Watch Sailing & Boating Adventures Around the World – Page 15 of 25

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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Big round of applause from our girls!! Episode 152
Sailing Parlay Revival

Big round of applause from our girls!! Episode 152

After a month sea trial in the San Blas islands we are able to finally assess the performance of not only the rebuilding of our broken bulkheads but also the sugar scoop extensions, which made the boat 1.5ft loner than she was coming out of the factory. This is a big moment as it determines whether ...
Seasick Nanny – Will She Make It? – Lazy Gecko Sailing VLOG 206
Lazy Gecko Sailing & Adventures

Seasick Nanny – Will She Make It? – Lazy Gecko Sailing VLOG 206

We've pulled the anchor up and departed for an offshore sail to Block Island! Tara immediately learns what it means to have a sailboat moving under you, come see how it goes! Then we will take you exploring where we'll find historic, beautiful locations all before we get invited to a local...
Rescue In Senegal | Past The Island With A Sinister Past | Sailing Galopin | Season 5 | Episode 62
Winded Voyage Sailing

Rescue In Senegal | Past The Island With A Sinister Past | Sailing Galopin | Season 5 | Episode 62

Me and my boat Galopin are stranded in Dakar Senegal, West Africa. But the man, Arona comes to the rescue with a new gearbox. He installs it successfully and then takes us to buy new deep cycle gel batteries. We prepare to sail again. On the way back to Cape Verde, we sail by the infamous island of ...
Rookie Mistake Made by Brittany! – Lazy Gecko Sailing VLOG 205
Lazy Gecko Sailing & Adventures

Rookie Mistake Made by Brittany! – Lazy Gecko Sailing VLOG 205

Tara, the new nanny, is onboard! We get her settled in, fix some boat issues, and visit a local historic destination before setting sail for Martha's Vineyard! Come explore a beautiful town with us! Then we realize that Brittany has made a major rookie mistake...Come find out what it is! Music...
Working With A Giant Of A man | A Great Mechanic Will Fix Galopin’s Gearbox | Season 5 | Episode 61
Winded Voyage Sailing

Working With A Giant Of A man | A Great Mechanic Will Fix Galopin’s Gearbox | Season 5 | Episode 61

Dakar Senegal, West Africa. Where no other sailing channel dares to go. But me and Giani go there and enjoy fine food and meet a host of interesting people. The yacht club bar tender who teaches me a few word in Walaf. A Lebanese doctor who makes us Falafel. And Australian bar owner and his Senegale...
Liveaboard Family Brings in a Full-Time Nanny! – Lazy Gecko Sailing VLOG 204
Lazy Gecko Sailing & Adventures

Liveaboard Family Brings in a Full-Time Nanny! – Lazy Gecko Sailing VLOG 204

After our weekend in Provincetown we sail 20 miles south to the Cape Cod Canal where we deal with high currents and bridges. Then we're off to get our watermaker fixed as well as pick up a brand new crew member! You'll meet Tara, our new liveaboard Nanny! Come meet the new crew! Check out...
Think We Might Miss the Islands! – Lazy Gecko Sailing VLOG 203
Lazy Gecko Sailing & Adventures

Think We Might Miss the Islands! – Lazy Gecko Sailing VLOG 203

We're sailing to an historic town in America! We'll grab some fuel, deal with another crazy boater, get the most expensive mooring ball ever and explore a beautiful town! All before having a little fun back onboard Calypso during sunset! Check out our NEW webpage at www.lazygeckos.net O...
Ep. 373 Caribbean island paradise with 2 beautiful girls – Fun and games
SAILING into FREEDOM

Ep. 373 Caribbean island paradise with 2 beautiful girls – Fun and games

If you would like to support with single donations click here - New crew that has never been out on the ocean before sailing to a Panamanian paradise. What could go wrong? Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! Get your Sailing Into F...
When you’re STRANDED by your Dinghy! – Lazy Gecko Sailing VLOG 202
Lazy Gecko Sailing & Adventures

When you’re STRANDED by your Dinghy! – Lazy Gecko Sailing VLOG 202

We're moving on...From a month of bad events, we've set sail and are headed east. Come hang out in a couple of Long Island Sound anchorages with us as we catch a stowaway, check for damages, do some maintenance and get stranded by Taco, our dinghy! Check out our NEW webpage at www.lazyge...
Ep. 372 Boat life with 2 gorgeous girls – Shi#$ and giggles
SAILING into FREEDOM

Ep. 372 Boat life with 2 gorgeous girls – Shi#$ and giggles

If you would like to support with single donations click here - New crew that has never been out on the ocean before sailing to a Panamanian paradise. What could go wrong? Just watch the video....can't give it all away. Give it a thumbs up if you liked this episode! Get your Sailing Into F...
Boat Crash: We’re HIT by another boater…and they RUN! – Lazy Gecko Sailing VLOG 201
Lazy Gecko Sailing & Adventures

Boat Crash: We’re HIT by another boater…and they RUN! – Lazy Gecko Sailing VLOG 201

We're relaxing in a new anchorage when a seemingly intoxicated boater comes and slams into Calypso right before a storm hits. There's a struggle to get them free as they're tangled in our bridle, revving their engine and yanking on our boat/tackle in the process. Even the police get i...
Things Are Falling Apart…Death and Damage – Lazy Gecko Sailing VLOG 200
Lazy Gecko Sailing & Adventures

Things Are Falling Apart…Death and Damage – Lazy Gecko Sailing VLOG 200

We JUST got hit by a Hurricane, come see the aftermath. We notice we have some damage, then we try to get off the dock when we get some terrible news..all followed by a hit and run. This is just great.... Check out our NEW webpage at www.lazygeckos.net Other Links: Server: Visit our private serve...
Valentine’s Day On My Boat In Cape Verde | And Boat Checks I Sailing Galopin | Season 5 | Episode 56
Winded Voyage Sailing

Valentine’s Day On My Boat In Cape Verde | And Boat Checks I Sailing Galopin | Season 5 | Episode 56

Valentine’s Day on my boat in Cape Verde was quite an event. My friend Wendy organized a small party with three of her friends. It went on until dawn when more people came aboard and the fun continued on. Man, can Cape Verdeans party. Before that I did various boat checks on Galopin as we're ex...
When Nightmares Come True…We Get Hit by a HURRICANE! – Lazy Gecko Sailing VLOG 199
Lazy Gecko Sailing & Adventures

When Nightmares Come True…We Get Hit by a HURRICANE! – Lazy Gecko Sailing VLOG 199

It's a snoozy morning that gets destroyed by a Hurricane! We're hunkered down for what turns out to be way worse of a storm than anyone could have guessed. We're forced to ride it out...How did it turn out? Come see! Check out our NEW webpage at www.lazygeckos.net Other Links: Ser...
She made us go to New York City! – Lazy Gecko Sailing VLOG 198
Lazy Gecko Sailing & Adventures

She made us go to New York City! – Lazy Gecko Sailing VLOG 198

We finish our overnight sail, we arrive in New York harbor during the early morning hours. We're just in time to get an amazing experience with the Statue of Liberty and then grab a sweet anchorage! Views of the New York skyline, Ellis Island and so much more! This episode is BEAUTIFUL! Then we...
Trying To Sail On | Day In The Life Of Full Time Sailor | Sailing Galopin I Season 5 | Episode 53
Winded Voyage Sailing

Trying To Sail On | Day In The Life Of Full Time Sailor | Sailing Galopin I Season 5 | Episode 53

I see sailboats leaving Mindelo Bay everyday to cross the mighty Atlantic Ocean. And I'm trying to sail on myself. But me and my boat Galopin are still getting some things done. But we have time to explore a house perched on the cliffs above the ocean which we have been seeing from our boats so...
Offshore at Night: Dodging Wrecks, Reefs and Obstructions – Lazy Gecko Sailing VLOG 197
Lazy Gecko Sailing & Adventures

Offshore at Night: Dodging Wrecks, Reefs and Obstructions – Lazy Gecko Sailing VLOG 197

We've woken at anchor in a gorgeous bay, we're heading a bit north to a lovely vacation destination! Come see how difficult it can be to find space! Then we're going exploring around a popular area before we're shoving off for an overnight passage to New York City! We'll al...
Dragging Anchor in a Thunderstorm! – Lazy Gecko Sailing VLOG 196
Lazy Gecko Sailing & Adventures

Dragging Anchor in a Thunderstorm! – Lazy Gecko Sailing VLOG 196

We've grabbed the only available anchorage before a massive thunderstorm hits us. The problem? We are completely exposed to the rough seas and winds that are coming. The forecast is calling for 60knt winds, heavy rain and hail...Not to mention the 6 foot seas in our anchorage! Come see what it&...
Bittersweet Pt.3 MONSTROUS LIGHTNING SQUALL, Windless Doldrums, FINALLY We MADE IT [S2:E70]
Sailing The Far Side

Bittersweet Pt.3 MONSTROUS LIGHTNING SQUALL, Windless Doldrums, FINALLY We MADE IT [S2:E70]

Hey Everyone, We had to make some edits so we had to repost this episode.. Welcome to the last video of this sailing season! Hope you guys have enjoyed traveling with us as much as we have enjoyed sharing our adventure with all of YOU!! When you see a squall usually there is a way to avoid it, bu...
When Your Weather Window Closes On You! – Lazy Gecko Sailing VLOG 195
Lazy Gecko Sailing & Adventures

When Your Weather Window Closes On You! – Lazy Gecko Sailing VLOG 195

We're headed north along the Chesapeake Bay! We'll have a night at anchor, then navigate through the famous C&D canal system. Will we continue past Cape May for an overnight passage to New York City or will our plans be stopped in their tracks? Come find out! Check out our NEW webpag...
New Year 2022 Message
Winded Voyage Sailing

New Year 2022 Message

A quick message for this week's video presentation. Some say it’s The Best Sailing Channel on YouTube! Agree or disagree, make your voice heard. Subscribe, like, dislike, or comment. DISCLAIMER: This series is simply intended to offer and give an alternative to conventional TV... for FREE! An...
Pt 2. DISASTER at SEA, Morale LOW, GIRL Has A BREAKDOWN, We’re Almost Home WHAT DO WE DO!! [S2:E69]
Sailing The Far Side

Pt 2. DISASTER at SEA, Morale LOW, GIRL Has A BREAKDOWN, We’re Almost Home WHAT DO WE DO!! [S2:E69]

Hey Everyone, Hope everyone has a Happy New Year!! Enjoy this video while your waiting for the countdown :) We are making our way home and shit hit the fan!! We want to show you all the good, bad, and ugly of yachting. The situation wasn't as bad as it seems, but fatigue and exhaustion played ...
Sometimes You Get Sh*t On! – Lazy Gecko Sailing VLOG 194
Lazy Gecko Sailing & Adventures

Sometimes You Get Sh*t On! – Lazy Gecko Sailing VLOG 194

It's true! Come see what we mean. We're taking you on a journey showing you what it's like maintaining a 44' sailing catamaran while living aboard and traveling full-time! The good moments and the crappy ones. Check out our NEW webpage at www.lazygeckos.net Other Links: Server...
B.O.A.T. (Break Out Another Thousand!)  – Lazy Gecko Sailing VLOG 193
Lazy Gecko Sailing & Adventures

B.O.A.T. (Break Out Another Thousand!) – Lazy Gecko Sailing VLOG 193

Electronics repair, diesel engine maintenance, safety gear...We're taking you through so much good stuff on this episode! Plus we explore what keeps Jeremiah so motivated to keep fixing stuff on our Vimeo and Server version! Check out our NEW webpage at www.lazygeckos.net Other Links: Serve...
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