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.

Showing 1-24 of 295 results
How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour
BoatFools Sailing

How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | Tour

@boatfools #sailing #sailboat #hinckley #classicboat How Is This 56-Year-Old Hinckley Sailboat Still So Beautiful? | $85K | TOUR How does a 1970 Hinckley 38 still look this good? Canadian Ken and I climb aboard this gorgeous classic sailboat to find out why, more than half a century later, she’s...
Why Are Sailboats So Cheap?
Practical Sailor

Why Are Sailboats So Cheap?

Why are sailboats so cheap right now? The used sailboat market is flooded with affordable boats from the 1980s, 1990s and early 2000s, and buyers have more choices than they’ve had in years. In this video, we look at why older sailboats can sell for $10,000 or less, why some boats are practically be...
The MASSIVE Hunter Deck Saloon 41
Practical Sailor

The MASSIVE Hunter Deck Saloon 41

Could the Hunter 41 Deck Salon be one of the most comfortable liveaboard sailboats you can buy for a cruising couple? In this complete Hunter 41 DS sailboat tour and review, we take a close look at this surprisingly spacious 40-foot cruising sailboat, including its huge deck-salon interior, two-cabi...
How To Go Cheap! The Annapolis Sailboat Show
Practical Sailor

How To Go Cheap! The Annapolis Sailboat Show

Planning a trip to the 2026 Annapolis Sailboat Show? In this video, I’m sharing my best insider tips for getting the most out of the biggest sailing event of the year, from where to park and when to arrive to which boats to see first, where to stay, what to expect inside the vendor tents, and how to...
Is the Hunter 356 a Bad Boat?
Practical Sailor

Is the Hunter 356 a Bad Boat?

Thinking about buying a Hunter 356 or shopping for the best 35-foot sailboat for cruising, weekends, or living aboard? In this full Hunter 356 review and boat tour, we look at the design, interior, cockpit, B&R rig, sailing performance, construction, known problems, and what owners have said aft...
Why You Might Regret Buying a Watermaker
Practical Sailor

Why You Might Regret Buying a Watermaker

Thinking about installing a boat watermaker? Before you buy a marine watermaker, there’s a lot more to understand than gallons per hour. In this video, we look at the cost of a sailboat watermaker, how much electricity a watermaker uses, watermaker installation considerations, freshwater flushing, w...
The Perfect Cruising Sailboat | Pacific Seacraft 40
Practical Sailor

The Perfect Cruising Sailboat | Pacific Seacraft 40

Is the Pacific Seacraft 40 one of the best cruising sailboats ever built for a couple? In this Pacific Seacraft 40 review and sailboat tour, we take a close look at Serenade, a 1997 Pacific Seacraft 40 cruising sailboat currently for sale, and ask whether this could be the perfect bluewater sailboat...
Can You Do the Great Loop for $20,000
Practical Sailor

Can You Do the Great Loop for $20,000

Can you do the Great Loop for $20,000? In this episode of Practical Sailor, we build a complete budget Great Loop boat plan and ask how cheaply you could buy a used boat, prepare it, equip it, and actually complete the roughly 6,000-mile Great Loop route. We look at the best boats for the Great Loop...
Bayfield 36 – A Cheap Bluewater Sailboat
Practical Sailor

Bayfield 36 – A Cheap Bluewater Sailboat

The Bayfield 36 is one of the most distinctive Bayfield sailboats ever built. Designed and constructed in Canada, the Bayfield 36 combines traditional styling, a clipper bow, cutter rig, long keel, protected rudder and a surprisingly spacious cruising interior. In this complete Bayfield 36 sailboat...
This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR
BoatFools Sailing

This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR

@boatfools #herreshoff #classicsailboat #Sailboattour #sailing #fiberglasssailboat At first glance, GALATEA looks like the kind of classic wooden yacht that belongs to another era. Look again. This remarkable 38-foot Herreshoff-designed cruising sailboat combines the unmistakable lines, bronze ha...
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...
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...
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...
HOT TAKE – Stupid Anchoring Mistakes
Lady K Sailing

HOT TAKE – Stupid Anchoring Mistakes

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:
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 ...
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...
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...
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...
How To Use a Boat Battery Switch
Practical Sailor

How To Use a Boat Battery Switch

Taking Starlink Offshore: What the Gen 2 and Mini Can Really Do: How to Use a Boat Battery Switch explains exactly what the 1, 2, BOTH, and OFF positions do on a boat’s battery selector switch, and how to use them without accidentally draining both battery banks. In this Practical Sailor video, we...
3 Tiny Sailboats You Could Actually Live On
Lady K Sailing

3 Tiny Sailboats You Could Actually Live On

Historsea Channel: @Historsea What are the best small sailboats you can actually live on? In this episode, we look at three small cruising sailboats under 30 feet that make real sense as tiny liveaboard boats: the Albin Vega 27, Pacific Seacraft Dana 24, and Cape Dory 28. These are not just weeken...
The History of Beneteau Boats
Practical Sailor

The History of Beneteau Boats

Marshall Sanderling 18: Used Boat Review - Beneteau is one of the most recognizable names in modern boating, but the company did not begin with cruising yachts, charter boats, or glossy boat show displays. It began in 1884 as a French fishing-boat yard founded by Benjamin Bénéteau on the Atlantic ...
A Modern Catamaran for $150,000? The Gemini Legacy 35
Lady K Sailing

A Modern Catamaran for $150,000? The Gemini Legacy 35

Can you really buy a modern cruising catamaran for around $150,000? In this episode, we take a close look at the Gemini Legacy 35, a compact 35-foot catamaran that offers shallow draft, twin diesel engines, three cabins, and a 14-foot beam that can fit into many normal marina slips. With a 2014 Gemi...
Free Boat Inspection – Deck Core
Practical Sailor

Free Boat Inspection – Deck Core

In this episode, we start inspecting Dagmar, our free sailboat project, and one of the first big questions is hiding right under our feet: is the deck core rotten? A free boat can be an amazing opportunity, but it can also be a floating invoice with sails, so before we get too excited, we’re checkin...
The Sailboat With No Wires Holding Up the Mast
Lady K Sailing

The Sailboat With No Wires Holding Up the Mast

Thinking about buying a 30-foot sailboat, liveaboard cruiser, weekend sailboat, or easy singlehanded cruising boat? The Nonsuch 30 is one of the strangest and smartest used sailboats on the market. With no standing rigging, no shrouds, no forestay, no headsail, one huge sail, a freestanding mast, an...
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