Watch Sailing & Boating Adventures Around the World tagged “Living on a sailboat”

A Farm, A Friend, A Cup of Something UNEXPECTED

With skepticism in our mugs and curiosity on our tongues...🦈 Go to https://surfshark.com/wynns or use code WYNNS at checkout to get 4 extra months of Surfshark VPN! https://www.gonewiththewynns.com ☝Behind the Scenes, Gear Guides & More 📷 Pho...

Jul 27, 2025
Language: EN
Play Time: 00:47:06

FULL Sailboat Tour –28′ 1978 Bristol Channel Cutter “Artha” ——- [Sailboat For Sale $$$]

This video showcases Nicole's sailboat Artha. She purchased this sailboat in the Dominican Republic, did a massive refit, and then sailed the boat throughout the Bahamas as a super fun shakedown. Then sailed 650nm direct in the Gulf Stream to Oriental, Nor...

Jul 27, 2025
Language: EN
Play Time: 00:37:01

Goodbye Double-Breasted Cay [E341]

Good things always come to an end. We certainly did make the most out of our 3 months here in the Bahamas. And we finish strong while cruising up the Abacos. A last stop in Double-Breasted Cay and Grand Cay and it's time to get ready for a long sail. Filme...

Jul 27, 2025
Language: EN
Play Time: 00:17:16

What you need to know before you sail to El Salvador Episode 455

This video we show and share what to expect when sailing to El Salvador 🇸🇻 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron https://www.patreon.com/sailingcatalpa To DONATE just because your a bloody LEGEND https://www.pa...

Jul 26, 2025
Language: EN
Play Time: 00:10:59

Couple’s SAILBOAT HIT by Something While Sailing! ( Raw & Real) E.148 – Sailing SV CUBA

We experience a real emergency at sea! While sailing on the open ocean, our boat hit something and our window is gone. We are miles away from shore, with a hole in the boat and now there is a burning smell! Things got REAL - scary FAST! *Want to support u...

Jul 25, 2025
Language: EN
Play Time: 00:17:21

Transiting the Crinan Canal | Tight Depths, Tangled Keel & a Perfect Sailing Finish

In this action-packed episode, we enter the Crinan Canal, hoping for a smooth transition from Scotland’s west coast to its inland beauty — but things don’t exactly go to plan. With a strict 2m draft limit, we nearly touch bottom, and it only gets mo...

Jul 24, 2025
Language: EN
Play Time: 00:17:15

Girls Most Private Confessions Under Sail 😳 It’s a Balancing Act! Ep.147

You won’t believe what the Girls admits while under sail 😳 No bathroom, no breaks—just real boat life struggles. Don’t miss this unfiltered moment at sea!

Jul 21, 2025
Language: EN
Play Time: 00:17:07

This Village Has No Roads – Only Canals and Boats

Stay salty! Get your free LMNT Sample Pack with any purchase at https://www.drinkLMNT.com/GoneWithTheWynns. Also try the new Limited-Time Flavor Lemonade Salt. https://www.gonewiththewynns.com ☝Behind the Scenes, Gear Guides & More 📷 Photo & Video ...

Jul 20, 2025
Language: EN
Play Time: 00:19:31

Sailing & Small Town Charm | Boat Life in the Bahamas VLOG 290

This week’s episode is a simple one — just a real, honest look at life onboard right now. From slow mornings with coffee in the cockpit to climbing the iconic Elbow Reef Lighthouse and setting sail again (while dodging some pretty sketchy squalls), it ...

Jul 20, 2025
Language: EN
Play Time: 00:23:36

Soaking in the LAST DAYS in the BAHAMAS | Snorkel & Beachfire [E340]

A quick stop at the nicest reef in the Abacos located right of the West side of Manjack Cay has a lot in store for us. Right after we pull anchor and set sail with a little bit of wind. Our engine's water pump is leaking more and more so we are trying to u...

Jul 20, 2025
Language: EN
Play Time: 00:19:45

This Tiny Greek Island is Full of Surprises

► Captain Salve: https://captainsalve.com --- Today we sail from Skopelos to Alonissos — an island full of hidden history, pirate tales, monk seals, and unexpected mishaps. We anchor in crystal bays, ride a scooter to remote villages, crash (literal...

Jul 16, 2025
Language: EN
Play Time: 00:13:52

Arriving in El Salvador by Sailing Boat Episode 454

This episode we arrive in El Salvador 🇸🇻 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron https://www.patreon.com/sailingcatalpa To DONATE just because your a bloody LEGEND https://www.paypal.me/sailingcatalpa For more...

Jul 16, 2025
Language: EN
Play Time: 00:15:07

Sailing the Abacos with a view [E339]

After a slow sail to Hopetown we get to climb up the Elbow Reef Lighthouse. The view and breeze are spectacular. This colourful town has a little of everything, good food, ice cream, a playground and beaches. Whale cut welcomes us with a roll but we manage...

Jul 13, 2025
Language: EN
Play Time: 00:17:12

Sailing Mexico to El Salvador 🇸🇻 Episode 453

This episode we sail from Chiapas Mexico to El Salvador and cross the bar in Bahía del Sol Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron https://www.patreon.com/sailingcatalpa To DONATE just because your a bloody LEGEND h...

Jul 06, 2025
Language: EN
Play Time: 00:25:13

3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175

Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've ...

Jul 06, 2025
Language: EN
Play Time: 00:15:52

SAILING TO CANADA IN A ROCKET SHIP! (Finally in home waters!) – Ep 242

Sailing to Nova Scotia by sailboat during a 3-day offshore passage from Nantucket to Canada, we pick up on Day 2 sailing wing-on-wing across the North Atlantic. Join us as we cross open water, navigate changing conditions, and make a last-minute change to ...

Jul 06, 2025
Language: EN
Play Time: 00:14:31

FAILING Engine’s water pump & CRAZY Thunderstorms [E338]

This is one of the most stressful sail. Shortly after leaving from Eleuthera we notice that our Westerbeke's water pump is leaking and the bearing might be gone. Should we carry on or turn around? It's the best crossing day and we have to make our way back...

Jul 06, 2025
Language: EN
Play Time: 00:17:10

What SAILING LIFE LOOKS LIKE When No One’s Watching

Subscribing to the channel is FREE, ensures you never miss a video and really helps us out! If you enjoy the episode give it a thumbs up and drop us a comment down below! What SAILING LIFE LOOKS LIKE When No One's Watching This is a story about the...

Jul 05, 2025
Language: EN
Play Time: 00:26:23

ALASKA to PATAGONIA: Our First Look at an Explorer Yacht

From sails to steel, we’re exploring every option for an Alaska to Patagonia journey. Which means we need a vessel fit for pole to pole extreme conditions and all the heat in between. 🚢 Watch The First Yacht Tour With @NautiStyles Rico & Victori...

Jul 05, 2025
Language: EN
Play Time: 00:52:20

Captain and his girl crew cross the gulf of tehuantepec Episode 452

This episode we lose a crew member and cross the gulf of the tehuantepecs. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron https://www.patreon.com/sailingcatalpa For 20% of Florence Marine gear https://www.florencemarinex.co...

Jun 29, 2025
Language: EN
Play Time: 00:24:24

Would You Live Like This? The Reality of Island Life | Sailing Sitka Ep 174

Jay and Kenna have spent the past three years sailing from the Pacific Northwest of Canada to the remote San Blas Islands — cruising, connecting with local communities, and learning along the way. Now, life in this isolated island chain means days filled...

Jun 29, 2025
Language: EN
Play Time: 00:25:30

FULL Sailboat Tour [Can Be Beached, Cross An Ocean, Spacious Liveaboard, BEST Modern Sailboat]

Welcome onboard the sailing vessel "Onward". A 2002 Feeling 39 that I enjoyed cruising with throughout the Bahamas this past season in 2025. Owned and easily sailed by Jason & Ashley, this boat offers a perfect balance of performance and livability. ...

Jun 29, 2025
Language: EN
Play Time: 00:40:21

DIY Adventure Van – Our Stealth Base Camp

A stealthy van build to pair with our next boat home. Get 10% off beautiful tableware that will stay put no matter what kind of adventure you are on. Use code WYNNS 👉 https://silwy.de/wynns https://www.gonewiththewynns.com ☝Behind the Scenes, Gear ...

Jun 29, 2025
Language: EN
Play Time: 00:29:00

Sharks, Hogfish and Turtles in Eleuthera BAHAMAS [E337]

Spanish Wells has everything a cruiser needs, groceries, fuel and good food. We then sail to Egg Island which is a snorkel paradise. Needless to say we see tons of sharks and catch some good fish. We even get a surprise visit from lots of sea turtles. But ...

Jun 29, 2025
Language: EN
Play Time: 00:14:39

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