Watch Sailing & Boating Adventures Around the World – Page 25 of 44

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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Charging HARD & FAST in WILD WEATHER [EP 156]
Sailing Millennial Falcon

Charging HARD & FAST in WILD WEATHER [EP 156]

In this week’s episode we’re charging hard! We had a great run on our way south from Azores that we changed our final destination to 200 miles further to the Canary Islands. We encounter squalls, heavy weather and strong winds along the way but all the time doing a steady 5-7 knots. When we finally...
First Day At Anchor & Harassed By Bullies 🐂
Gone with the Wynns

First Day At Anchor & Harassed By Bullies 🐂

The idea was to ease back into life on the hook with a casual day of exploring a new bay. All was going well until we unwittingly attracted too much attention with our cameras. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo ...
Birthday Girl in Spain | Sailing Sunday Ep. 138
Sailing Sunday

Birthday Girl in Spain | Sailing Sunday Ep. 138

It's Brittnis birthday again, this year in Spain! We have a good laugh in this video with the birthday girl enjoying Palma in the Balearic Islands. We meet up with some friends and explore this beautiful city before sailing around the corner back on anchor for more laughs catching a couple hopp...
Sails Update
Gone with the Wynns

Sails Update

A few weeks ago we made a Buyer Beware video about how we ordered sails and after the final payment, we were ghosted.  Today we have an update and are happy to say the whole debacle has come to a close. Find Singa and Mutiny Ranch here: and here: Find out more on Conservation International: ...
Sailboat Living At A Marina (aka Docklife)
Adventureman Dan

Sailboat Living At A Marina (aka Docklife)

Life at a marina is different than life at sea or life on land. It's sort of a comprise between the two. Pros: -Security: Your boat will not drag anchor or get blew away in anything short of a Cat 5 hurricane. -Convivence: Everything you could need is a quick car ride away or delivered to your...
200nm OFFSHORE – are we taking on WATER?! [EP 155]
Sailing Millennial Falcon

200nm OFFSHORE – are we taking on WATER?! [EP 155]

We start where we finished up last episode - 100 miles offshore on a 4 day trip to Madeira. After a great first day, we started to settle into the swing of things underway. With the motor on to get through the Azores high, we saw a disturbing thing while doing the final engine checks of the night - ...
READY OR NOT! OUR BOAT IS GOING IN THE WATER.
Gone with the Wynns

READY OR NOT! OUR BOAT IS GOING IN THE WATER.

Last Days at the Boat Yard! Get Surfshark VPN at - Enter promo code WYNNS for 83% off and 4 extra months FREE! ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBO...
Cave Diving and Cliff Jumping in Spain | Sailing Sunday Ep. 137
Sailing Sunday

Cave Diving and Cliff Jumping in Spain | Sailing Sunday Ep. 137

Cliff jumping, Cave diving, rock climbing and everyones just walking around naked on the beach, this is the Best Anchorage in Spain! SUBSCRIBE to follow along our journey as we make our way out of Europe across the Atlantic Ocean! ******************************* NEW SUNDAY ONLINE SHOP: ********...
Ep 243 | Waiting for Wind at Dunk Island, Sailing Nutshell, Australia
Life in a Nutshell

Ep 243 | Waiting for Wind at Dunk Island, Sailing Nutshell, Australia

With no engine we are slaves to the wind, or lack of it! We end up waiting at Dunk Island for quite a while until the wind finally picks up… a little. We check out the island and do the walk to the lookout, which is well worth it. We are surrounded by war history. Finally we get a few knots of win...
Stop VLOGGING and drive the BOAT!! That time I almost crashed into a dock 😬[EP 154]
Sailing Millennial Falcon

Stop VLOGGING and drive the BOAT!! That time I almost crashed into a dock 😬[EP 154]

After a few weeks of waiting, we finally found a good weather window to sail to Madeira. In preparation we went out for a shake out sail and to clean the hull however with strong winds approaching, getting back to the dock and typing up was a lot more challenging that we anticipated! The next day ...
CAULKED & LOADED, New Boat Windows Are Going In!
Gone with the Wynns

CAULKED & LOADED, New Boat Windows Are Going In!

Jason gets his hands on an electric caulk gun and we finally get windows. 😬 Life may never be the same. ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧E...
Back to Summer in Island Paradise | Sailing Sunday Ep. 136
Sailing Sunday

Back to Summer in Island Paradise | Sailing Sunday Ep. 136

This week Summer finally returns in the Balearic Islands on Sailing Sunday. After having weeks of storms we finally get to enjoy and explore some beautiful places and adventure on the Island of Mallorca, enjoy some beautiful days sailing down the coast and finally jump in the water for a swim! Help...
BOAT LIFE LESSON #968: Boats ROT in Harbour [EP 153]
Sailing Millennial Falcon

BOAT LIFE LESSON #968: Boats ROT in Harbour [EP 153]

After a packed few weeks of sailing in various parts of the world, our feet are firmly planted back on Millie with plans to get her sailing again. Firstly though, we needed to address and fix what broke on the boat while we were away. Some strong winds passed through a few days before we came back ...
Ep 242 | We’re Stuck! Gearbox Failure. No Wind! No Power! No Solar! Garden Island, Sailing Nutshell
Life in a Nutshell

Ep 242 | We’re Stuck! Gearbox Failure. No Wind! No Power! No Solar! Garden Island, Sailing Nutshell

We leave the Hinchinbrook Channel and stop off at the local IGA to pick up supplies for the next few days. But it has not been without drama… whilst in the channel the gearbox starts to leak and we don’t know the exact cause of it. We decide to head out to clear water and work out what to do… Oh,...
BOAT REFIT: Our Biggest Project Ever!
Gone with the Wynns

BOAT REFIT: Our Biggest Project Ever!

This week we're locked and loaded with fully charged batteries on all fronts.  We're taking no prisoners and leave no window, caulk, or rust stain behind.  Everything must go!  Sail, Sail, Sail! If you missed our Buyer Beware story of How Sailmakers Stole Our Money you can see it here: ...
Boat Life: Bad Weather with Jackson  |  Sailing Sunday Ep. 135
Sailing Sunday

Boat Life: Bad Weather with Jackson | Sailing Sunday Ep. 135

After last weeks storm, we find the perfect weather window to cross between the 2 islands, Menorca to Mallorca in Spain, only to be greeted by more bad weather on arrival. BUT, Boat life with a dog doesn't stop due to some bad weather, Jackson still needs his fun, adventure and of course walks ...
Ep 241 | Sailrite LSZ-1 Ultrafeed Walking Foot Sewing Machine, Setup and Review, Sailing Nutshell
Life in a Nutshell

Ep 241 | Sailrite LSZ-1 Ultrafeed Walking Foot Sewing Machine, Setup and Review, Sailing Nutshell

Almost three years ago we bought a Sailrite LSZ-1 Ultrafeed Walking Foot sewing machine. We felt that we needed a machine for safety in case we had to sew sails in remote locations and especially as we were planning a Pacific Ocean crossing. We did research to find a portable sewing machine that c...
Operation: DON’T CRASH… while EVERYONE watches [EP 152]
Sailing Millennial Falcon

Operation: DON’T CRASH… while EVERYONE watches [EP 152]

In our last few days aboard the Beneteau 48 on our sailing trip around the Amalfi Coast we get into some more exploring, checking out the town of Amalfi itself. After a forecast of no wind for a few days, we were pleasantly surprised when we set sail to go to our next location that we were able to g...
How The Sailmakers Stole Our Money
Gone with the Wynns

How The Sailmakers Stole Our Money

Update - There's a happy ending shared here: This is a cautionary tale about how we ordered sails in South Africa, from a reputable sail manufacturer, paid in full, and 21 months later, we have no sails. ☝More Thoughts & Links to the Court Cases P.S. We Love South Africa!  It's v...
Anchorage from HELL on our FAVORITE Island | Sailing Sunday Ep. 134
Sailing Sunday

Anchorage from HELL on our FAVORITE Island | Sailing Sunday Ep. 134

While sailing around our most favorite island to date, Menorca, we come across the Anchorage from hell. It was seriously the worse anchorage we have ever experienced! Heavy swell rolling in, Ferries pulling in and out, surrounded by cliffs, anchored on rocks, IT WAS TERRIBLE! We try to make a dash ...
Ep 240 | Our Windlass is Broken! Hinchinbrook Channel, Sailing Nutshell
Life in a Nutshell

Ep 240 | Our Windlass is Broken! Hinchinbrook Channel, Sailing Nutshell

We decide to change our anchorage and putt around the corner to another creek in the Hinchinbrook Channel. We take Peanut out to have a look around and explore this majestic place. In a previous episode, Magnus noted that the windlass was leaking oil, so it’s time to investigate. He takes it apa...
Tour a 1993 50′ Vista (Horizon) Yacht | Boating Journey
Boating Journey

Tour a 1993 50′ Vista (Horizon) Yacht | Boating Journey

In episode 126, we take you on a tour of a liveaboard boat, a 1993 50' Vista made by Horizon yachts. This is an absolutely perfect liveaboard and exactly what we are looking for. If you missed last week's episode, check it out as we interview Laurie and Scott who live on it. Be sure to...
THIS WAS NOT THE PLAN
Gone with the Wynns

THIS WAS NOT THE PLAN

We hit a few setbacks this week. Boat life on the hard is hard!  ❤ Join Our Crew! ❤ For exclusive content, behind the scenes & Q&A's: ☝Full Scoop On The Blog 📷 Photo & Video Gear 📷 📱 UPDATES on Social 📱 INSTAGRAM: FACEBOOK: 📧EMAIL notifications, so you never miss a...
Exploring the Beautiful Island of Menorca | Balearic Islands | Sailing Sunday Ep. 133
Sailing Sunday

Exploring the Beautiful Island of Menorca | Balearic Islands | Sailing Sunday Ep. 133

This week we set sail and navigate around the island of Menorca in the Balearic Islands and explore some beautiful anchorages. Words can not describe how amazing this place is so you will just have to watch the video! We had such an amazing time here and could have stayed a whole summer, but we need...
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