Watch Sailing & Boating Adventures Around the World tagged “Adventure of a lifetime” – Page 9 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.

Showing 193-216 of 321 results
LIVE Spinnaker Sailing In The Tropics!!
Sailing Zingaro

LIVE Spinnaker Sailing In The Tropics!!

-❤️- 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...
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 fi...
Our New Year Resolution: To be NAKED in the water EVERYDAY!!!
Sailing Zingaro

Our New Year Resolution: To be NAKED in the water EVERYDAY!!!

Come SAILING with Zingaro!!!! Go to https://sailingzingaro.com/ to see availability. We finally run into @SAILINGintoFREEDOM and have a BLAST! Beach catch and cook, spearfishing, salsa dancing lessons. Want to SAIL with us? Book a trip: www.sailingzingaro....
Beautiful girls, Beautiful islands, Clothing optional… (pt 2)
Sailing Zingaro

Beautiful girls, Beautiful islands, Clothing optional… (pt 2)

Come SAILING with Zingaro!!!! Go to https://sailingzingaro.com This is the SEQUAL to the video beautiful girls, beautiful islands, clothing optional. Want to SAIL with us? Book a trip: www.sailingzingaro.com Escape the cold to a tropical paradise: San Blas...
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.n...
Catamarans vs Monohulls | Between 2 Sheets Podcast
Sailing Zingaro

Catamarans vs Monohulls | Between 2 Sheets Podcast

Want to LISTEN to this? GO here: https://www.buzzsprout.com/1908295 UNCUT and RAW: This video is a PODCAST with James (Sailing Zingaro) and Plukky (Sailing Into Freedom). We're discussing catamarans, boats, sailing, lifestyle, cruising, and more. Hope you ...
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 ...
Living on a Sailboat…What it’s REALLY like! – Lazy Gecko Sailing VLOG 192
Lazy Gecko Sailing & Adventures

Living on a Sailboat…What it’s REALLY like! – Lazy Gecko Sailing VLOG 192

You won't find pretty sunsets and yummy cocktails in this video. Come see what life is really like when you live on a sailboat! Check out our NEW webpage at www.lazygeckos.net Other Links: Server: Visit our private server at www.lazygeckos.net Patreon...
Beautiful girls, beautiful islands, clothing optional… (Pt. 1)
Sailing Zingaro

Beautiful girls, beautiful islands, clothing optional… (Pt. 1)

We can wear whatever we want, including NOTHING AT ALL. Want to SAIL with us? Book a trip: www.sailingzingaro.com This episode we take the new sexy crew to the San Blas Islands for some spearfishing, diving, and island adventuring. Be sure to check out A...
Questions Answered!!
Lazy Gecko Sailing & Adventures

Questions Answered!!

We've received a great list of questions from a couple that are planning to sell it all and go sailing, we sit down and give our opinions! Hopefully this will help you drop the landlubber life and go cruising! We also take you behind the scenes during a bi...
Popping Pills and Stuck Bridges – Lazy Gecko Sailing VLOG 190
Lazy Gecko Sailing & Adventures

Popping Pills and Stuck Bridges – Lazy Gecko Sailing VLOG 190

How do you handle getting prescription medications while cruising offshore? Medical emergencies? What about a serious heart related emergency? We'll show you what we do in this episode! We'll push further north, navigate bridges and even get stuck at one! ...
Watch Out for the Bridge! – Lazy Gecko Sailing VLOG 189
Lazy Gecko Sailing & Adventures

Watch Out for the Bridge! – Lazy Gecko Sailing VLOG 189

You're coming along the ICW with us as we navigate narrow channels and bridges! See what happens when you come up to a bridge with an unknown height while at high tide! We're heading north and you're coming for the ride! See more below! Check out our br...
Captain, we have a problem…
Sailing Zingaro

Captain, we have a problem…

While sailing offshore can be fun, it's sometimes dangerous. We have a SERIOUS problem during this sail... Watch to see how the crew handles this situation, how bad it is, and what the fix is going to be. -❤️- Patreon: https://www.patreon.com/svzinga...
Sailing with these girls is a breeze  (pt. 1 of 3)
Sailing Zingaro

Sailing with these girls is a breeze (pt. 1 of 3)

Sailing is hard! Join us as we prepare for a 600 MILE trip from Aruba to Panama aboard SV Zingaro - An Oyster 485 yacht. See what we do to prepare the boat, and meet the crew that will make the journey. -❤️- Patreon: https://www.patreon.com/svzingaro...
Help me design my radar arch & meet me in Annapolis!
Sailing Zingaro

Help me design my radar arch & meet me in Annapolis!

Realtime update from Zingaro! Talking current location, future plans, radar arches, and the Annapolis Boat Show! Come say HI! Use code: Zingaro2021 for a discounted ticket! Hope to see you all there! Much love! -James [ SUPPORT OUR VIDEOS] Patreon: https...
3 Days Sailboat Adventure Living In The Bahamas [Freediving, Spearfishing, Fire Spinning] (Ep. #15)
Adventureman Dan

3 Days Sailboat Adventure Living In The Bahamas [Freediving, Spearfishing, Fire Spinning] (Ep. #15)

I tried to edit a video with a week worth of footage in it. But after getting just three days worth. I had to stop. Enjoy a FULL episode Vlog from my sailing adventures throughout the Bahamas. On the first day, Maru and I explore many blue holes. But the...
Emergency Deployed Anchor! – Lazy Gecko Sailing VLOG 188
Lazy Gecko Sailing & Adventures

Emergency Deployed Anchor! – Lazy Gecko Sailing VLOG 188

We get hit by a HUGE lightning and wind storm, we have to drop anchor fast if we're going to be able to make it through. We'll hunker down with you while it lasts...Well besides all the silliness on deck. Then I'll give Jeremiah a Fathers Day treat! See ...
Scariest Thunderstorm we’ve ever had! – Lazy Gecko Sailing VLOG 187
Lazy Gecko Sailing & Adventures

Scariest Thunderstorm we’ve ever had! – Lazy Gecko Sailing VLOG 187

We're jumping offshore for a 3 day passage from Florida to North Carolina. We'll show you the in's and outs of being offshore when there are squalls around. Then we get chased down by a major storm! See more below! Check out our brand new store at www.ge...
Home Gym on a Sailboat – Lazy Gecko VLOG 186
Lazy Gecko Sailing & Adventures

Home Gym on a Sailboat – Lazy Gecko VLOG 186

How does one stay in shape while living on a sailboat? You'll see here! Plus we get into some water maker maintenance before we head north on a several day offshore passage. I also take you on a bra and panty trip! (bra/panty version only on Vimeo and Serv...
50 DAYS  ^Bahamas Sailing Adventure Montage^  [Collab with Pirate Life]  “It Was Epic!”
Adventureman Dan

50 DAYS ^Bahamas Sailing Adventure Montage^ [Collab with Pirate Life] “It Was Epic!”

This epic video montage encapsulated what 50 days sailing throughout the Bahamas with Josh Harris aboard my sailboat "Adventureborne" was like. It was just one adventure after another! "It was epic!" In nearly two months we had done it all! Everything fro...
Standing in water: Lagoon design flaw, or owner error?
Sailing Zingaro

Standing in water: Lagoon design flaw, or owner error?

The first 1000 people to use the link will get a one-month free trial of Skillshare Premium Membership: https://skl.sh/sailingzingaro09211 This Lagoon may have cracked bulkhead issues, but what about the transoms? Are they suppose to be underwater also? We...
Will our Lagoon end up like this one?? We’re taking her sailing OFFSHORE
Sailing Zingaro

Will our Lagoon end up like this one?? We’re taking her sailing OFFSHORE

JOIN our CREW! Exclusive merch, videos, & more: https://www.patreon.com/svzingaro Sailing UPWIND and OFFSHORE on this creaking catamaran may be a risky maneuver… Would YOU take this boat offshore with the cracked bulkheads? Join Zingaro as he sails...
Blow Your Fuse…and Brittany’s Bikini Try On – Lazy Gecko Sailing VLOG 185
Lazy Gecko Sailing & Adventures

Blow Your Fuse…and Brittany’s Bikini Try On – Lazy Gecko Sailing VLOG 185

We're going to take you for a serious ride! Up the ICW, up into space with an up close sweet rocket launch and then to the laundry room?? That and more as we repair Calypso's systems and I try on a brand new micro-bikini from Bikini Addiction! See more b...
Too Hot in The Gulf Stream – Lazy Gecko Sailing VLOG 184
Lazy Gecko Sailing & Adventures

Too Hot in The Gulf Stream – Lazy Gecko Sailing VLOG 184

We're wrapping this passage up! We've been sailing for going on two weeks straight, we tackle the final leg of our journey...The Gulf Stream! Our oven craps itself and I'll show you how a lady showers in rough seas! (Showering on Vimeo/Server only). See m...
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