Watch Sailing & Boating Adventures Around the World – Page 11 of 127

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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We’re Ready… But We Can’t Leave Yet | Pacific Crossing
Sailing Big Lost

We’re Ready… But We Can’t Leave Yet | Pacific Crossing

For the first time in months, Big Lost is finally ready. The projects are finished. The boat is provisioned. Everything we’ve been working toward is complete. But instead of leaving Panama and beginning our Pacific crossing, we find ourselves doing something we didn’t expect… Waiting. Waiting for ou...
BLUEST WATER IMAGINABLE – TOBAGO CAYS
The Cruising Kiwis

BLUEST WATER IMAGINABLE – TOBAGO CAYS

WE SAILED HERE - TOBAGO CAYS After weeks of hard work in a Trinidad boatyard, we sailed north through the Grenadines to pick up Declan and Ivan in St Vincent, then back tracked to the breathtaking, impossibly blue Tobago Cays, a tiny archipelago in the Southern Grenadines famous for it's cryst...
Back to Boat Life in the Caribbean | Projects, Food & Life in Luperón
Wildly Intrepid Sailing

Back to Boat Life in the Caribbean | Projects, Food & Life in Luperón

After two months away visiting family in Canada, we finally return to our sailboat in Luperón, Dominican Republic. Leaving your boat unattended in the tropics is always a gamble, so we were relieved to find her looking surprisingly good when we arrived back. Of course, boat life means there’s alway...
Sailing to Panama and finding a little slice of paradise Episode 482
Sailing Catalpa

Sailing to Panama and finding a little slice of paradise Episode 482

This episode we arrive in Panama 🇵🇦 and sail to a beautiful group of islands in the pacific side of Panama. Cheers everyone for watching!! Become a Patron here 👇 To get your name on our boat and be apart of our biggest adventure yet👇 For more on our family and travels you can check out our we...
Boat life and how we stay connected
Sailing Catalpa

Boat life and how we stay connected

Thanks to Holafly we stay connected as we travel to get on a plan go to www.eSIM.holafly.com/plans and for 10% off your first 12 months use the code SAILINGCATALPA Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To DONATE just because your a bloody LEGEND For more ...
Island Life in the Seychelles | S5 E11
Sailing with six

Island Life in the Seychelles | S5 E11

After more than 1000 nautical miles across the Indian Ocean, we finally arrived in the Seychelles — waking up to towering green mountains after months of sailing through the low coral atolls of the Maldives and Chagos. But as every cruiser knows… days don’t always go to plan. Before we could prope...
We Might Miss the Galápagos  4K
Sailing Big Lost

We Might Miss the Galápagos 4K

We crossed into the Pacific thinking the hardest part was behind us. But now the weather window is narrowing — and we might have to skip the Galápagos. This is the real decision behind offshore cruising. After transiting the Panama Canal, we began installing our generator and reinforcing systems for...
From Caribbean crossing to regatta Racing in Bocas Del Toro | EP132 HD 1080p
Motherload sailing

From Caribbean crossing to regatta Racing in Bocas Del Toro | EP132 HD 1080p

After making our way through the Windward Passage for the third time, our family of seven has finally returned to the familiar waters of Bocas del Toro, Panama. ⛵🌴 This place feels a little like home for us, and after weeks at sea it’s the perfect spot to regroup, reconnect with friends, and begin p...
SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD
The Cruising Kiwis

SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD

SHIPWRECKS, SABOTAGE, BOAT WORK & LIFE LESSONS IN TRINIDAD BOATYARD This week we're experiencing the reality of boatyard life in Trinidad while finishing our haul-out, repairing systems, and discovering the unexpected kindness that makes the sailing community so special. While working agai...
Our 2-Year-Old Sees Snow for the First Time! Canadian Winter Magic
Wildly Intrepid Sailing

Our 2-Year-Old Sees Snow for the First Time! Canadian Winter Magic

After months in the Caribbean, we head back to Canada for some much-needed family time and a full taste of fall and winter. Our trip starts in La Beauce, where we spend time with Mamie surrounded by incredible fall colours. The kids soak up the crisp autumn air while we enjoy quiet family moments b...
From Chagos to Seychelles – 1,000 Nautical Miles at Sea | S5 E10
Sailing with six

From Chagos to Seychelles – 1,000 Nautical Miles at Sea | S5 E10

After our visit to remote Chagos, it was time to set sail once again. In this episode, we make the 1,000 nautical mile passage from Chagos to our first African country — Seychelles. With a band of storms sweeping across the Indian Ocean, we chose a lighter wind route just north of the system. The r...
We left our Sailboat Here’s Why
Wildly Intrepid Sailing

We left our Sailboat Here’s Why

Before leaving the Dominican Republic for two months, we squeezed in one last adventure. We visited a local farm owned by friends where the kids roamed free, petted cows and bulls, and even rode horses — the kind of simple, wild childhood moments we love about this life. Back on the sailboat, it w...
IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY
The Cruising Kiwis

IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY

IS THIS SABOTAGE? | TRINIDAD HAUL OUT MYSTERY Sand in our sail drive oil wasn't something we expected to find during a routine haul out in Trinidad. So how did it get there... and could it be sabotage? This week we haul out in Chaguaramas, Trinidad, one of the most popular and cost effective ...
STUCK for MONTHS WITHOUT an ENGINE… What are we going to do? Ep 436
Sailing Nandji – Frothlyfe

STUCK for MONTHS WITHOUT an ENGINE… What are we going to do? Ep 436

To learn more about Keane Insurance and to seek your bespoke boat policy check them out here - We have been stuck in Hout bay for 3 months without an engine or a path forward... www.sailingnandji.com What was meant to be a departure and sailing across the Atlantic Ocean, turned into an unexpected...
Where are we sailing to? We made a BIG decision Episode 481
Sailing Catalpa

Where are we sailing to? We made a BIG decision Episode 481

This episode we leave costa rica and sail towards Panama we also announce where we are sailing next The Caribbean or the Pacific🤗 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron here 👇 To get your name on our boat contribute to our crossing here👇 For more on our fa...
Halfway Through Our Caribbean Sea Crossing | With 5 Kids Aboard | EP131 HD 1080p
Motherload sailing

Halfway Through Our Caribbean Sea Crossing | With 5 Kids Aboard | EP131 HD 1080p

We’re halfway through a 900-mile offshore passage across the Caribbean Sea toward Central America — five kids, two parents, and one home afloat. 🌎⛵ What started with beautiful trade winds and steady sailing quickly turned into squalls, confused seas, and long overnight watches. Offshore sailing alwa...
Why Jarabacoa Is the Adventure Capital of the Dominican Republic
Wildly Intrepid Sailing

Why Jarabacoa Is the Adventure Capital of the Dominican Republic

We packed up in Luperón and hit the road for the mountains of Jarabacoa— trading ocean breezes for cool air and jungle-covered peaks. After a scenic drive through the Dominican countryside, we rented a house in Las Guázaras, perfectly tucked into the hills. From there, the adventure really began. ...
Surfing off our sailing boat home in Costa Rica Ep 480
Sailing Catalpa

Surfing off our sailing boat home in Costa Rica Ep 480

This is our favourite place we sailed to in costa rica we surfed Pavones and really enjoyed this stop 🤗 Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron To DONATE just because your a bloody LEGEND For more on our family and travels you can check out our website Fo...
We’re Done.  It’s Over.  (88)
Sailing Machete

We’re Done. It’s Over. (88)

Finally closing this chapter after being hauled out for a month! Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravelvlog #newzealand #sailingaroundtheworld #outdoors #bucketlist #newzealand...
What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)
Sailing Big Lost

What It Really Takes to Cross the Pacific (Boat Prep + Haul Out)

Before you cross an ocean, it doesn’t look dramatic. It looks like lists. Provisioning runs. Marking anchor chain. Servicing gear. Small jobs that matter more than they seem. In this episode, we haul Big Lost, finish the last of our prep, explore old jungle bunkers near the marina with the kids, and...
Chagos: Paradise With a Story to Tell | S5 E09
Sailing with six

Chagos: Paradise With a Story to Tell | S5 E09

This episode, we explore one of the most remote and restricted places on Earth: Chagos. Located in the middle of the Indian Ocean, the Chagos Archipelago is a chain of coral atolls few people will ever visit. With no towns, no resorts, and no permanent residents, these islands feel almost untouched...
Getting Comfortable Being Uncomfortable | EP130 HD 1080p
Motherload sailing

Getting Comfortable Being Uncomfortable | EP130 HD 1080p

After island hopping our way down the Bahamian chain, we’ve reached the edge of the islands… and the beginning of something bigger. In this episode, our family of seven rounds the southern tip of Cuba and enters the powerful waters of the Windward Passage, the stretch of ocean between Cuba and Haiti...
Boat life in costa Rica coconuts sharks and a waterfall Ep 479
Sailing Catalpa

Boat life in costa Rica coconuts sharks and a waterfall Ep 479

This episode we are at our last stop in costa rica there’s a shark encounter at waterfall on the beach and a provision run join us onboard our floating home. Cheers everyone for watching!! Subscribe @SailingCatalpa Become a Patron For a discount on Mudwtr www.mudwtr.com/catalpamud or use Dis...
Lightning Strike in Luperón! 🔥 Catamaran Engulfed in Flames During Hurricane Erin
Wildly Intrepid Sailing

Lightning Strike in Luperón! 🔥 Catamaran Engulfed in Flames During Hurricane Erin

Life at anchor outside Luperón Harbour isn’t always calm… We’re making water with our watermaker, tackling boat projects (with Coral and Kai actually helping this time!), and enjoying cruiser life — from the New Amsterdam cruisers show to the kids playing in the central parque. We spend extra mone...
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