Watch Sailing & Boating Adventures Around the World – Page 37 of 171

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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Can Anything Else Go Wrong? Ripped Off and P**sed Off (Van Life USA)
Chesca & Ben

Can Anything Else Go Wrong? Ripped Off and P**sed Off (Van Life USA)

After 4 years of van life, we've rarely had mechanical problems, so we're probably a little overdue. Trying to iron out some persistent brake issues has been more difficult than expected, and when the people you trust mess it up, it's time to take matters into your own hands. We'...
Watch Us Tackle a Big Boat Project for the First Time!
Sailing Paradise Falls

Watch Us Tackle a Big Boat Project for the First Time!

Shannon gets started with sewing the front and aft cockpit cushions. We take a quick trip to Ft. Lauderdale for Rob to attend the Just Catamarans Diesel engine course. Rob discovers gallons of water when changing the helm light. We figure out storage solutions for the oddly shaped places on a boat. ...
It’s Sailing Zingaro’s BIRTHDAY (and we’re OFFSHORE SAILING)!
Sailing Zingaro

It’s Sailing Zingaro’s BIRTHDAY (and we’re OFFSHORE SAILING)!

25 days at sea. 3100 miles into a 4200 mile crossing. AND it's Sailing Zingaro's BIRTHDAY! 7 years! Woohoo! Come celebrate with us! BOOK A TRIP: Buy us a diaper: Support these videos: T-shirts:
Taking a Break | Real Time in Annapolis Ep.91
Sailing Honu Time

Taking a Break | Real Time in Annapolis Ep.91

This week we are doing things a bit different *It's boat ⛵ show time again in Annapolis* and we had the opportunity to meet with some old friends, make some new ones and have an amazing time on and off of boats. Thank you so much to everyone who came up to say hi 👋🏻 Your stories are truly ins...
Boats, Friends, and the Panama Canal!
Sailing Zingaro

Boats, Friends, and the Panama Canal!

Haul-out, paint, new gear install, and Panama Canal transit! This is one COOL episode. Techies and adventurers alike... You'll LOVE it! Lasdrop shaft seals: SPURS line cutter: Come SAILING with us!!! (We're crossing the canal AGAIN Dec 2023!): -❤️- Patreon: -👨‍👩‍👦‍👦- OC Tenders: S...
If We Don’t Get This Right We’ll Be Sailing BACKWARDS! NYC by Sailing Catamaran
Tula's Endless Summer

If We Don’t Get This Right We’ll Be Sailing BACKWARDS! NYC by Sailing Catamaran

We are finally back in the water after a long few weeks dealing with our shipping insurance claim and it feels so good, even if the weather is less than ideal! We head to New York City and through the infamous Hells Gate. Come with us as we do our best to get the perfect conditions on our sailing ca...
What is our ENGINE doing OUTSIDE the sailboat!? (Refit goals)
Sailing Merewether

What is our ENGINE doing OUTSIDE the sailboat!? (Refit goals)

This week we take a dive deep into the engine room (when I say we, it's mostly Kieran, okey only Kieran). I am busy with other things, stay tuned. Kieran spends hours in the small room, taking the engine apart bit by bit. Finally understanding what has caused all our issues with the gearbox. La...
THEY MADE IT IMPOSSIBLE, SO WE LEFT (Van Life California)
Chesca & Ben

THEY MADE IT IMPOSSIBLE, SO WE LEFT (Van Life California)

For the past couple of weeks we've been trying to explore the Californian coast by van, but they don't make it easy. After literally driving around in circles last week and spending the GDP of a small nation on crab sandwiches, we took matters into our own hands and turned inland, in a big...
We FINALLY got OFF! Taking a Breath in Guadeloupe | Sailing in the Caribbean Ep. 90
Sailing Honu Time

We FINALLY got OFF! Taking a Breath in Guadeloupe | Sailing in the Caribbean Ep. 90

Getting off the boat and exploring the islands is a big part of what we are doing and why we are doing it. To discover and experience new places and cultures is what this adventure is all about. Being trapped on our Hunter Sailboat for the past 3 days was not terrible but we are ready to get off ...
Gargoyle’s Chain Replacement Adventure: Discovering Largs Yacht Haven Episode.125
Sailing Gargoyle

Gargoyle’s Chain Replacement Adventure: Discovering Largs Yacht Haven Episode.125

This week proves the axiom regarding the best laid plans as we have to abort our anchorage plan and find a chandlery to replace badly corroded chain. Luckily for us, Largs Yacht Haven proves to be the finest marine center we have yet to find in our 35,000 nautical miles of cruising. The onsite chand...
The SALVAGE sailboat REFIT begins
Sailing Merewether

The SALVAGE sailboat REFIT begins

After everything going wrong that possibly could in previous weeks we finally have made it to the boat yard for repairs to start. Hauled out we look to strip everything away to be able to see what repairs need to be preformed. With the vessel's broken mast still strapped to her, we're gett...
FORGET the JOURNEY – IT IS About The DESTINATION! | SailAway 246
SailAway World Sailing

FORGET the JOURNEY – IT IS About The DESTINATION! | SailAway 246

We JUST completed a TOUGH UPWIND SAIL to MARTINIQUE from ST. CROIX. We're now a ONE DAY HOP from completing a 4000-MILE ROUND TRIP to GRENADA. We LOVE Martinique, but when a DOWNWIND weather window appears almost as soon as we arrive, we know we've gotta go. It's time to complete t...
Van Life California – What NO ONE Shows You (Uncut, Extended Special)
Chesca & Ben

Van Life California – What NO ONE Shows You (Uncut, Extended Special)

Van life in California is the stuff dreams are made of, right? It's our last US state before we cross into Mexico and the Central American leg of our journey, but the Golden State has a few bumps in the road! This week we're sharing an unfiltered look at van life on the Californian coast, ...
Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219
Sailing Sunday

Our UNEXPECTED Change of PLANS! | Sailing Sunday | Ep.219

Welcome to this weeks latest Sailing Sunday adventure! In this video we'll unveil the story behind our exciting unexpected change of plans!!! Discover how we adapted to keeping our journey alive this year with these unexpected turn of events, and find inspiration for your own sailing adventures...
The Best of the EXUMAS – Do You Want to Come Travel With Us?  (S5 E7 Barefoot Travels)
Barefoot Travels

The Best of the EXUMAS – Do You Want to Come Travel With Us? (S5 E7 Barefoot Travels)

Our new theme song is an original song written by Brian Dale a talented musician, sailor and has become a fantastic friend. Thank you to all our PATRONS for all your support. If you would like to become a patron the link is: If patron isn't your thing but you still want to help us out and ...
TRAPPED on Our SAILBOAT | Do Things Ever Go as Planned? Sailing form St. Martin to Guadeloupe Ep.87
Sailing Honu Time

TRAPPED on Our SAILBOAT | Do Things Ever Go as Planned? Sailing form St. Martin to Guadeloupe Ep.87

We have finally left our playground of St. Martin and decided to start making our way south again to the safe waters of Grenada. Honu is finally in tip top shape and it’s time to put some miles on, 24hrs and were in Guadeloupe. *Or so we thought…* When autopilot disaster hits and hand steering is ...
Sailing Vlog 10 – Provisioned Up, New Solenoid, and Sailing North from m Deltaville VA
The Foster Journey

Sailing Vlog 10 – Provisioned Up, New Solenoid, and Sailing North from m Deltaville VA

We're ready to roll! 2 months of provisions and our new solenoid just came in.
Dragging Anchor in GALE FORCE 10 [EP 211]
Sailing Millennial Falcon

Dragging Anchor in GALE FORCE 10 [EP 211]

Thank you for watching and we hope you enjoyed this episode. If you did, please consider a Thumbs Up 👍 and Subscribing 😎 Join the crew on Patreon 💖- Like the production and want to say thanks? 🍻 Music Credits 🎵We can play the hell out of a kazoo but for everyone's sake, we use the music a...
SAILING and BAILING in the CARIBBEAN SEA | SailAway 245
SailAway World Sailing

SAILING and BAILING in the CARIBBEAN SEA | SailAway 245

We discover HIGH WATER in our ENGINE ROOM on a ROUGH and WINDY OCEAN PASSAGE. We pump out BUCKETS and continue on, unsure of where the leak is. But this is just one of many challenges passage making presents. We talk about the multiple layers of TRUST that allow us to keep calm and carry on. Enj...
Navigating Shallow Waters | SAILING SUNDAY | Ep.218
Sailing Sunday

Navigating Shallow Waters | SAILING SUNDAY | Ep.218

Join us on a fantastic overnight sail through the amazing waters in the Bahamas. We'll take you right along with us as we navigate the lively yet tricky shallow waters carefully avoiding coral heads that dot our path! You get an authentic taste of life on board on our overnight sail to the Aboa...
Pregnant and Living on a Boat: Is It Really That Hard?
Sailing Zingaro

Pregnant and Living on a Boat: Is It Really That Hard?

Navigating pregnancy is a journey, but what happens when you're literally navigating the ocean too? In this video, we explore the unique challenges and joys of being pregnant while living aboard. Hit 'Subscribe' for more unique sailing life insights! SAIL WITH US: -❤️- Patreon: Pa...
Revealing Paradise🙈👙 EXPLORING the Hidden Wonders of St. Martin Ep. 86
Sailing Honu Time

Revealing Paradise🙈👙 EXPLORING the Hidden Wonders of St. Martin Ep. 86

*Last day to VOTE* 🗳️ *Make sure you CONFIRM you VOTE via email* ✅ If you haven't yet, don't forget to click the link only 2 days to vote! Contest closes Oct 1st Thanks Crew! 💙⚓ These past couple of weeks we have really had the opportunity to get very comfortable in French and Dutch...
Fixing the Damage & Lessons Learned…
Tula's Endless Summer

Fixing the Damage & Lessons Learned…

Thanks to LMNT for sponsoring this video! Head to to get your free sample pack with any purchase. Our summer "ends" on a bit of a frustrating note as our new sailing catamaran gets hauled out for repairs but we take it as a learning experience and on the plus side we finally found someth...
Who is Tasha (Chase the Story)?
Chase the Story

Who is Tasha (Chase the Story)?

Hi Everyone! This is not a video episode but really just the story of who I am and what is to come in the future on this channel. I haven't posted a new video in 6 years since I left Cheeky Monkey and it's been a long journey back to myself and to making videos again. I hope this explain...
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