Watch Sailing & Boating Adventures Around the World – Page 5 of 46

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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Our ‘New’ Sailboat Is Already Fighting Back | Morgan 384
BoatFools Sailing

Our ‘New’ Sailboat Is Already Fighting Back | Morgan 384

#sailing #boatfoolssailing #morgan384 #boatwork #boatprojects #sailboat Our ‘New’ Sailboat Is Already Fighting Back | Morgan 384 Canadian Ken and I are back aboard our “new-to-us” Morgan 384 as we race to get her ready for charter season in Maine… but like every old sailboat, she has a few opinio...
This 1997 Sailboat Costs $350,000… Here’s Why – Hampton 43
Practical Sailor

This 1997 Sailboat Costs $350,000… Here’s Why – Hampton 43

Diesel Repower From Scratch: Part 1: Can a 1997 sailboat really be worth $350,000? In this video, we take a deep dive into the Hampton 43 pilothouse cutter, a heavy-displacement offshore cruising sailboat built for serious passagemaking. We break down the specs, design philosophy, and real-world c...
26 Feet, 2 Cabins & Only $5,400! | 1977 Parker Dawson 26 Pocket Cruiser | Full Tour
BoatFools Sailing

26 Feet, 2 Cabins & Only $5,400! | 1977 Parker Dawson 26 Pocket Cruiser | Full Tour

#boatfoolssailing #pocketcruiser #Budgetboat #sailboat #trailerablesailboat #boattour 26 Feet, 2 Cabins & Only $5,400?! | 1977 Parker Dawson 26 Pocket Cruiser | Full Tour As of 05/15/2026: SOLD ***Quick note: technically this boat has a swing keel, which is 1,100 lbs, and locks in the down ...
We’re Back…..|Pre-Season 2
Sailing Banana Pancakes

We’re Back…..|Pre-Season 2

🌴 WE SOLD EVERYTHING… AND WE’RE DOING IT AGAIN | Sailing Around the World as a Family of 6 Welcome to Banana Pancakes… or if you’re new here—welcome to the chaos. After sailing the Caribbean for a year, selling our boat, and trying “normal life” again… we realized something: We’re not meant for n...
Lagoon 42 Upgrades & Lagoon Factory Visit
Sailing Bluefish

Lagoon 42 Upgrades & Lagoon Factory Visit

In this episode, we leave Bluefish on the hard in Marina di Ragusa for a planned round of upgrades before the season begins — new anchor chain, a new windlass, thru-hulls replaced, and brand-new rudders. While the work gets underway, we travel as a family to Bordeaux for Lagoon Days, visit the Lago...
Neo 430 Roma – The Fastest Cruising Sailboat in the World?
Practical Sailor

Neo 430 Roma – The Fastest Cruising Sailboat in the World?

Do Hybrid Propulsion Systems Make Sense on Small Boats? What is the fastest cruising sailboat in the world—and can a monohull really compete with catamarans for speed while still being livable? In this video, we take a deep dive into the Roma 430, a high-performance cruising sailboat that’s redefi...
Do Lagoon 450s REALLY Break in Half?
Lady K Sailing

Do Lagoon 450s REALLY Break in Half?

If you’re researching the Lagoon 450 bulkhead issue, wondering about Lagoon 450 structural problems, or asking “do Lagoon 450s break in half?” — this video breaks down everything you need to know. We cover forward bulkhead deformation on Lagoon catamarans, how common the issue actually is, which yea...
FULL Sailboat Tour  Bahamas Ready Cruising Catamaran [2002 Leopard 47]
Adventureman Dan

FULL Sailboat Tour Bahamas Ready Cruising Catamaran [2002 Leopard 47]

Welcome onboard "Lani". A beautiful 2002 Leopard 47 cruising catamaran, I had the joy of staying on for several nights while visiting friends Ted and Kim in the Bahamas. In this video we tour the boat and take a look at the layout, systems, and features that make the Leopard 47 such a popu...
Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K
BoatFools Sailing

Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K

#boatfoolssailing #cheapboats #boattour #herreshoff #cheoylee #classicsailboat Old Boat, Big Charm | 1968 Cheoy Lee Offshore 31 for $12.5K In this episode of BoatFools Sailing, Canadian Ken and I travel to Bath, Maine — home of Bath Iron Works — to step aboard a beautifully cared-for 1968 Cheoy ...
Seattle and the PNW: Cost to Live on a Boat?
Practical Sailor

Seattle and the PNW: Cost to Live on a Boat?

Live aboard playlist: Thinking about living on a boat in Seattle or the Pacific Northwest? Wondering how much it costs to live on a sailboat in Seattle, whether you can legally live aboard in Washington State, how to find a liveaboard marina, and if boat life is actually cheaper than rent? This vi...
Everyone Hates This Sailboat… So Why Do People Love It?
Lady K Sailing

Everyone Hates This Sailboat… So Why Do People Love It?

Hunter 380 review, Hunter sailboat review, B&R rig explanation, Hunter Marine sailboats, is a Hunter sailboat good, Hunter 380 specs, Hunter 380 problems, coastal cruising sailboat, best sailboat for beginners, easy to sail sailboat, Chesapeake Bay sailing, Bahamas cruising sailboat The Hunter ...
The Amazingly Cheap Sabre 34 Mk II
Practical Sailor

The Amazingly Cheap Sabre 34 Mk II

Island Packet Estero Used Boat Review: Can you buy a good sailboat for $25,000? In this video we take a deep dive into the Sabre 34 Mk II, a proven cruising sailboat from the late 1980s that’s still available today on the used market. We cover Sabre 34 specs, review, price, performance, problems, ...
$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR
BoatFools Sailing

$100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR

#sailing #sailboat #pearson35 #sailboatsforsale #sailboattour $100K Spent on This 1974 Pearson 35 — Offered at $29,500 | FULL TOUR $100,000 was spent refitting this Pearson 35… and it’s listed for $29,500. We went to see if it actually lives up to the numbers. This week we’re in Warwick, Rhode I...
Can You Live on a Boat in New York?
Practical Sailor

Can You Live on a Boat in New York?

Harbor Hopping the U.S. West Coast: A Cruiser’s Guide from Oregon to Avalon: Can you actually live on a boat in New York State? In this video we take a deep, fact-driven look at what it really takes to live aboard a sailboat in places like New York City, the Hudson River, and Long Island Sound. We...
Rugged expedition meets cozy liveaboard comfort: UPDATED CUSTOM BOAT TOUR – Ep 269
Sailing Jibsea

Rugged expedition meets cozy liveaboard comfort: UPDATED CUSTOM BOAT TOUR – Ep 269

This episode is an updated boat tour of our custom designed aluminum sailboat Jibsea II after owning her for almost two years. We detail how we've refit her and showcase the marine upgrades we've made to ensure creature comforts while full time cruising anywhere in the world, from sailing ...
Bahamas for $5000? The Watkins 27 foot Sailboat
Practical Sailor

Bahamas for $5000? The Watkins 27 foot Sailboat

Irwin Citation 38 Used Boat Review: Is the Watkins 27 the ultimate small cruising sailboat? In this video, we take a deep dive into the Watkins 27 — a classic 27-foot sailboat built between 1977 and 1984 — and find out if this affordable cruiser could be the perfect liveaboard sailboat or even a ...
Why Would Anyone Want a Trimaran?
Lady K Sailing

Why Would Anyone Want a Trimaran?

Why would anyone choose a trimaran over a monohull? In this video, we compare the Dragonfly 36 trimaran vs a Beneteau Oceanis 40.1 to answer one of sailing’s biggest questions: are trimarans better than monohulls? We break down trimaran vs monohull pros and cons, including speed, stability, comfort,...
This 5-Foot Sailboat Is Built Like the Real Thing! | 1941 Bugeye Model
BoatFools Sailing

This 5-Foot Sailboat Is Built Like the Real Thing! | 1941 Bugeye Model

#boatfoolssailing #sailboat #boatbuilding #boatrestoration #modelboat This 5-Foot Sailboat Is Built Like the Real Thing! | 1941 Bugeye Model This week on BoatFools Sailing, we found something completely different… and completely captivating. At just 5 feet long, this handcrafted 1941 Bugeye mode...
How Long Do Sails Last?
Practical Sailor

How Long Do Sails Last?

Make Your Own Offshore Sails and Save Thousands: How long do sails actually last? Sailmakers often say cruising sails last around 10–15 years, but what happens when you discover a sail that’s nearly 50 years old? In this video I head to the sail loft to inspect the sails on my sailboat Lady K and ...
Why Are Whales Sinking Sailboats?
Lady K Sailing

Why Are Whales Sinking Sailboats?

Why are whales sinking sailboats? Over the last few years, reports of orcas attacking sailboats have exploded across the sailing world, particularly off the coasts of Spain, Portugal, and the Strait of Gibraltar. Sailors have reported killer whales targeting rudders, disabling steering, and in some ...
Morgan 382 – The $30K Boat Nobody Talks About
Practical Sailor

Morgan 382 – The $30K Boat Nobody Talks About

Alberg 37 Used Boat Review: The Morgan 382 might be one of the most overlooked cruising sailboats ever built. Designed by legendary naval architect Ted Brewer and produced between 1977 and 1982, this 38-foot cruising sailboat has quietly built a reputation for being strong, comfortable offshore, a...
Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR
BoatFools Sailing

Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR

#boatfoolssailing #williamtripp #sailing #sailboatforsale #barnfind Only 15 Made — We Found This Rare Sailboat for $39K | LeComte 38 | TOUR Ahoy BoatFools Nation! Every once in a while, a boat shows up that stops us in our tracks. This is one of those boats. Canadian Ken and I were tipped off...
What Happens When Lightning Hits a Sailboat?
Practical Sailor

What Happens When Lightning Hits a Sailboat?

Inside Sail America’s Plan to Grow the Sport and the Industry: Lightning striking a sailboat sounds like something out of a disaster movie—but what actually happen when it does? In this episode, we break down what really happens when lightning hits a sailboat, how the electrical energy travels t...
Why Most People Quit Living on a Sailboat
Lady K Sailing

Why Most People Quit Living on a Sailboat

Living on a sailboat sounds amazing… until reality sets in. In this video, we talk honestly about why most people quit living on a sailboat. Not the romantic Instagram version. The real, day-to-day challenges that catch people off guard and slowly wear them down. If you’re thinking about: • living o...
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