Watch Sailing & Boating Adventures Around the World – Page 2 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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Hidden Cost of Living on a Sailboat – Why Is She So Sad In Paradise? – S6 Ep 147
Dreamtime Sail

Hidden Cost of Living on a Sailboat – Why Is She So Sad In Paradise? – S6 Ep 147

We continue our Indonesian sailing adventures with a rest stop anchoring at a very welcoming isolated island community on our way to Borneo from Sulawesi. While it is about as close to paradise as you can get, the isolation of full time cruising takes an emotional toll as Karen celebrates her birthd...
Should I LEAVE my Ship?
Sailing Miss Lone Star

Should I LEAVE my Ship?

The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 What we are working on right now We are rebuilding Houdini into a safer, more capable offshore boat with a focus on structural integrity, reliability, and real-world securi...
Installing Everything We Need to Live Off-Grid On Our Boat!
The Runa Life

Installing Everything We Need to Live Off-Grid On Our Boat!

⛵️ Subscribe and follow our journey as we live, work and sail full-time on our 11m catamaran. A&R ❤️ Suppliers and equipment we used in our upgrade below! We spoken with each supplier to negotiate a unique discount for our subscribers 😊: *Vision Marine:* Vision Marine designed our whole elect...
Strong Currents, Rough Seas and No Sleep | Sailing Makassar to Borneo – S5 Ep 146
Dreamtime Sail

Strong Currents, Rough Seas and No Sleep | Sailing Makassar to Borneo – S5 Ep 146

After an unforgettable three weeks exploring the vibrant city of Makassar in Sulawesi, we finally cast off for Kalimantan, Borneo and one of the roughest night passages of our cruising life. What should have been a straightforward sail across the Makassar Strait quickly turned into a struggle agains...
STUNNING RAMANG RAMANG – MAKASSAR – SULAWESI
Dreamtime Sail

STUNNING RAMANG RAMANG – MAKASSAR – SULAWESI

The absolute highlight of our time in Makassar and, in fact, one of the most memorable locations we’ve seen in Indonesia was our visit to the amazing valley of Ramang Ramang with its stunning rock formations, waterways, limestone caves and towering mountains on all sides. Our day trip also included...
We Had Minutes To Anchor Before The Squall Hit
Sailing Miss Lone Star

We Had Minutes To Anchor Before The Squall Hit

Head to to get 10% off your first month with our sponsor, BetterHelp. Therapy can be a meaningful space to reflect, grow, and create positive change in your life. The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 What we...
MAKASSAR FESTIVAL 8 AIRSHOW
Dreamtime Sail

MAKASSAR FESTIVAL 8 AIRSHOW

We anchored our sail boat off Losari Beach in the centre of the action for the F8 Festival Airshow in the Indonesian City of Makassar. The Navy arrived first. Then the Air Force made a dramatic entrance overhead. Our Dreamtime appeared to be the epicentre of the fighter jets attention as they made p...
Leaving Our Boat Behind: Olympia, Sparta & Mystras
Sailing Bluefish

Leaving Our Boat Behind: Olympia, Sparta & Mystras

We leave the boat behind for a few days and take a road trip through ancient Greece. From Olympia to Ancient Messene, Sparta and Mystras, this episode is about stepping off Bluefish and into the places we have been reading and talking about for years. Old stones, long drives, history lessons, tired...
We had NO Idea we would be Stranded
Sailing Miss Lone Star

We had NO Idea we would be Stranded

5% Discount Code: SAILINGMISSLONESTAR 👉 The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 Book a private call with me If you are trying to buy a boat, plan a major trip, or figure out how to actually make this lifestyle wo...
The Start Of Liveaboard Life! Moving Onto Our Catamaran Full Time
The Runa Life

The Start Of Liveaboard Life! Moving Onto Our Catamaran Full Time

We have officially kicked off our liveaboard life for 2026! 🌍⛵ We’ve finally left the marina and our full-time sailing adventure aboard Rúna has officially begun! In this episode, we leave the marina and set sail from northern Italy on our 11m catamaran, Rúna, and begin our 2026 Mediterranean sail...
How Makassar Stole Our Hearts – S5 Episode 145
Dreamtime Sail

How Makassar Stole Our Hearts – S5 Episode 145

We intended to spend seven to ten days in the City of Makassar, our final stop in Sulawesi. That was the plan. The reality was, we discovered so much to see and do in Makassar, three weeks passed before we could drag ourselves away. The history, culture, people, food, events, amazing countryside and...
Ever Been Seasick? Here’s how to fight it… | Sailing Truth Show
Sailing Zingaro

Ever Been Seasick? Here’s how to fight it… | Sailing Truth Show

Since you’re leaning into the "Sailing Truth Show" angle, the description needs to feel less like a "vlog" and more like a masterclass. You want to hook the casual viewer who is afraid of getting sick, while establishing yourself as the authority who has written the book on the s...
Sailing the North Atlantic. Bermuda to New England! 822 miles
Sail Stillwater

Sailing the North Atlantic. Bermuda to New England! 822 miles

Join Brian and a crew of three other experienced sailors aboard an Amel Super Maramu 2000 as they prepare for an 800-mile offshore passage from Bermuda to New Hampshire. But the Atlantic has other plans. Strong weather systems force the crew to stay docked in Bermuda while they wait for a safe weat...
Learning How to Sail Short Handed
Sailing Miss Lone Star

Learning How to Sail Short Handed

The MAGIC happens on the Daily Show 👉 GET THE FULL SORRY HERE:) Book a private call with me If you are trying to buy a boat, plan a major trip, or figure out how to actually make this lifestyle work, you can book time with me directly. I open a limited number of 1:1 calls each week. 👉 Join the I...
41 Hours Offshore: Sailing from Sicily to Greece
Sailing Bluefish

41 Hours Offshore: Sailing from Sicily to Greece

We finally leave Sicily and sail east toward Greece. After our winter months, waiting, fixing, preparing, and slowly getting Bluefish ready again, it is time to cross the Ionian Sea. This passage takes us from Sicily toward Kefalonia — 41 hours offshore, sailing through changing light, weather, nigh...
The thing you think won’t happen offshore
Sailing Miss Lone Star

The thing you think won’t happen offshore

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...
MOZAMBIQUE CHANNEL CROSSING.  Drifting Ep. 85
DRIFTING sailing adventures

MOZAMBIQUE CHANNEL CROSSING. Drifting Ep. 85

In this video we check out of Toliara, Madagascar, and sail across the MOZAMBIQUE CHANNEL, again.... We experience some hard sailing and beating against current before arriving safely at Inhambane, Mozambique where we spend time having family fun and provisioning before setting sail once again towar...
Staying Connected While Traveling the World #Ad
Sailing Miss Lone Star

Staying Connected While Traveling the World #Ad

AFFILIATE LINK LINK: 5% DISCOUNT CODE: SAILINGMISSLONESTAR 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 ...
When the imposter finally leaves
Sailing Miss Lone Star

When the imposter finally leaves

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...
220 Days Sailing Sulawesi In 20 Minutes- S5 Ep 144
Dreamtime Sail

220 Days Sailing Sulawesi In 20 Minutes- S5 Ep 144

Over seven months ago, we sailed the ketch Our Dreamtime away from our anchorage at Gili Asahan on Lombok along with our buddy boat friends Daniel and Emma aboard the sloop Lola B, … chasing a bold plan — to circumnavigate Sulawesi, the world’s fifth largest island. Here’s a very brief recap of our...
Leaving New Zealand to Start Catamaran Life in Sicily
Sailing Bluefish

Leaving New Zealand to Start Catamaran Life in Sicily

Two years ago we left New Zealand, packed up our life, and went looking for a different rhythm. In Sicily, we found Bluefish — our Lagoon 42 and our home in the Mediterranean. We stayed quiet online on purpose. We wanted to live this chapter fully before trying to document it. To learn the boat, s...
Will this Destroy my boat?
Sailing Miss Lone Star

Will this Destroy my boat?

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 NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog
UNANCHORED LIFE

FROM NAVY BUZZ CUT TO PIRATE HAIR…CAPTAIN KEN’S HAIR DILEMMA #trawlerlife #travelvlog

In this short clip from our Unanchored Life adventures in the US Virgin Islands, Ken’s long-awaited post-military hair growth takes an unexpected turn… somewhere between founding father and full-blown pirate. After nearly 30 years of Navy life and regulation haircuts, freedom has arrived — but so h...
Mosque of 99 Domes – Makassar
Dreamtime Sail

Mosque of 99 Domes – Makassar

After a hundred and forty days exploring the remarkable island of Sulawesi, we found ourselves anchored in a totally protected harbour at our final stop, Makassar, the closest city to the geographical centre of Indonesia. Here Our Dreamtime floated right beside one of the most beautiful mosques we’...
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