglass sailboat to sail around the world was not a giant custom yacht or a famous production cruiser from one of the big names. It was Apogee, an Allied Seawind 30 ketch sailed by Alan Eddy, and its circumnavigation helped prove that fiberglass sailboats could survive real offshore pas...
We Reviewed 31 Sailboats This Year. 17 Sold. Here’s What Happened
BoatFools Sailing

We Reviewed 31 Sailboats This Year. 17 Sold. Here’s What Happened

#boatfoolssailing #sailboatreview #sailingboat #boattalk What Sold, What Sat, and Why. A Wild Year in Sailboats! (BoatFools 2025 Review) 2025 was a BIG year for BoatFools Sailing. Canadian Ken and Tris take a hard look back at the sailboats we profiled, the ones that sold, the ones that surprised...
We Bought the Boat We Reviewed! Meet Our Morgan 384
BoatFools Sailing

We Bought the Boat We Reviewed! Meet Our Morgan 384

#boatfoolssailing #morgan384 #classicsailboats We Bought the Boat We Reviewed! Meet Our Morgan 384. If you want to see the full tour of this boat, watch this: Guess what? We did it again. Canadian Ken, Green Mountain Josh, and I just bought a second sailboat — a 1986 Morgan 384… the very same b...
7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing
Lady K Sailing

7 Sailboats You Should Never Buy (Unless You Know This) – Ep 357 – Lady K Sailing

Thinking about buying a sailboat? There are some amazing deals out there… and some very expensive mistakes waiting to happen. In this video, we’re breaking down a list of used sailboats that can be great boats if you understand their design quirks, construction details, and the problems that can sho...
A RUGGED World Cruiser! Inside a $75,000 Sailboat Tour. The Intrepid 40!
BoatFools Sailing

A RUGGED World Cruiser! Inside a $75,000 Sailboat Tour. The Intrepid 40!

#boatfoolssailing #sailboatforsale #sailboattour ONLY 8 Ever Built! $75,000 Chuck Paine Intrepid 40 Sailboat | Full Tour This week, Canadian Ken, Captain Kew, and I climb aboard one of the rarest Chuck Paine designs ever launched: the 1986 Cape Dory Intrepid 40 — hull #7 of only 8 ever built. If ...
Scary Moment in a Remote Arctic Fjord – Ep 252
Sailing Jibsea

Scary Moment in a Remote Arctic Fjord – Ep 252

Join us as we cruise Greenland, explore the breathtaking Prince Christian Sound, and discover remote settlements few ever see. Experience the thrill of anchoring in fjords, sailing past towering mountains, waterfalls, and icebergs, and capturing the raw beauty of the Arctic. NEW VIDEOS EVERY SUNDAY...
SLOW TV, 45 MINUTES SAILING ASMR: raw sailing, peaceful, relaxing ocean waves in the Labrador Sea
Sailing Jibsea

SLOW TV, 45 MINUTES SAILING ASMR: raw sailing, peaceful, relaxing ocean waves in the Labrador Sea

A glimpse into our voyage sailing across the Labrador Sea from Newfoundland to Greenland. This is not our regular weekly episode but if you like slow tv, asmr, nature sounds, hearing the soothing sounds of wind, waves, and the hull carving through the ocean, you might enjoy this 45 minute video of u...
The Alberg 30: A Sailboat Design That’s Aging Like Fine Wine | TOUR [[9/7/25 SOLD!]]
BoatFools Sailing

The Alberg 30: A Sailboat Design That’s Aging Like Fine Wine | TOUR [[9/7/25 SOLD!]]

#Alberg30 #sailboattour #classicsailboat #boatfoolssailing #cruisingsailboat [[09/07/2025 SOLD]] LEGENDS Never DIE! Alberg 30 Sailboat Tour | $12,500 LEGENDS Never Die! Meet HERON, a 1968 Alberg 30 sailboat — one of the most beloved 30-foot cruisers ever built. Canadian Ken and I fell in love ...
Sailing Nova Scotia’s Wild Coast & Through the Middle of an Island – Ep 243
Sailing Jibsea

Sailing Nova Scotia’s Wild Coast & Through the Middle of an Island – Ep 243

Join us as we sail the stunning coast of Nova Scotia, exploring remote anchorages, charming small towns, and the hidden beauty of Bras d’Or Lake in Cape Breton Island. A true cruising boat life adventure! NEW VIDEOS EVERY SUNDAY! Please subscribe and share our videos - every bit of support is much...
Did We Buy The Wrong Sailboat?!
BoatFools Sailing

Did We Buy The Wrong Sailboat?!

@boatfools #sailing #sailboat #sailboatrefit Did We Buy the WRONG Sailboat?! | Morgan 382 – 4 Years Later After 4 years of full-time cruising aboard our 1980 Morgan 382, designed by the legendary Ted Brewer, we’re finally asking the question… Did we buy the WRONG boat?! In this episode, we get...
SELLING OUR BOAT & HEADING INTO THE FOG – Ep 240
Sailing Jibsea

SELLING OUR BOAT & HEADING INTO THE FOG – Ep 240

Join us on this epic offshore passage as we set sail from Virginia and head north to the stunning shores of Martha's Vineyard. From offshore champagne sailing conditions to the thrill of flying our spinnaker and Code Zero, to encounters with dense fog as we approach New England, it's a fa...
DO NOT BUY These 5 Sailboats (And 5 You SHOULD)
Sailing Zingaro

DO NOT BUY These 5 Sailboats (And 5 You SHOULD)

Preorder my book “Be The Captain”: 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 ...
Is this a Good Boat?
Sailing Zingaro

Is this a Good Boat?

My new book, "Be the Captain," is finally done! This is the field manual I wish I had when I first started sailing offshore. Ever wondered how I actually search for boats online? In today's video, I'm taking you behind the scenes and showing you my exact step-by-step process f...
The Worst Advice for Offshore Sailors — And What I Wish I Knew
Sailing Zingaro

The Worst Advice for Offshore Sailors — And What I Wish I Knew

There's BAD advice, then there's the WORST advice — this is the latter. I’m breaking down the most common myths I hear from new cruisers… and sharing what I wish someone told me before I went offshore. You’ll hear stories from my 85,000+ miles at sea, see examples of good (and terrible) b...
The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]
BoatFools Sailing

The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]

#AldenKetch #ClassicSailboat #BluewaterCruiser #SailboatTour #LiveaboardSailboat The NICEST Sailboat We've Ever Seen?! A 1973 Custom Alden Ketch for $159K – FULL TOUR [[SOLD AS OF 08/30/2025!]] This one’s WAY above our usual budget... but when Canadian Ken and I saw this stunning 47’ Custom A...
A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. SOLD
BoatFools Sailing

A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. SOLD

#SailboatForSale #VineyardVixen #BluewaterSailboat #BoatFoolsSailing #Sailing #Sailboats #CruisingLife #Liveaboard #SailingLifestyle #boatforsale A GORGEOUS and RARE Sailboat for Sale at $25,000! One of Only 23 Vineyard Vixen 34s Ever Built. [[SOLD!]] Update 05/13/2025: SOLD! About a month ago, ...
Best Bluewater Sailboats (& Catamarans!) Under $300K
Sailing Zingaro

Best Bluewater Sailboats (& Catamarans!) Under $300K

Looking for a monohull or catamaran under $300K? You may be surprised at the top choice... Offshore passage making: Patreon: Zingaro Merch: Links Mentioned in this Video: Jimmy Cornell Interview with OVNI: Steve and Linda Dashew books (FREE): Chapters: 00:00 Intro 1:15 Allures 44 9:51 Oys...
Real Questions? Real Answers. No BS.
Sailing Zingaro

Real Questions? Real Answers. No BS.

You asked, I answer. No BS, this is real advice. Here's my Yachtworld link: Buy me a beer: Watch Next: Bluewater Sailboats 101: The WORST Boats to buy 2025: Support the Channel: 👉 00:00-00:37 Intro 00:37 Do more production boats cross oceans? 1:30 Does tankage make a bluewater boa...
Did I Just Find the PERFECT Cruising Boat??
Sailing Zingaro

Did I Just Find the PERFECT Cruising Boat??

Link to this boat: Here is the boat: Could this be the perfect cruising boat? The 1999 Najad 441 blew me away with its balance of comfort, performance, and low-maintenance design. In this video, I’ll walk you through why this Swedish-built beauty might just be the ultimate offshore cruiser. From th...
BEST Offshore Sailboats Under $125K
Sailing Zingaro

BEST Offshore Sailboats Under $125K

Want to sail around the world? Here are 15 incredible bluewater sailboats you can buy for less than $125,000. From classic cruisers to modern performance designs, these boats are seaworthy, comfortable, and ready for adventure. 🌎 ⛵ Want More? Support us on Patreon for exclusive content, extended bo...
The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser for $50,000! [[SOLD!]]
BoatFools Sailing

The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser for $50,000! [[SOLD!]]

#HansChristian38T #BluewaterCruising #SailboatForSale #LiveaboardLife #SailingDreams [[SOLD AS OF 05/22/2025]] The HANS CHRISTIAN 38T TELSTAR: A RARE legendary WORLD cruiser built for adventure. Asking price is $90,000. And she's a 1989! Looking for a timeless cruiser ready to sail the world...
Upgrading a Coastal Cruiser for Offshore Sailing
Sailing Zingaro

Upgrading a Coastal Cruiser for Offshore Sailing

In this Q&A session, I’m diving into the best questions from my Bluewater Boats 101 series! Whether you're curious about upgrading a C&C 35 for offshore, the pros and cons of in-mast furling vs. slab reefing, or how to avoid container collisions, I’ve got you covered. We’ll also explore...
Bluewater Sailboats 101: Outside the Boat (Part 2)
Sailing Zingaro

Bluewater Sailboats 101: Outside the Boat (Part 2)

Learn how to choose the perfect bluewater sailboat for offshore cruising, focusing on critical topside features and rig setups. Avoid the common pitfalls and find the safest, most capable sailboat for sailing around the world. ❤️ THESE VIDEOS TAKE A TON OF WORK; CONSIDER SUPPORTING US ❤️ Patreon: ...
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