Watch Sailing & Boating Adventures Around the World – Page 3 of 66

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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Which dream vacation is right for you? Here is ours!
Sail Stillwater

Which dream vacation is right for you? Here is ours!

If you’ve ever dreamed about sailing through the Caribbean, waking up in a new island paradise every day, and skipping crowded resorts… this is your sign to make it happen. In this video, we break down exactly why booking a sailing charter in the British Virgin Islands (BVI) might be the best vacat...
Makassar Sailing – Super Friendly Locals & Amazing Anchorage- S5 Ep 143
Dreamtime Sail

Makassar Sailing – Super Friendly Locals & Amazing Anchorage- S5 Ep 143

Sailing to the city of Makassar we dropped anchor along the coast of Sulawesi expecting just another overnight stay… but what we found ashore completely surprised us. Then light equatorial winds slowed us down before leading us to one of our most unforgettable stops in Indonesia with a perfectly pro...
We Bought a Campervan 🚐 (Off-Grid, Real, Van Life Adventure)
Kristina's Travels

We Bought a Campervan 🚐 (Off-Grid, Real, Van Life Adventure)

Get an exclusive 15% discount on Saily eSIM data plans! Download Saily app and use code KRISTINASTRAVELS at the checkout 👉 🤗 Become a Patreon for a copy of our curated Google Pins (and extra behind the scenes content): INSTAGRAM: 💃Kristina Costalos: 👨‍✈️John Tilley: CHAPTERS 0:00 Van Life 1:...
Skippering our first sailing regatta in Antigua
Sail Stillwater

Skippering our first sailing regatta in Antigua

Join us on a sailing adventure through the beautiful Caribbean, as we explore Antigua while sailing in the Chasing Bubbles Regatta. This sailing regatta was an unforgettable experience, filled with stunning sunsets and group gatherings. Discover the joys of boat life with us as we journey through th...
NO Video This Week. Scared and taking some time.
Sailing Miss Lone Star

NO Video This Week. Scared and taking some time.

is where I put all the extra pieces of this adventure. Podcast Lives HERE: Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full ...
Charter Chat Podcast #4. Joe Rust/Chasing Bubbles Foundation-sailing regattas
Sail Stillwater

Charter Chat Podcast #4. Joe Rust/Chasing Bubbles Foundation-sailing regattas

Live like Alex. That's the message from the Chasing Bubbles Foundation. In this Charter Chat Podcast episode we chat with Joe Rust, the brother of legendary sailor Alex Rust, known from the YouTube documentary Chasing Bubbles Documentary. Learn about their foundation and how they are inspirin...
Sail Boat Rule No1 – When You Break It – Fix It – Sail On  – S5 Ep 142
Dreamtime Sail

Sail Boat Rule No1 – When You Break It – Fix It – Sail On – S5 Ep 142

We got smashed by a squall that appeared out of the darkness without warning and ripped our mainsail from the boom. Now we're anchored at the town of Benteng on the island of Selayar in Indonesia licking our wounds, surveying the damage and working out what we can do about it. That’s the thing ...
Is Mexico SAFE | Women Sailing the Most Dangerous Bay
Sailing Miss Lone Star

Is Mexico SAFE | Women Sailing the Most Dangerous Bay

is where I put all the extra pieces of this adventure. PodCast on Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs...
End Of Day Sailing Indonesia
Dreamtime Sail

End Of Day Sailing Indonesia

A magic day of downwind sailing to the island of Selayar in Indonesia transitions to a very nice night passage - until it wasn't. Watch our Dreamtime Sail Episode 141 to see how it all went bad. Join the Dreamtime Sail Virtual Crew: If you’d like access to our live-tracker to see where we are ...
Found something disgusting under the floor. Sail Life
Sailing Miss Lone Star

Found something disgusting under the floor. Sail Life

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
From Perfect Passage to Chaos – Squall Out Of The Darkness  – S5 Episode 141
Dreamtime Sail

From Perfect Passage to Chaos – Squall Out Of The Darkness – S5 Episode 141

Our passage west across the bottom of Sulawesi in Indonesia began beautifully with some great downwind sailing, a peaceful anchorage and a pleasant night passage. That was until our OH CRAP moment. A violent squall appeared out of nowhere in the pre-dawn darkness, smashing our boat from the complete...
Sailing The Island Of Smiles – Sulawesi Indonesia – Series 5 Episode 140
Dreamtime Sail

Sailing The Island Of Smiles – Sulawesi Indonesia – Series 5 Episode 140

Whether in tiny villages or major cities, the people we’ve encountered in Indonesia have been super friendly, generous and fantastic fun to spend time with. Our sailing adventures in Sulawesi continue as we discovered a blissfully calm and quiet anchorage at Barangka on the island of Buton and had s...
We Fixed Enough to Keep Going
Sailing Miss Lone Star

We Fixed Enough to Keep Going

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
Who Says You Can’t Sail In Indonesia  – Series 5 Episode 139
Dreamtime Sail

Who Says You Can’t Sail In Indonesia – Series 5 Episode 139

THEY say you can’t really sail in Indonesia because there’s no wind. This episode shows how much THEY know. We sail, we dodge fisherman, we sail, we dodge barges, including one that was waaay too close for comfort, we sail, we dodge ships, we sail some more and experience three great anchorages in S...
Major Equipment Failure | How to Plan for the Unexpected
Sailing Miss Lone Star

Major Equipment Failure | How to Plan for the Unexpected

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
24 Hours in Oslo, Norway: #1 BEST Coffee in the World ☕️
Kristina's Travels

24 Hours in Oslo, Norway: #1 BEST Coffee in the World ☕️

Get an exclusive 15% discount on Saily eSIM data plans! Download Saily app and use code KRISTINASTRAVELS at the checkout 👉 💌 GET OUR OSLO, NORWAY GOOGLE MAPS: 🤗 Become a Patreon for a copy of our curated Google Pins (and extra behind the scenes content): EXTRA SUPPORT (goes a long way 🥹) ⛵ Lea...
Sulawesi Sailing Vibes From Latest Episode
Dreamtime Sail

Sulawesi Sailing Vibes From Latest Episode

A glimpse from our latest Dreamtime Sail Episode but cruising’s not always blue skies, calm seas and fair winds and that’s certainly not what we got on Our Dreamtime in Sulawesi for this episode. Try sunshine and wind followed by squalls, followed by blue skies and no wind followed by squalls. Welco...
The Part of Sailing They Don’t Tell You Abou
Sailing Miss Lone Star

The Part of Sailing They Don’t Tell You Abou

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
Reality of Sailing in the Tropics – S5 Episode 138
Dreamtime Sail

Reality of Sailing in the Tropics – S5 Episode 138

Sailing’s not always blue skies, calm seas and fair winds and that’s certainly not what we got on Our Dreamtime in Sulawesi for this episode. Welcome to the reality of cruising. But when we got there, Pulau Labengke once again proved a beautiful, calm and very safe anchorage for us to kick back and ...
Learning to Live Again – A Sailing Story
Sailing Miss Lone Star

Learning to Live Again – A Sailing Story

is where I put all the extra pieces of this adventure. Spotify If you’ve been following this journey for a while, you already know the deeper story never fits inside a single episode. I keep a space online where I share the extended chapters, behind-the-scenes clips, full daily vlogs, and more o...
Beautiful Sailing in Sulawesi, Indonesia
Dreamtime Sail

Beautiful Sailing in Sulawesi, Indonesia

We enjoy a very nice upwind sail on flat seas heading south from the Bangai region of Sulawesi in Indonesia. Check out our full Episode 137 to also see how we rely on satellite imaging technology to navigate narrow channels through uncharted Indonesia coral reefs in the Bangai Region of Sulawesi bef...
We Found the Most Beautiful Road Trip on Earth 🇳🇴
Kristina's Travels

We Found the Most Beautiful Road Trip on Earth 🇳🇴

Check out CyberGhost VPN: GET OUR LOFOTEN ISLAND GOOGLE MAPS: 🤗 Become a Patreon for a copy of our curated Google Pins (and extra behind the scenes content): INSTAGRAM: 💃Kristina Costalos: 👨‍✈️John Tilley: CHAPTERS 0:00 Lofoten Islands, Norway 1:13 About Us 1:40 How to Get to the Lofoten Is...
FINALLY IN THAILAND! Dina’s World Tour Finale & Arrival in Phuket
Captain German Exploring

FINALLY IN THAILAND! Dina’s World Tour Finale & Arrival in Phuket

The #sailing journey of a lifetime reaches its final destination! Join #captaingermanexploring and Dina as they navigate the last miles of Dina's incredible #circumnavigation. From the moment they enter #Thailand territorial waters near #KohLanta, the #adventure remains as unpredictable as ev...
Satellite Imagery Navigation – A Life & Boat Saver Sailing In Coral Reefs – Series 5 Episode 137
Dreamtime Sail

Satellite Imagery Navigation – A Life & Boat Saver Sailing In Coral Reefs – Series 5 Episode 137

We show how we rely on satellite imaging technology to navigate narrow channels through uncharted Indonesia coral reefs in the Bangai Region of Sulawesi before sailing a hundred miles overnight to a gorgeous lagoon anchorage on the island of Umbelle. We also explain the advantages of our in Leisuref...
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