Watch Sailing & Boating Adventures Around the World – Page 2 of 20

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 473 results
BLUEWATER Battle Axe! This Steel Sailboat Will Go Anywhere! $29k | TOUR
BoatFools Sailing

BLUEWATER Battle Axe! This Steel Sailboat Will Go Anywhere! $29k | TOUR

#boatfoolssailing #bluewatersailboat #steelsailboat #oceancruisingboats #sailboattour BLUEWATER BATTLE AXE! This Steel Sailboat Will Go Anywhere! $29k | TOUR Canadian Ken and I have seen a lot of fiberglass, but this was a first — a steel-hulled sailboat built like a ship and ready to cross o...
First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround
Chesca & Ben

First Look at Our New 40ft Sailboat! Full Boat Tour & Walkaround

Here she is! – we bought a sailboat! Meet Flying Freedom ⛵️, our new floating home and the start of our biggest adventure yet. In this video, we’ll give you a full first look and tour of our 40ft Freedom 40/40 sailboat, showing you around every corner before we start the work to get her ready for li...
Did We Buy The Wrong Sailboat?!
BoatFools Sailing

Did We Buy The Wrong Sailboat?!

@boatfools #sailing #sailboat #sailboatrefit Did We Buy the WRONG Sailboat?! | Morgan 382 – 4 Years Later After 4 years of full-time cruising aboard our 1980 Morgan 382, designed by the legendary Ted Brewer, we’re finally asking the question… Did we buy the WRONG boat?! In this episode, we get...
Spring Break Miami Part 2: Sailboat Shopping
Sailing Banana Pancakes

Spring Break Miami Part 2: Sailboat Shopping

We flew to Florida and spent the first half of our Spring Break sailboat shopping. The second half of our trip was all about fun for the kids. In this episode, we took them to Miami! They spent the morning skateboarding at Haulover Skatepark, and then we walked along the bay before getting lunch. We...
Small Catamaran or Big Monohull…BUYING a USED Boat and We Have NO Clue What We WANT – Ep. 272
Sailing Zephyr

Small Catamaran or Big Monohull…BUYING a USED Boat and We Have NO Clue What We WANT – Ep. 272

We are looking to buy another boat and we have no clue what to buy! Buying a boat whether it´s new or used can be an overwhelming process. And even after 6 years of sailing around the world on our 2010 Beneteau Oceanis 43...we still have no idea what we want. Go for a big monohull or a small catam...
NO SECRETS, NO FILTER: Answering all your questions during a DAY IN THE LIFE! – Ep 232
Sailing Jibsea

NO SECRETS, NO FILTER: Answering all your questions during a DAY IN THE LIFE! – Ep 232

Thank you to everyone who sent in their questions. This was so much fun :) Join us for a full day in the life as full-time world travellers, sailors, and liveaboard cruisers! We're answering your biggest questions about what it’s really like to live off the grid, travel the world by sailboat, ...
BoatFools Sailing Top 10 SAILBOATS Under $35k In New England! Spring 2025
BoatFools Sailing

BoatFools Sailing Top 10 SAILBOATS Under $35k In New England! Spring 2025

#SailboatsUnder35k #SailboatDeals #UsedSailboats #BudgetSailing #SailingNewEngland 🏆 BoatFools Sailing: Top 10 Sailboats Under $35K in New England – Spring 2025 Edition! ⛵ Canadian Ken and I scoured the salty corners of New England to find the best used sailboats under $35,000—from Craigslist and F...
We Know We’re Sailing Fast When Our Dog’s Ears Are Flapping Like Crazy – Ep. 271
Sailing Zephyr

We Know We’re Sailing Fast When Our Dog’s Ears Are Flapping Like Crazy – Ep. 271

In today’s episode, we’re taking the boat out for an epic sail from our slip in the Bahamas (lucky us, right?) to Guana Cay! We’re excited to check out what all the fuss is about at Grabbers and Nippers on a Sunday Funday. It’s a day full of sailing, cruising with friends, and even docking the boat!...
The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)
Sailing Zingaro

The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)

I’m breaking down HUGE red flags I’ve seen in real boat listings—stuff that should make you think twice (or run for the hills). From hurricane damage to sketchy new paint jobs, I'll show you how to read between the lines of listings and photos so you don’t end up with a project boat disguised a...
Let’s Get This Boat on a Lean: Epic Sailing Through the Bahamas! – Ep. 270
Sailing Zephyr

Let’s Get This Boat on a Lean: Epic Sailing Through the Bahamas! – Ep. 270

We’ve finally arrived in the Bahamas, and it’s as incredible as we remembered! The blue water is calling, and we couldn’t be more excited to explore. We find some secluded anchorages and untouched beaches, enjoying perfect sailing conditions with plenty of wind and smooth seas—just what we need to g...
Wing-on-Wing Sailing and a Bridge Fail on Our Way to Florida – Ep. 269
Sailing Zephyr

Wing-on-Wing Sailing and a Bridge Fail on Our Way to Florida – Ep. 269

Join us as we leave the boatyard behind in North Carolina and make our way down the Intracoastal Waterway (ICW) to Charleston, SC. After dealing with a frustrating bridge delay, we finally head out into the Atlantic Ocean, aiming for Fernandina Beach, Florida. Along the way, we enjoy perfect wing-on...
Emergency Haul Out: Fixing Our Boat’s Shaft Seal & Coupling to Stop Us Sinking – Ep. 268
Sailing Zephyr

Emergency Haul Out: Fixing Our Boat’s Shaft Seal & Coupling to Stop Us Sinking – Ep. 268

In this week´s video, we are at the Zimmermans Boatyard in NC for an emergency haul-out! Our mission? To replace Zephyr´s coupling and shaft seal as quickly as possible to stop our saltwater leak that held us back on our journey south. We are joined by the lead marine mechanic who walks us through t...
Engine Flooding Disaster on Zephyr: The Worst Problem We’ve Faced Yet! – Ep. 267
Sailing Zephyr

Engine Flooding Disaster on Zephyr: The Worst Problem We’ve Faced Yet! – Ep. 267

This episode is jam-packed! Not only do we leave beautiful New Bern, where we spent the hurricane season, but we also run into the worst problem we’ve ever had on Zephyr. As you can probably guess from the thumbnail, we take on saltwater in the engine compartment. We spend a couple of days bailing w...
New OUTBOARD MOTOR Setup, TEST & Review | Simple Boat Life – Ep. 264
Sailing Zephyr

New OUTBOARD MOTOR Setup, TEST & Review | Simple Boat Life – Ep. 264

We BUY a NEW Outboard motor for our dingy. It's been 6 years since we bought a new outboard and we are really nervous about our decision. IT´s been almost a year trying to decide what to buy and the day has finally arrived. Join us as we take you through the process of unboxing, setup, test and...
Teak Restoration on a SAILBOAT Part 2 | Sailing Zephyr – Ep. 263
Sailing Zephyr

Teak Restoration on a SAILBOAT Part 2 | Sailing Zephyr – Ep. 263

We get right back into the teak work on our Beneteau sailboat. Last week we did the long hours of sanding all the teak toe rails till they were nice and smooth. Then we went through the process of using wood filler to fill in all the gaps in the teak. This week we are straight back at it with sandi...
The TOP 10 SAILBOATS For Sale in CALIFORNIA! (Bay Area). Some FANTASTIC boats and DEALS! 11/2024
BoatFools Sailing

The TOP 10 SAILBOATS For Sale in CALIFORNIA! (Bay Area). Some FANTASTIC boats and DEALS! 11/2024

@boatfools  #sailboatforsale #sailingpassion #sailing #boatfoolstop10 The TOP 10 SAILBOATS For Sale in CALIFORNIA! (Bay Area) Ok, it's been a minute since we've done a BoatFools Top 10 - and we have never explored what's available up in the Bay Area and, man, are we glad we did! There...
RESTORING TEAK on a SAILBOAT | Sailing Zephyr – Ep. 262
Sailing Zephyr

RESTORING TEAK on a SAILBOAT | Sailing Zephyr – Ep. 262

There are many parts of a sailboat that require ongoing maintenance, but few are generally as laborious as working on teak. Whether it's decks, toe rails, seats or interior wood. Teak requires constant maintenance. The debate around Stain vs Varnish continues and both have good qualities. Check...
At Only 33 Feet, This SAILBOAT Is HUGE! A RARE 1981 CSY 33 Bluewater Cruiser at $28,500. [[SOLD]]
BoatFools Sailing

At Only 33 Feet, This SAILBOAT Is HUGE! A RARE 1981 CSY 33 Bluewater Cruiser at $28,500. [[SOLD]]

@boatfools  #sailboatforsale #sailing #bluewatersailing [[SOLD as on 12/14/2024]] At Only 33 Feet, This SAILBOAT Is HUGE! A RARE 1981 CSY 33 Bluewater Cruiser at $28,500!Canadian Ken couldn't join me for this one but it was still a ton of fun to expl...
Simple LIVING on a SAILBOAT | Sailing Zephyr – Ep. 261
Sailing Zephyr

Simple LIVING on a SAILBOAT | Sailing Zephyr – Ep. 261

Living aboard a sailboat can get complicated very fast. We have spent enough time sailing the world to witness it first hand to us and other sailors. So sometimes it makes sense to just simplify your day to day life on a sailboat so that stress doesn't get the better of you. It often those sma...
No BullS#!T……Just THANK YOU! | Sailing Zephyr – Ep. 260
Sailing Zephyr

No BullS#!T……Just THANK YOU! | Sailing Zephyr – Ep. 260

Thank You!...and the boat works continue. We have been very fortunate to have the lifestyle we've had for the last 6 years and the people that make that possible...Thank You! The journey, the exploration and everything in-between is because of you! We also tackle some all important boat proj...
What it’s REALLY like to sail 1000 miles offshore!! 👀  (Episode 285)
Sailing Parlay Revival

What it’s REALLY like to sail 1000 miles offshore!! 👀 (Episode 285)

In this episode we sail from Tonga to Vanuatu, with no chance of stopping in Fiji because of the dogs. So we show you what the reality of doing a passage like this is, including the highs and the lows. SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has s...
Not Doing this will COST You THOUSANDS of $$$$$$ | Sailing Zephyr – Ep. 259
Sailing Zephyr

Not Doing this will COST You THOUSANDS of $$$$$$ | Sailing Zephyr – Ep. 259

Most things you do on your boat will have only minor impacts to your sailboat performance and your wallet. But sometimes there are certain things, that if ignored, could end up costing you thousands of dollars in repairs and render your sailboat useless. Ellebogen Engine Mounts Hope you enjoy the...
We Visit the ABANDONED BENETEAU Sailboat Factory & REPLACE our WATER TANK | Sailing Zephyr – Ep.258
Sailing Zephyr

We Visit the ABANDONED BENETEAU Sailboat Factory & REPLACE our WATER TANK | Sailing Zephyr – Ep.258

It's rare if not unheard of for someone to ever have the chance to visit the factory where their sailboat was made. It's even more rare if that factory has been abandoned. Well, we get that chance and it's an emotional experience. We also finally replace our water tank that has been ...
How LONG does it Take to ABANDON SHIP? | Sailing Zephyr – Ep. 257
Sailing Zephyr

How LONG does it Take to ABANDON SHIP? | Sailing Zephyr – Ep. 257

Abandon Ship, we are sinking, the boat is going down! All words that bring complete fear, loss, sadness and the reality that Mother Nature needs to be respected. We sail the world with the full understanding that we are susceptible to the risk of losing the boat for any number of reasons. We strive...
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