Watch Sailing & Boating Adventures Around the World – Page 2 of 11

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 25-48 of 256 results
Finally Cheap Enough to Be Dangerous – This 42-Foot Jeanneau DS
Practical Sailor

Finally Cheap Enough to Be Dangerous – This 42-Foot Jeanneau DS

Diesel Repower From Scratch: Part 1 - Tour the Jeanneau Sun Odyssey 42DS, a 42-foot cruising sailboat that may be one of the most tempting used sailboats on the market. With twin helms, in-mast furling, a bright deck saloon, huge aft cabin, and serious liveaboard cruising comfort, the Jeanneau 42D...
Is This the Best 35-Foot Sailboat Ever Made? Catalina 350
Practical Sailor

Is This the Best 35-Foot Sailboat Ever Made? Catalina 350

Is the Catalina 350 one of the best 35-foot cruising sailboats ever built? In this Practical Sailor boat tour, we take a close look at the Catalina 350, a beamy, comfortable, shoal-draft cruiser designed by Gerry Douglas for Catalina Yachts. With a nearly 13-foot beam, 4-foot-6-inch wing keel, masth...
S1E49. I FOUND the Source of the NASTY Boat Smell… 🤢 | DIY Shower Sump Install
Sailing UV ( UltraViolet )

S1E49. I FOUND the Source of the NASTY Boat Smell… 🤢 | DIY Shower Sump Install

🚨 THE BOAT FINALLY DOESN’T SMELL LIKE A SWAMP… 🚨 This week aboard Sailing UV, we tackle one of the nastiest problems we’ve had living on the boat… the shower draining straight into the bilge. 🤢 Turns out, shower water + bilge funk = absolutely disgusting. So in this episode, we rip into the boat ...
Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14
Leading the Escapade

Wet, Exhausted & Hanging On – 50 Knot Caribbean Storm | Day 13 & 14

Day 13 & 14 of our offshore passage from the USA to Colombia… After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
This 24 Foot Sailboat Can Cross Oceans… Seriously
Practical Sailor

This 24 Foot Sailboat Can Cross Oceans… Seriously

Seven Common Boat Problems You Can’t Ignore (and How to Fix Them) - Can you really cross oceans or even live aboard a 24-foot sailboat? In this deep dive on the Pacific Seacraft Dana 24, we break down one of the most capable small cruising sailboats ever built. With a full keel, cutter rig, heavy ...
This sailing technique saved my butt (Why does nobody teach this?)
Sailing Zingaro

This sailing technique saved my butt (Why does nobody teach this?)

1,800 miles from the nearest road, my autopilot exploded into pieces on my lap. Three and a half days into an 18-day crossing from Ecuador to Easter Island, on a light catamaran with small rudders and no displacement, the wheel pilot's ring snapped, the belt cut itself in four places, and the b...
We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show
Sailing Zingaro

We Sailed to a FORBIDDEN ISLAND | Sailing Truth Show

Most boats never make it to Mai'O. You can't just sail in... the island decides who comes ashore. Years ago, my girlfriend and I were anchored in Moorea when we met a man whose friend was from Mai'O. He asked if we could bring his friend home. We said yes — and what happened next was...
The Cheapest Cruising Catamaran I’ve Ever Found!
Lady K Sailing

The Cheapest Cruising Catamaran I’ve Ever Found!

Can you really buy a cruising catamaran for $65,000? In this video, we take a deep dive into the PDQ 32 LRC, one of the most affordable cruising catamarans on the market. We break down everything you need to know, including specs, performance, build quality, layout, and real-world livability. If you...
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...
Marinas Are Quietly Banning Older Boats
Practical Sailor

Marinas Are Quietly Banning Older Boats

Giving Old Winches New Grip: Are marinas starting to quietly ban older boats? Across California and other high-demand coastal areas, boat owners are reporting increasing difficulty getting slips for vessels over 20–30 years old. While there’s no official law restricting boat age, many marinas are ...
This Could’ve Brought Our Mast Down… So We Fixed It! Ep-211
Leading the Escapade

This Could’ve Brought Our Mast Down… So We Fixed It! Ep-211

We finally took on one of the biggest and most important upgrades you can do on a sailboat… replacing all of our standing rigging. With our rigging over 14 years old and a Pacific crossing ahead of us, this wasn’t something we were willing to risk pushing any further. Even with regular inspections,...
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 ...
$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...
Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k
BoatFools Sailing

Robert H. Perry’s COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k

#boatfoolssailing #bluewatersailing #robertperry #sailboattour #sailing Robert H. Perry's COOLEST Sailboat? Fits & Ships in a Container | Far Harbour 39 TOUR | $99k The Robert H. Perry–designed Far Harbour 39 is unlike almost any cruising sailboat ever built. This remarkable boat was cre...
S1E37. Restoring the Bow Sprit, Rigging an Engine Lift & Boatyard Dock Work | Sailing UV
Sailing UV ( UltraViolet )

S1E37. Restoring the Bow Sprit, Rigging an Engine Lift & Boatyard Dock Work | Sailing UV

Welcome back to Sailing UV, the best sailing show on Earth 🌍⚓ In this episode, we’re deep into hands-on sailboat refit work as we tackle the bow sprit and cap rail wood, trying to clean it up and figure out the best way to treat exterior wood in tropical climates. Oil? Varnish? Something else? Let ...
Stainless Steel Anchor Upgrade – Why We’re Making the Switch | EP 204
Leading the Escapade

Stainless Steel Anchor Upgrade – Why We’re Making the Switch | EP 204

This week we’re in Hammock Beach Marina, Florida, tackling one of the dirtiest jobs on the boat… the anchor locker 🤢⚓ With a major upgrade underway, we clean out over a year's worth of grime and install our new Rocna MKII stainless steel anchor. There’s one very specific reason we’re switching...
Giving Our Sailboat Some TLC | Deep Cleaning, Tweaks & Repairs! Ep-203
Leading the Escapade

Giving Our Sailboat Some TLC | Deep Cleaning, Tweaks & Repairs! Ep-203

We finally turn south and commit to the big decision — crossing the Pacific 🌊 With a huge passage ahead of us, it’s time to stop procrastinating and start ticking off the long job list. In this video, we head into Hammock Beach Marina for a few nights to give Escapade some much-needed TLC. From dee...
S1E35. 5 Hours on ONE Winch?! | Sailboat Refit Reality, Grease Nightmares & Boat Life Lessons
Sailing UV ( UltraViolet )

S1E35. 5 Hours on ONE Winch?! | Sailboat Refit Reality, Grease Nightmares & Boat Life Lessons

Some boat jobs take 30 minutes. Others take five hours, a razor blade, and your sanity 😅 In this episode, we dive headfirst into real sailboat refit life — pulling down sails, tearing apart winches, and discovering some of the worst hardened grease I’ve ever seen. What should’ve been a simple winch...
Sailing Truth Show: The MOST Important Question Before You Buy a Boat
Sailing Zingaro

Sailing Truth Show: The MOST Important Question Before You Buy a Boat

Thinking about buying a boat or going cruising? Read this first: Most people think buying the right boat is the hard part. It isn’t. The hardest part—and the part almost nobody slows down enough to think through—is whether this life actually fits who you are. In this Sailing Truth Show, we’re h...
S1E34. Boat Work, Broken Hardware & Big Dreams | The Reality of Refitting Our Sailboat .
Sailing UV ( UltraViolet )

S1E34. Boat Work, Broken Hardware & Big Dreams | The Reality of Refitting Our Sailboat .

Some days on a sailboat are big wins. Other days are about unbending and stowing a poorly stowed mainsail, fighting corroded hardware, killing time while waiting on parts, and figuring out how to keep moving forward without burning money you don’t have. In this episode, we tackle a calm-day mainsai...
Sailing Truth Show: Real Offshore Sailing Questions – Answered
Sailing Zingaro

Sailing Truth Show: Real Offshore Sailing Questions – Answered

This live stream is built entirely from real questions pulled straight from the comments on recent videos. No slides. No scripts. No armchair theory. We’ll cover real offshore sailing topics—storm tactics, reefing, routing, boat design, fatigue, risk, and judgment—and talk about what actually work...
Sailing Truth Show: When Is It Time to Give Up the Sails?
Sailing Zingaro

Sailing Truth Show: When Is It Time to Give Up the Sails?

Interested in sailing offshore? Here's what you need to know: When is it time to give up the sails? This livestream is a reflective conversation about sailing, aging, fatigue, partnership, and changing priorities—not a sail vs power argument. We’ll start with an excerpt from Skip Novak, exp...
How People ACTUALLY Make Money While Cruising (No BS)
Sailing Zingaro

How People ACTUALLY Make Money While Cruising (No BS)

Most people don’t give up on cruising because of weather, boats, or seamanship. They give up because they can’t figure out the money. In this episode, I break down how people actually make money while cruising—and just as importantly, what doesn’t work once real life at sea gets involved. This is...
S1E33. Tracking Down Boat Smells & Fixing What Matters | Bluewater Sailboat Refit
Sailing UV ( UltraViolet )

S1E33. Tracking Down Boat Smells & Fixing What Matters | Bluewater Sailboat Refit

Refitting a bluewater sailboat is never just about tools and parts — it’s about patience, persistence, and showing up even on the frustrating days. In this episode, we dive into the real side of liveaboard boat life, tackling small but important projects while chasing down a stubborn mystery smell, ...
WeBoating
Logo
Shopping cart