Watch Sailing & Boating Adventures Around the World tagged “Adventure of a lifetime” – Page 8 of 14

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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Ladies Getting Wild at a Sex Museum! – Lazy Gecko Sailing VLOG 212
Lazy Gecko Sailing & Adventures

Ladies Getting Wild at a Sex Museum! – Lazy Gecko Sailing VLOG 212

We explore the in & out's of a sex museum and get crazy with it! Bull riding, stripper pole fun and more! Then we're in need of some new camera equipment for our VLOG, come with us on a camera shopping mission! We'll also show you the gel coat repairs ...
LIVE: In The Eye Of A Tripical Storm
Sailing Zingaro

LIVE: In The Eye Of A Tripical Storm

-❤️- Patreon: https://www.patreon.com/svzingaro Paypal: https://www.paypal.me/svzingaro Merch: https://www.youtube.com/channel/UCwVBc3YzxbJjTJVrlL77MrQ/store -👇- Website: https://svzingaro.com/ Facebook: https://www.facebook.com/svzingaro Instagra...
Boat Life: Leave the Dirty Jobs for Brittany – Lazy Gecko Sailing VLOG 211
Lazy Gecko Sailing & Adventures

Boat Life: Leave the Dirty Jobs for Brittany – Lazy Gecko Sailing VLOG 211

We're pulling the anchor up and headed for the Hudson River! It's finally time to repair the damage from our hit and run boater, in the meantime we'll do some much needed maintenance on the boat as well as explore New York City in the fall! Come along for ...
Two Girls…Two Lessons. –  Lazy Gecko Sailing VLOG 210
Lazy Gecko Sailing & Adventures

Two Girls…Two Lessons. – Lazy Gecko Sailing VLOG 210

We're going sailing and Tara, our new crew member, is hoisting the sails! We'll sail towards New York where we'll anchor off of a famously haunted island where we end up having a spooky visitor come aboard Calypso. I'll try out my brand new HH gear and we'...
How this digital nomad quit his job to travel the world
Sailing Zingaro

How this digital nomad quit his job to travel the world

I quit my job, sold everything, bought a boat, and now travel the world as a digital nomad. Click on the video to find out exactly what decisions led up to this alternative lifestyle. Audio download: https://www.buzzsprout.com/1908295/10566382 Zingaro P...
Tara Takes One for the Team! – Lazy Gecko Sailing VLOG 209
Lazy Gecko Sailing & Adventures

Tara Takes One for the Team! – Lazy Gecko Sailing VLOG 209

I take Tara to a pub where she decides to take one for the team...She's slurping it down so we can enjoy a cold one! Then we're sailing to a favorite local anchorage where we'll hit a few fun spots. I'll toss on one of my favorite bikinis...It's time for s...
Lessons Learned: Losing the Forestay While Sailing Offshore
Sailing Zingaro

Lessons Learned: Losing the Forestay While Sailing Offshore

Lessons learned and shared with this community so we all can learn a bit from a scary and dangerous situation. While sailing offshore from Panama to Saint Maarten I lost my forestay about 20nm north of Aruba. Half this video is an explanation of what happe...
Naked Shots!! – This S#!T is going to be Delicious! – Lazy Gecko Sailing VLOG 208
Lazy Gecko Sailing & Adventures

Naked Shots!! – This S#!T is going to be Delicious! – Lazy Gecko Sailing VLOG 208

We're in Montauk, New York waiting out a big blow. We'll go exploring which turns into day drinking in one of America's most lovely towns! Come see all the craziness unfold. Then it's back to Calypso for some more wild times! Check out our NEW webpage at ...
Jeeping It on Some Island Somewhere…Totally Our Style! – Lazy Gecko Sailing VLOG 207
Lazy Gecko Sailing & Adventures

Jeeping It on Some Island Somewhere…Totally Our Style! – Lazy Gecko Sailing VLOG 207

We're on Block Island in the Northeast U.S., we meet some amazing new friends who offer us their sweet classic Jeep for a day of exploring! Come experience this amazing island with us, Jeep style! We'll see amazing sights, lighthouses, funny animals and mo...
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 al...
Finding hidden caves in this small anchorage..
Sailing Lady Africa

Finding hidden caves in this small anchorage..

EP 207: Finding hidden caves in this small anchorage We dive the bays of Anse Dufour and Anse Noire and find hidden caves. Head off to the next bay called L'Anse a lAne and Anse Mitan. Although small, its was still a beautiful place. We only spend the on...
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 mis...
Update from Zingaro! :) No video this week…
Sailing Zingaro

Update from Zingaro! :) No video this week…

New crew, new gear, boat tour, and an explanation of the goings on onboard Zingaro II. Stay tuned, great footage in the works. Much love and thank you for watching! -James -❤️- Patreon: https://www.patreon.com/svzingaro Paypal: https://www.paypal.me/s...
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! ...
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 NE...
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...
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 p...
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 O...
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.lazy...
Pre Super Bowl BOAT TOUR: Falcon 93
Sailing Zingaro

Pre Super Bowl BOAT TOUR: Falcon 93

-❤️- Patreon: https://www.patreon.com/svzingaro Paypal: https://www.paypal.me/svzingaro Merch: https://www.youtube.com/channel/UCwVBc3YzxbJjTJVrlL77MrQ/store -👇- Website: https://svzingaro.com/ Facebook: https://www.facebook.com/svzingaro Instagra...
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 m...
The True Story Behind Lagoon’s Broken Bulkheads: Between Two Sheets with Parlay Revival
Sailing Zingaro

The True Story Behind Lagoon’s Broken Bulkheads: Between Two Sheets with Parlay Revival

Mp3 audio version: https://www.buzzsprout.com/1908295 We sit down with Colin from @ParlayRevival and get a unique view of his entire story, from start to finish. This is a very interesting podcast you won't want to miss. -❤️- Patreon: https://www.p...
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 Y...
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 s...
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