Watch Sailing & Boating Adventures Around the World – Page 6 of 21

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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Sailing Clewless Crew Update
Sailing Clewless Crew

Sailing Clewless Crew Update

Welcome back to Sailing Clueless Crew! ⛵️ We haven’t moved onto the boat… but we have handed over everything we own to a removal company and waved it off towards Greece. No pressure. 😅 In this episode, we share a little life update with our friends and family as we: ⚓ Visit the incredible Boot Düs...
What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)
Sailing Big Lost

What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)

Before you cross an ocean, it doesn’t look dramatic. It looks like lists. Provisioning runs. Marking anchor chain. Servicing gear. Small jobs that matter more than they seem. In this episode, we haul Big Lost, finish the last of our prep, explore old jungle bunkers near the marina with the kids, and...
S1E38. Brand New Outboard First Start & Break-In | Did I Do This Right? (Tender Sea Trial)
Sailing UV ( UltraViolet )

S1E38. Brand New Outboard First Start & Break-In | Did I Do This Right? (Tender Sea Trial)

Welcome back to Sailing UV ⚓ The best sailing show on earth! Today we finally get our brand-new tender outboard installed, serviced, and running for the very first time. Before this boat can go anywhere, the dinghy has to work — and that means properly preparing and breaking in a brand-new engine...
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 ...
Sailing My New Boat to Port Townsend
Sailing With Phoenix | Oliver

Sailing My New Boat to Port Townsend

Huge thanks to Jerome Rand and my brother for joining me on the maiden voyage to Port Townsend. Check out Jerome's channel here if you haven't already - @SailingIntoOblivion We also did an in-person podcast which you can listen to here: As always, thank you for watching. Let the next s...
What You DON’T KNOW About Last Summer | Sailing Greece • S5:Ep6
Sailing Holly Blue

What You DON’T KNOW About Last Summer | Sailing Greece • S5:Ep6

What you didn’t see last summer wasn’t just sunsets and sailing. Behind the beauty of sailing Greece and the Greek Islands were moments of fear, hope, love — and heartbreak. This is our real family sailing story. This sailing Greece family vlog begins in Mytikas, where a simple coffee run turns into...
Sailing Truth Show: Can production boats make good cruising boats?
Sailing Zingaro

Sailing Truth Show: Can production boats make good cruising boats?

Can production boats actually make good cruising boats? I recently stepped aboard a nearly new Hanse 588, and I’ll be honest—it was huge, beautiful, modern, and incredibly appealing. And it raised a question I hear all the time from sailors planning to cruise: Are production boats actually good cr...
S1E36 . Slip Fees, Setbacks & Small Wins | Real Sailboat Refit Life
Sailing UV ( UltraViolet )

S1E36 . Slip Fees, Setbacks & Small Wins | Real Sailboat Refit Life

Boat life isn’t always sunsets and smooth sailing — sometimes it’s slip fees, setbacks, stress, and figuring out how to keep moving forward anyway. In this video, I’m sharing a real, unfiltered update on where we’re at with the sailboat refit. From volunteering at Spalding Marine and helping out ar...
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...
I Might Need a New Engine
Sailing With Phoenix | Oliver

I Might Need a New Engine

The white smoke still won’t quit. I’m going deeper now and gambling $1,600 on a set of new fuel injectors. If this doesn’t work, I could be staring down a full engine replacement. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagra...
When Family Visits Boat Life for the First Time
Sailing Big Lost

When Family Visits Boat Life for the First Time

It had been over a year since I’d seen my mom and stepdad, and inviting them into our life aboard our sailboat felt exciting — and a little nerve-wracking. What followed was a week of real boat life: unexpected stowaways, system failures, rainstorms, incredible sailing days, and saying goodbye all o...
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...
We Left the Boat | Visas, Passports & Panama City
Sailing Big Lost

We Left the Boat | Visas, Passports & Panama City

We left the boat behind and headed into Panama City for one of those weeks cruisers don’t always show on camera. From submitting paperwork for our long-stay visa to renewing the kids’ passports at the U.S. Embassy, this trip was all about handling real-life logistics — with a few adventures mixed i...
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...
Chasing Sunsets to Portugal — Leaving the Bay of Biscay Behind | S1 E11
Sailing Queen Lizzy

Chasing Sunsets to Portugal — Leaving the Bay of Biscay Behind | S1 E11

In this episode of Sailing Queen Lizzy, we sail past the top of Spain on our way to Portugal, proving that yes, you really can chase sunsets as a hobby. We coastal hop along rugged Spanish shores, drop the hook in ridiculously pretty anchorages, and finally cross into Portuguese waters at Viana do C...
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...
That moment when your boat engine dies… then doesn’t #boatlife #boatrepair #relief
Japan Solo

That moment when your boat engine dies… then doesn’t #boatlife #boatrepair #relief

A quick check after rowing out to Wahine. No water flowing from the engine is never a good sign, so I pulled the impeller plate to inspect it for damage. A bit of crud inside, but the impeller itself looked fine. While I was there, I cleaned the starter and related components to make sure everythin...
A Hot Tub off the Back of a Sailboat (Yes, Really) Ep-202
Leading the Escapade

A Hot Tub off the Back of a Sailboat (Yes, Really) Ep-202

Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! Sometimes it’s the simple things that feel the most special when you live life afloat 🌊 In this video, we head out for a relaxed day on land, riding e-bikes and soaking up the kind of everyday pleasures land lubbers o...
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...
I Drilled Straight Through My Boat
Sailing With Phoenix | Oliver

I Drilled Straight Through My Boat

Installing an isolation transformer on the boat sounded simple. It wasn’t. Like every refit project lessons were learned while preparing this boat for a non-stop circumnavigation. ⛵ Join the Crew + Follow Along: 🌐 All My Links 📍 Live Tracker – Where’s Phoenix Now? 👕 Official Merch 📸 Instagra...
BIG ANNOUNCEMENT + We Almost Bought a Dismasted Sailboat! EP 201
Leading the Escapade

BIG ANNOUNCEMENT + We Almost Bought a Dismasted Sailboat! EP 201

Big sailing announcement! In this episode, we share a long-overdue life update and explain why we almost bought a dismasted sailboat. It’s been a while, so we’re catching you up on everything we’ve been working on behind the scenes and what’s coming next for us and the channel. We talk through a r...
Sailing the Bay of Biscay: Darkness, Dunes & Drama! | S01E10
Sailing Queen Lizzy

Sailing the Bay of Biscay: Darkness, Dunes & Drama! | S01E10

Sailing Queen Lizzy, our Bali 4.6 - In this episode, join us on a thrilling maritime adventure as we navigate the challenging waters of the Bay of Biscay. Set sail from the historic port of La Rochelle to the charming coastal town of Ribadeo, with unforgettable stops in San Sebastian and Bilbao. Ex...
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...
Perfect Sailing Day… BUT Was Rose Island Worth It? | Ep. 28
SvSerenity

Perfect Sailing Day… BUT Was Rose Island Worth It? | Ep. 28

This is Part 4 of our Bahamas Sailing Series! Join us as we lift anchor at Egg Island near Spanish Wells, Eleuthera, and sail toward Rose Island, Nassau aboard our sailboat Serenity. It’s a perfect day for champagne sailing. Smooth seas, gentle breezes, and stunning views. Along the way, we share t...
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