Watch Sailing & Boating Adventures Around the World – Page 13 of 47

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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S3, Ep24 Our First Sailing Race!
Sailing Into the Mystic

S3, Ep24 Our First Sailing Race!

In Season 3, Episode 24: Our First Sailing Race, we take on a new kind of sailing adventure—our very first sailboat race! As a sailing couple ready to retire, we’ve faced boat projects, storms, and setbacks, but nothing quite like the intensity and excitement of racing. We start the episode with a q...
What a Full Day on Passage REALLY Looks Like | VLOG 285  4K
Sailing Sunday

What a Full Day on Passage REALLY Looks Like | VLOG 285 4K

We’re finally back at sea! After months on land, we’re setting sail from Georgia and making our way to the Bahamas — this time as a family of four. With our 7-month-old baby and dog onboard, we navigate a mix of the Intracoastal Waterway and offshore passages, adapting our route with the weather as ...
Hit and Run – Collision at Sea – Sailing Helios S03E07
Sailing Helios

Hit and Run – Collision at Sea – Sailing Helios S03E07

In the still of the night, we're jolted awake by a loud crash—our boat has been struck by a local fishing vessel. What follows is a chaotic and surreal exchange of words in English and Italian before the other boat speeds off into the darkness, leaving us stunned and assessing the damage. Shak...
THREAT CONTAINED on Our Aluminum Expedition Catamaran
Sailing Dawn Hunters

THREAT CONTAINED on Our Aluminum Expedition Catamaran

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 12 ➡️ S4E12 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284
Sailing Sunday

Sailing Life Begins: Our First Days Living Aboard with Baby | Sailing Sunday VLOG 284

We're BACK on the Boat and sailing to the Bahamas in this weeks latest sailing vlog! 🌊⛵ After months of road-tripping across America and tackling life on land, we’ve finally made the big move back sailing on the water on our boat SV Sunday. This week we said goodbye (for now) to our 5th whee...
Taormina and Messina Strait – Sailing Helios S03E06
Sailing Helios

Taormina and Messina Strait – Sailing Helios S03E06

🌊 Join us on an unforgettable journey through the stunning landscapes of Taormina and the Messina Strait! In this episode, we explore the charming town of Taormina, bustling with tourists and packed with delightful surprises. From its breathtaking views to its rich history, this picturesque destinat...
Ep 172 More Sailing Adventures in the BVI | Kevin & Wendy
Sailing Talisman

Ep 172 More Sailing Adventures in the BVI | Kevin & Wendy

More Sailing Adventures in the BVIs: Please forgive us if the dates are a bit disjointed. We were using 3x Apple iPhone 14 Pro phones and 5x GoPro action cameras (luckily no drone footage added to the mix), and this meant that this episode is the cleanup of our BVI stint. But to be honest, althoug...
From Sailing Dreams to Surgery: Our Biggest Challenge Yet | Episode 303
WE|Sail

From Sailing Dreams to Surgery: Our Biggest Challenge Yet | Episode 303

Welcome back to WE|Sail... Life threw us a curveball that we weren't expecting. In this episode, we're sharing the real, unfiltered story of how we're navigating this challenge - from the initial diagnosis to the decision to have surgery at Steamboat Orthopedics. While I'm de...
S2, Ep23 We Pick Up a New Dinghy
Sailing Into the Mystic

S2, Ep23 We Pick Up a New Dinghy

Join us on Sailing into the Mystic as we welcome our very first overnight guest aboard our sailboat! In this episode, we also tackle one of the most common sailing couple challenges: finding the perfect dinghy. Tired of leaks and repairs on our old inflatable, we upgrade to a sturdy aluminum dinghy,...
From Ortigia to Taormina: Water-maker Parts, Big Swell & Stunning Sights – Sailing Helios S03E05
Sailing Helios

From Ortigia to Taormina: Water-maker Parts, Big Swell & Stunning Sights – Sailing Helios S03E05

We are in Syracuse but there’s a mission behind this visit—we’re on the hunt for the final parts we need for our new water-maker but we do get time to once again be charmed by Ortigia’s narrow streets and vibrant atmosphere. With a large swell forecast to hit the harbour, we move quickly and take s...
WHY IS THIS SO FREAKING HARD? Aluminium Catamaran Refit
Sailing Dawn Hunters

WHY IS THIS SO FREAKING HARD? Aluminium Catamaran Refit

Living Off-Grid Dawn Hunters Style on sailing catamaran! 📺 THIS IS DAWN HUNTERS SEASON #4 EPISODE 11 ➡️ S4E11 ⛵WANT TO KEEP VIDEOS COMING? SUPPORT OUR PRODUCTION HERE: If you’d like to help with this production please consider supporting us on Patreon. (SUPPORT TIERS GO AS LOW AS $5 PER MONTHS)...
Very shallow in Stockholm Archipelago | Ep 114
Bushpoint Sailing

Very shallow in Stockholm Archipelago | Ep 114

We’re back on the water for another Autumn sailing adventure in Sweden, and this one starts like a postcard — sunshine, t-shirts, and a gentle breeze perfect for flying our Furlstrom sail. We're cruising through the Stockholm archipelago alongside our Aussie friends aboard Willow — two Boréal e...
A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA
Sailing SV CUBA

A New Sailing Chapter – Lets Find TREASURE! – E.143 – Sailing SV CUBA

We start a new sailing chapter, it is no longer just about boat life and sailing adventures, remote anchorages, off grid living, and travelling the oceans to new distant shores. Our story of sailing around the world might just take a turn. Now she must also find the TREASURE. *Want to support us? P...
UNEXPECTED DISASTER: Torn Achilles Leaves Our Sailing Plans in Jeopardy | Episode 302
WE|Sail

UNEXPECTED DISASTER: Torn Achilles Leaves Our Sailing Plans in Jeopardy | Episode 302

Welcome back to WE|Sail... Our sailing life just took an unexpected turn that NO ONE saw coming! After months of non-stop travel through New Zealand and hosting back-to-back charter weeks in the Caribbean, we were finally returning to VA for some much-needed boat projects. But then disaster struck ...
Back to sailing again! Two Boréals and One Sauna | Ep 113
Bushpoint Sailing

Back to sailing again! Two Boréals and One Sauna | Ep 113

We’re back on the boat, it feels great! — and this time we’ve got company! Our Aussie friends aboard Willow II, a gorgeous Boreal 44, join us for a relaxed and scenic sailing through the Stockholm Archipelago. We visit a quiet Sandhamn (way calmer than the summer chaos!), raise our Furlstrom sai...
Sailing to Syracuse – Sailing Helios S03E04
Sailing Helios

Sailing to Syracuse – Sailing Helios S03E04

In this episode, we say goodbye to Malta, knowing it will be a while before we return, and set our course for Syracuse, Sicily. With more wind than forecast, the passage proves challenging but exhilarating, pushing both Helios and her crew to perform. After a night at anchor in Portopalo, we contin...
Back to Boat Life; The Transition from Wheels to Waves | Episode 301
WE|Sail

Back to Boat Life; The Transition from Wheels to Waves | Episode 301

Welcome back to WE|Sail.... where we start sailing again!!!! This week we transition back to the boatlife. Our time has come to an end with the Vanlife tour around New Zealand and it's time for us to get to work on Va, but first we have to switch gears again and get ready for our patreon Saili...
German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142
Sailing SV CUBA

German Countryside Girl Lives Full Time on a Sailboat 🦈👙🤿 E.142

I swapped my land life for a full time sailing adventure on the ocean. Every day is a new adventure. Come sail with me! 🦈🌊🏝️ #boatlife #sailing #adventure #offgridliving *Want to support us?" Patreon: Buy Salsa a Coffee☕🧡: Amazon Wish List: PayPal:
S2, Ep22 The Story Behind the Name of our Boat
Sailing Into the Mystic

S2, Ep22 The Story Behind the Name of our Boat

In this episode we tell the heart breaking story that we have alluded to a few times before; the story behind the name of our boat and why this is such an important quest of ours to get out there and fulfill our dreams of sailing full time. If this video reaches and speaks to just one person out th...
Pit Stop in Malta – Sailing Helios Season 3 Episode 3
Sailing Helios

Pit Stop in Malta – Sailing Helios Season 3 Episode 3

After two seasons of Mediterranean cruising, we’ve come to know Malta well. This visit feels more like a pit stop than a sightseeing adventure, as we gather supplies, collect parcels, and prepare for the next leg of our journey. But even a functional stop in Malta has its perks – our timing couldn’t...
This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300
WE|Sail

This Scared Me More Than Sailing | Nevis Bungy Jump | Episode 300

🎉 EPISODE 300 CELEBRATION! 🎉 Welcome back to WE|SAIL and our 300th EPISODE!!!! It's a little surreal that we have been adventuring and sailing for almost 7 years now and sharing with you the adventures in 300 episodes. To mark this incredible milestone, we're jumping off of New Zealand�...
S2, Ep21 A Setback with our Retirement Sailing Plans
Sailing Into the Mystic

S2, Ep21 A Setback with our Retirement Sailing Plans

In this episode we take a detour from our usual sailing adventures and projects to share a deeply personal moment in our retirement journey. Our future retirement home in the Sea of Cortez was hit hard by Hurricane Hilary, leaving us devastated. Torrential rains triggered mudslides from the surround...
Out of Africa – Sailing Helios Season 3 Episode 2
Sailing Helios

Out of Africa – Sailing Helios Season 3 Episode 2

After spending two incredible winters in Monastir, Tunisia, it’s time to set sail once again! In this video, we take you through the essential preparations for leaving port, getting our boat ready for the Mediterranean voyage to Malta, and reflect on the bittersweet feeling of departing a place that...
Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141
Sailing SV CUBA

Boat Life: It’s Dirty… and She’s Just Not Into It | Ep.141

It's a dirty situation—literally, the vibe is off, and she’s just not feeling it. In this Sailing Episode we show what life really looks like behind the dreamy sunset shots. Subscribe for weekly sailing life—raw, real, and unfiltered. #boatlife *Want to support us?" Patreon: Buy Salsa a ...
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