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 1020 results
If You See This on a Used Sailboat, Walk Away
Practical Sailor

If You See This on a Used Sailboat, Walk Away

Thinking about buying a used sailboat? Before you pay for a marine survey, make sure the boat is even worth inspecting. In this video, we look at seven major used sailboat problems that can turn a good deal into a very expensive mistake, including soft deck core, rotten bulkheads and chainplate stru...
Sailboat Backstay Adjustment for Beginners
Practical Sailor

Sailboat Backstay Adjustment for Beginners

Learn how to adjust a sailboat backstay correctly—and how backstay tension changes mast bend, forestay sag, mainsail shape, pointing ability, heel, and weather helm. In this Practical Sailor guide, we explain sailboat backstay adjustment for beginners: when to tighten the backstay, when to ease it,...
The Bargain Bluewater Sailboat – Catalina Morgan 44
Practical Sailor

The Bargain Bluewater Sailboat – Catalina Morgan 44

⛵ The 1989 Morgan 44 is a big center-cockpit cruising sailboat with Catalina DNA—but it may be one of the most overlooked boats of its generation. In this complete Morgan 44 sailboat review, we investigate who designed it, why Catalina built it, how it differs from the Morgan Out Island series and w...
Sailboat Maintenance for Beginners – 10 Jobs You Can’t Ignore
Practical Sailor

Sailboat Maintenance for Beginners – 10 Jobs You Can’t Ignore

Servicing Your Wheel-Drive Autopilot: Sailboat Maintenance for Beginners doesn’t have to be complicated. In this video, we cover 10 sailboat maintenance jobs every new owner should know, including cleaning the bilge, inspecting keel bolts, exercising seacocks and through-hulls, checking standing r...
Beneteau 361 – Full Review
Practical Sailor

Beneteau 361 – Full Review

Should you buy an older Beneteau sailboat? In this Practical Sailor boat review and yacht tour, we examine the Beneteau Oceanis 361 to see what a 25-year-old production cruiser offers today. We look at its sailing performance, two-cabin and three-cabin layouts, cockpit, galley, separate shower, and ...
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...
The Truth about the GIVEAWAY…What Happened & What’s Next? l Ep. 104
Spear It Animal

The Truth about the GIVEAWAY…What Happened & What’s Next? l Ep. 104

Get a free 8-count Sample Pack of LMNT’s most popular drink mix flavors with any purchase at ⛵️ Link to the Boat Listing!- 💙💚 Become a Patron!- 👕 MERCH- 💻 WEBSITE: 📸 INSTAGRAM: 📹 FACEBOOK:
Sailing Wild Toba Inlet via Desolation Sound | Peace, Bears & Waterfalls
Sailing SV Indigo

Sailing Wild Toba Inlet via Desolation Sound | Peace, Bears & Waterfalls

As we sail BC's Desolation Sound and Discovery Islands area, we're on the lookout for 3 things: bears, waterfalls, and a little peace and quiet. Our final destination - giving us the best chance to find all 3 - is sailing to the end of wild Toba Inlet fjord. Highlights along the way includ...
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...
BALANCING LIFE with a Ridiculous Boat Rebuild! l Ep.103
Spear It Animal

BALANCING LIFE with a Ridiculous Boat Rebuild! l Ep.103

Head to to save 20% on your first subscription order of AG1 Next Gen or AG1 Pro!! Carnival Soca Music by @SlattaOfficial l ⛵️Get 15% off TOTAL BOAT supplies using code: SIA15 or our link!⤵️ 💙💚 Become a Patron!- 👕 MERCH- 💻 WEBSITE: 📸 INSTAGRAM: 📹 FACEBOOK: #diybuild #diyprojects #restora...
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...
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...
A Daunting Discovery Below our Waterline (Boat Yard 1/3)
Slim & Soph - Sailing Nakama

A Daunting Discovery Below our Waterline (Boat Yard 1/3)

For the next 17 days we’re going to be high, dry and dirty in the boat yard. Check out BLUETTI! The World’s Smallest 3kWh Portable Power Station ”Elite300: Power Your Winter Adventures: Don't forget! Use code SAILINGNAKAMA5 to enjoy an additional 5% off sitewide #bluettiaustralia #Elite300 #...
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 ...
Will This Boat Be Stronger or Weaker? SOMEBODY TELL US! 🤔 | Ep.102
Spear It Animal

Will This Boat Be Stronger or Weaker? SOMEBODY TELL US! 🤔 | Ep.102

Take your personal data back with Incogni! Use code SPEARITANIMAL at the link below and get 60% off an annual plan: ⛵️Get 15% off TOTAL BOAT supplies using our code at checkout: SIA15 💙💚 Become a Patron!- 👕 MERCH- 💻 WEBSITE: 📸 INSTAGRAM: 📹 FACEBOOK:
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...
WeBoating
Logo
Shopping cart