Watch Sailing & Boating Adventures Around the World – Page 5 of 52

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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Why St. John Feels Nothing Like St. Thomas E381
Wildly Intrepid Sailing

Why St. John Feels Nothing Like St. Thomas E381

🌴 Island hopping through the USVI brought us from the busy streets of Charlotte Amalie on St. Thomas to the wild beauty of St. John… and what an adventure it turned into. We wandered the steep chaotic roads of Charlotte Amalie (definitely not the most pedestrian-friendly place 😅), got rescued with ...
We Sailed to Fiji’s Most Remote Island Paradise
Sailing Machete

We Sailed to Fiji’s Most Remote Island Paradise

This week our family is in remote Fiji! We are seeing true PARADISE. Off-the-beaten-track, no tourists, all-to-ourselves-type-of-place with blue water, tropical islands, pristine beaches, and village life. Let me pinch myself. I don't know how we will ever leave. To God be the glory! #sa...
Eventually, Life in the Pacific Felt Normal
Sailing Big Lost

Eventually, Life in the Pacific Felt Normal

Eventually, life in the Pacific started to feel normal. After more than a week at sea crossing the Pacific Ocean, the routines of offshore life slowly began to settle in. Night watches, sail changes, repairs, fishing, cooking, exhaustion, and family life all became part of our everyday rhythm somew...
We Took a Break from Boat Life… and Found This | S5 E18
Sailing with six

We Took a Break from Boat Life… and Found This | S5 E18

We took a break from full-time boat life to explore South Africa in a completely different way — chasing waves, meeting incredible people, and stepping into our first ever surf competition. From the coastline of Jeffreys Bay to the rugged cliffs of Gansbaai and the energy of Cape Town, this became ...
We Didn’t Expect THIS in the US Virgin Islands… E380
Wildly Intrepid Sailing

We Didn’t Expect THIS in the US Virgin Islands… E380

Our sail from Puerto Rico to the US Virgin Islands started off absolutely perfect… warm winds, beautiful seas, and another unforgettable Caribbean passage aboard SV Wildly Intrepid. But once we arrived in St. Thomas, things got interesting fast. We explored the abandoned tunnels of Fort Segarra on ...
We Fixed One Thing… And Broke Another | Boat Life in Martinique
Finding Our Isla Sailing

We Fixed One Thing… And Broke Another | Boat Life in Martinique

Welcome back to Finding Our Isla. In this episode, we continue settling into life in Le Marin while waiting out strong winds and tackling a long list of boat repairs and projects. From fixing our steering cable and unclogging the toilet… to provisioning the boat, homeschooling, laundry days, and ex...
BOAT LIFE: Trying to LEAVE CAPETOWN!..Ep 443
Sailing Nandji – Frothlyfe

BOAT LIFE: Trying to LEAVE CAPETOWN!..Ep 443

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here - After nine months tied up to the dock in Hout Bay, our new Yanmar engine is in and we are back out on the water for our second sea trial. Everything feels a little different now. The way the boat handles...
The MOST Beautiful PARADISE We’ve Ever Found
Sailing Machete

The MOST Beautiful PARADISE We’ve Ever Found

This week our family is in remote Fiji! We are seeing true PARADISE. Off-the-beaten-track, no tourists, all-to-ourselves-type-of-place with blue water, tropical islands and pristine beaches. Let me pinch myself. I don't know how we will ever leave. To God be the glory! #sailingfamily #fa...
This Is It. We’re Crossing the Pacific
Sailing Big Lost

This Is It. We’re Crossing the Pacific

We’re finally doing it. After months of preparation, we’re leaving the Galápagos and setting sail across the Pacific Ocean — 3,000 nautical miles to the Marquesas. This is the moment everything has been building toward. What started as a dream is now reality. With no turning back, we begin one of t...
From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379
Wildly Intrepid Sailing

From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379

What started as a simple sail turned into a full-on emergency… As we left Vieques, a hose clamp suddenly snapped—dumping all our engine coolant in seconds. With no engine and two little ones onboard, we had no choice but to drop anchor fast and figure things out. From there, we sail on to Culebra—...
We Have Been Keeping a SECRET!…. Ep 442
Sailing Nandji – Frothlyfe

We Have Been Keeping a SECRET!…. Ep 442

WE HAVE BEEN KEEPING A SECRET!! We have some EXCITING NEWS.... If we wind back the clock and look at everything that’s unfolded over the past 12 months… it’s been one hell of a ride...What started as a simple need to extend our visas and leave South Africa, quickly turned into a challenging chain ...
This Is Where the Galápagos Changed for Us
Sailing Big Lost

This Is Where the Galápagos Changed for Us

We had already experienced parts of the Galápagos… but this is where it started to feel different. After leaving San Cristobal, we made our way to Isabela Island — the largest island in the Galápagos. What we found here wasn’t just incredible wildlife, but an experience that felt completely differen...
We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378
Wildly Intrepid Sailing

We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378

Not every stop is planned… and sometimes those are the best ones. We dropped anchor in Puerto Patillas, Puerto Rico and were blown away. A peaceful anchorage, a waterfront park with a playground (perfect for homeschooling days), live music, and even iguanas roaming around—it quickly became one of t...
SEA TRIALS! Didn’t Go as Planned, BUT We are Still Smiling Anyway!… Ep 441
Sailing Nandji – Frothlyfe

SEA TRIALS! Didn’t Go as Planned, BUT We are Still Smiling Anyway!… Ep 441

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here - With the final checks complete and with forward and reverse tested and engaging, Nandji 2 finally glides free from her pen, moving under her own power for the first time in nine long months. It’s a monum...
We Tried Everything… It Still Didn’t Work | S5 E17
Sailing with six

We Tried Everything… It Still Didn’t Work | S5 E17

We thought this would be a quick fix… it wasn’t. After arriving in Dar es Salaam, we set out to tick off a list of jobs before leaving the boat behind at anchor. One of the biggest? Fixing our anchor chain and windlass issue. We replaced the motor. We tried a deep water drop. We even swapped the c...
RAW & REAL – Sailing REMOTE FIJI – Tourists DON’T SEE THIS!
Sailing Machete

RAW & REAL – Sailing REMOTE FIJI – Tourists DON’T SEE THIS!

This week our family is in remote Fiji! We are seeing all the places that tourists don't get to see. We go into remote villages, have some of the best snorkeling spots all to ourselves, and find a hidden, remote natural rock waterslide in the jungles of Fiji! To God be the glory! #sailingfa...
We Gave Up Everything… This Is What It’s Actually Like
Sailing Big Lost

We Gave Up Everything… This Is What It’s Actually Like

But beyond the highlights, this episode is about something deeper — what it actually feels like to live this life, move from place to place, and experience the world together as a family. This is what we traded everything for. ⚓ Follow the journey: YouTube: Instagram: TikTok: 🛟 Support the jou...
3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377
Wildly Intrepid Sailing

3 Fails in 3 Days… Puerto Rico Didn’t Go As Planned E377

Not every sailing day goes to plan… and this one REALLY didn’t 😅 We kick things off with a beautiful, calm sail past Cabo Rojo Lighthouse—one of the most stunning coastlines in Puerto Rico. But from there… things start to unravel. We anchor in La Parguera hoping to experience the famous biolumines...
Our NEW ENGINE IS IN! | How important is Engine Alignment? Ep 440
Sailing Nandji – Frothlyfe

Our NEW ENGINE IS IN! | How important is Engine Alignment? Ep 440

How important is an engine alignment and how do you do it? I couldn’t be happier with how this engine refit has come together. What was once a tired old engine room has been completely transformed. Fresh white bilge, crisp shiny new insulation, a refurbished generator and at the heart of it all, t...
Sailing into PARADISE – FIJI – Resorts, Reefs, & Repairs – Sailing Family Vlog (93)
Sailing Machete

Sailing into PARADISE – FIJI – Resorts, Reefs, & Repairs – Sailing Family Vlog (93)

This week our family is in FIJI! We make it to Savusavu, grab some boat parts, and work on some projects. Then we head to PARADISE! Jack gets scuba certified in one of the prettiest places on earth! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be t...
It’s Not Always Easy… But This Makes It Worth It (Zanzibar) | S5 E16
Sailing with six

It’s Not Always Easy… But This Makes It Worth It (Zanzibar) | S5 E16

It’s not always easy… but this is what makes it worth it. After leaving Kendwa, we make our way down to Stone Town in Zanzibar — trading quiet anchorages for busy streets, markets, and the reality of life behind the scenes. From provisioning and paperwork to tackling a watermaker issue, this is the...
We Left Everything Behind… Was It Worth It?
Sailing Big Lost

We Left Everything Behind… Was It Worth It?

We left everything behind to cross the Pacific Ocean with our kids. After weeks of waiting in Panama, we finally set sail — but the reality of life offshore hit fast. From losing wind and navigating shifting conditions, to gear failures and constant decision-making, this passage tested us in ways we...
Made it to FIJI –  REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92
Sailing Machete

Made it to FIJI – REALITY of checking into a NEW COUNTRY on a SAILBOAT Episode 92

This week our family makes it to FIJI! We show the reality of checking into a new country via sailboat - it's not always smooth. We go to our first remote Fijian village. Daniel assesses and fixes what broke from our NZ to Fiji passage. Thank you for watching and subscribing. You don't...
Our First Taste of Africa… We Didn’t Expect This | S5 E15
Sailing with six

Our First Taste of Africa… We Didn’t Expect This | S5 E15

After a tough offshore passage, we arrive in Tanzania for our first real taste of Africa… and it wasn’t quite what we expected. Our journey begins in Tanga, a quiet coastal town where we reset after days at sea, navigate the full boat check-in process, and explore the incredible Amboni Caves — the ...
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