Watch Sailing & Boating Adventures Around the World – Page 2 of 45

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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10 Sailing Mistakes You’ll Only Make Once
Practical Sailor

10 Sailing Mistakes You’ll Only Make Once

Learning how to sail means learning that some sailing mistakes only need to happen once. In this episode, we look at the most common sailboat mistakes experienced sailors say they would never repeat, including reefing too late, sailing to a schedule, poor navigation and passage planning, anchoring m...
What Do You Do With All Your Boat Receipts?
Lady K Sailing

What Do You Do With All Your Boat Receipts?

Where do you keep all your boat receipts, manuals, registration documents, maintenance records and paperwork? Owning a sailboat or powerboat means accumulating an incredible amount of documentation. Receipts for marine electronics, batteries and repairs. Owner’s manuals for equipment. Boat registrat...
Two Versions of One Night🌙 Did She Fall 🫣 or Is There More? 🤔#sailing #lynettehooker #mystery
Lady K Sailing

Two Versions of One Night🌙 Did She Fall 🫣 or Is There More? 🤔#sailing #lynettehooker #mystery

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Coast Guard ⚓ Seizes ‘Soulmate’ Boat ⛵ in Missing Woman Case 🔎 #mystery #lynettehooker #truecrime
Lady K Sailing

Coast Guard ⚓ Seizes ‘Soulmate’ Boat ⛵ in Missing Woman Case 🔎 #mystery #lynettehooker #truecrime

Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Are Catamarans a Waste of Money? | Hot Take Tuesday
Lady K Sailing

Are Catamarans a Waste of Money? | Hot Take Tuesday

Are catamarans actually worth the money, or have cruising sailors convinced themselves they need a floating luxury condo? In this Hot Take Tuesday, we’re looking at the real cost of cruising catamarans, whether most sailors actually need one, and why a much cheaper monohull can often do the exact sa...
The Boating Industry Is About to Change!
Lady K Sailing

The Boating Industry Is About to Change!

Go to www.vesselbook.com Lady K Swag!!! Right here: Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
True Crime Sailing – A Cruising Wife Vanishes in the Bahamas
Lady K Sailing

True Crime Sailing – A Cruising Wife Vanishes in the Bahamas

A true crime sailing mystery in the Bahamas has left the cruising community with more questions than answers. In April 2026, sailor Lynette Hooker disappeared while cruising the Abacos aboard the sailboat *Soulmate* with her husband, Brian Hooker. What was first described as a tragic man-overboard a...
Bayfield 32 Boat Tour – The Canadian Cruiser That Crossed the Atlantic
Practical Sailor

Bayfield 32 Boat Tour – The Canadian Cruiser That Crossed the Atlantic

Bayfield 32 Boat Tour: The Canadian Cruiser That Crossed the Atlantic takes you aboard a 1981 Bayfield 32, a traditional Canadian-built cruising sailboat known for its clipper bow, bowsprit, cutter rig, shallow draft, full keel and warm teak interior. Built by Bayfield Boat Yard in Ontario and desig...
He Solo Sails a 39 Footer!
Lady K Sailing

He Solo Sails a 39 Footer!

In this episode, I sit down with **Sea Ox Sailing** to talk about life aboard their **Jeanneau 39i**, what they’ve learned cruising as a couple, and why they’re now thinking about making the jump from a monohull to a **catamaran**. We get into what the Jeanneau 39i is actually like to own and sai...
Did Our Charter Gambit Work? | Mid Season Update
BoatFools Sailing

Did Our Charter Gambit Work? | Mid Season Update

@boatfools #sailboatcharter #bareboatcharter #morgan382 #morgan384 #sailingmaine Did Our Charter Gambit Work? | Mid Season Update Was putting our own sailboats into charter a brilliant idea—or a terrible mistake? We're halfway through our first charter season, and it's time for an hone...
Which Boats Are Easy to Sail? 7 Features That Matter
Practical Sailor

Which Boats Are Easy to Sail? 7 Features That Matter

Tartan 395 Boat Review: What makes a sailboat easy to sail? In this Practical Sailor video, we look at seven features that can make a sailboat easier, safer, and more enjoyable to handle. From manageable sail plans and well-placed cockpit controls to balanced steering, predictable stability, and c...
Beneteau First 36.7 ⛵ Hidden Gem 💎 Used Sailboat Bargain? 💰#sailboat #beneteau #bargain #hiddengem
Lady K Sailing

Beneteau First 36.7 ⛵ Hidden Gem 💎 Used Sailboat Bargain? 💰#sailboat #beneteau #bargain #hiddengem

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
The Most Overlooked Sailboat on the Market | Beneteau First 36 7
Lady K Sailing

The Most Overlooked Sailboat on the Market | Beneteau First 36 7

Is the Beneteau First 36.7 the hidden gem of the used sailboat market? With examples listed across North America for roughly $70,000, this Farr-designed performance cruiser offers something increasingly difficult to find: genuine speed, excellent upwind ability, three private cabins, a practical cr...
Catalina 25 Sailboat Tour
Practical Sailor

Catalina 25 Sailboat Tour

The $100K Cruiser Showdown: How the Catalina 380 Stacks Up: Catalina 25 Sailboat Tour - Should You Buy One? In this complete Catalina 25 sailboat tour, we explore one of the most popular affordable cruising sailboats ever built and explain everything you should know before buying one. We tour the ...
3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour
BoatFools Sailing

3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour

@boatfools #southerncross #sailboatrefit #bluewatersailing #sailing #diyboat 3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour Three years ago, Canadian Ken and I traveled up the Penobscot River to Winterport, Maine, to check out a very special sailboat: South...
Sailing Nightmare! 😱 Overpowered Main⛵  & Catastrophic Accident! ⚠️ #sailing #accident #tragedy
Lady K Sailing

Sailing Nightmare! 😱 Overpowered Main⛵ & Catastrophic Accident! ⚠️ #sailing #accident #tragedy

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
What Do You Inspect First on a Used Sailboat?
Practical Sailor

What Do You Inspect First on a Used Sailboat?

What should you inspect first when buying a used sailboat? This used sailboat buying guide explains what to look for when viewing sailboats for sale, how to inspect a sailboat before making an offer, and how to spot sailboat problems that could lead to expensive repairs. Whether you are boat shoppin...
3 Affordable 💰 & Safe 🛟 Sailboats for World Cruising! ⛵ #sailboat #liveaboard #cruising #budget
Lady K Sailing

3 Affordable 💰 & Safe 🛟 Sailboats for World Cruising! ⛵ #sailboat #liveaboard #cruising #budget

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Cheap Sailboat⛵Trap! The Shocking😱TRUE Cost💰Revealed! #Boating #budget #sailboat #reality #repairs
Lady K Sailing

Cheap Sailboat⛵Trap! The Shocking😱TRUE Cost💰Revealed! #Boating #budget #sailboat #reality #repairs

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
Sailing Passion😍 Is This The Ultimate Racer Cruiser? ⛵💨#sailing #BoatReview #performancesailing
Lady K Sailing

Sailing Passion😍 Is This The Ultimate Racer Cruiser? ⛵💨#sailing #BoatReview #performancesailing

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Need a consult? Click here to drop a message: Want to help support Lady K Sailing? Click here to become a Patron: Or here to make a one time donation: Follow Lady K on Facebook: Or Instagram:
This $120,000 Beneteau Was Built to Cross Oceans Fast
Lady K Sailing

This $120,000 Beneteau Was Built to Cross Oceans Fast

Lady K Swag!!! Right here: www.lady-k-sailing-shop.fourthwall.com Is the Beneteau First 44.7 the perfect cruising sailboat for people who genuinely love to sail? In this Lady K Sailing review, we take a close look at a 2004 First 44.7 currently listed in Maryland for $120,000. Designed by Bruce Far...
Vision 444 ES: The Catamaran Designed to Be Repaired
Practical Sailor

Vision 444 ES: The Catamaran Designed to Be Repaired

Catalina 470 Used Boat Review: Step aboard Reimagine, a Vision 444 ES sailing catamaran built for serious bluewater cruising, short-handed operation and real-world maintenance. In this Practical Sailor review, we examine the South African-built Vision 444 ES, including its resin-infused constructi...
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 ...
Deep Keel vs Shoal Draft – Which Should You Buy?
Practical Sailor

Deep Keel vs Shoal Draft – Which Should You Buy?

Keel and Rudder Design Basics: Deep keel or shoal draft: which should you buy? In this episode, we look at one of the biggest sailboat buying decisions cruisers face. A deeper keel usually means better windward performance, better pointing, less leeway, and a more planted feel under sail. But a sh...
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