Watch Sailing & Boating Adventures Around the World – Page 3 of 32

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We Disappeared For 13 Months…Then This Happened – Sailing Zephyr – Ep. 273
Sailing Zephyr

We Disappeared For 13 Months…Then This Happened – Sailing Zephyr – Ep. 273

After 13 months away from Youtube and life at sea, we are finally back.....and heaps has changed. We didn't plan to be gone this long, yet stepping away from sailing has turned into a much bigger pause than expected. Over the past year we sold out Beneteau Oceanis 43, stepped back from life...
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...
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—...
Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!
The Cruising Kiwis

Good & Bad News from 2 continents | Together, apart | Extraordinary dolphin moment!!!

Caribbean sailing life | Together, apart This week's episode takes us across oceans from the Caribbean Islands to England, as life on and off the boat unfolds in very different ways. While Rob and the boys sail north, along the west coast of Guadeloupe, they are treated to an unforgettable en...
We Thought It Was Seasickness… It Was Dengue
Finding Our Isla Sailing

We Thought It Was Seasickness… It Was Dengue

Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
SHE’S LEAVING
The Cruising Kiwis

SHE’S LEAVING

SHE'S LEAVING This week set sail we continue our sailing adventure, sailing north from Martinique to Dominica, but what began as a simple passage quickly became something very different and everything changed. This episode is a reminder that while sailing is about freedom and adventure, life ...
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...
Sailing Family Sails into Big Seas: Did We Make a MISTAKE?
Finding Our Isla Sailing

Sailing Family Sails into Big Seas: Did We Make a MISTAKE?

Welcome back to Finding Our Isla. In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable. As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
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...
We LOST CONTROL of Our Boat… (Our Biggest Scare Yet) Season 1, Episode 4
Finding Our Isla Sailing

We LOST CONTROL of Our Boat… (Our Biggest Scare Yet) Season 1, Episode 4

In this episode of Finding Our Isla, we continue sailing north through the Caribbean as a family of six learning how to sail along the way. We leave Ronde Island and make our way to Sandy Island and Chatham Bay on Union Island — soaking in some of the most beautiful spots in the Grenadines. What s...
We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376
Wildly Intrepid Sailing

We Survived the MONA PASSAGE (47hrs Nonstop Sail to Puerto Rico) E376

After months of life in Luperón, Dominican Republic, it was finally time to move on… and take on one of the Caribbean’s most notorious crossings — the Mona Passage. We set sail for Puerto Rico on a 47-hour, 245 nautical mile passage, pushing through a double overnight sail with little sleep and sea...
THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF
The Cruising Kiwis

THE DEADLIEST VOLCANO YOU’VE NEVER HEARD OF

THE DEADLIEST VOLCANO YOU'VE NEVER HEARD OF This week we continue exploring the beautiful island of Martinique, but beyond the beaches and rainforest lies a much darker history. One of the most devastating events in Caribbean history, the 1902 eruption of Mount Pelée. With the volcano still ac...
The Night I Almost Lost the Keel (and Why I Quit Deliveries)
Sailing Zingaro

The Night I Almost Lost the Keel (and Why I Quit Deliveries)

In 2014, I delivered a Beneteau First 47.7 from the Bahamas to Cartagena. Somewhere in the Caribbean, 150 miles offshore, I found myself ankle-deep in water, crew vacuuming the bilge in the dark, batteries dead, no GPS, no autopilot. I didn't know at the time how close we were to losing the kee...
This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days
Wildly Intrepid Sailing

This Was Our Toughest Hike (Isabel de Torres) + Our Final Luperón Days

This one tested us 😅 We took on the steep and slippery climb up Isabel de Torres in Puerto Plata—and it was no joke. Muddy trails, sketchy footing, and a serious leg burn… but the view at the top made every step worth it. Sitting above the city with a mini botanical garden and that iconic statue, i...
SAILING MARTINIQUE WITH TWO CAPTAINS – WHO’S IN CHARGE
The Cruising Kiwis

SAILING MARTINIQUE WITH TWO CAPTAINS – WHO’S IN CHARGE

SAILING MARTINIQUE WITH TWO CAPTAINS - WHO'S IN CHARGE We are sailing the west coast of Martinique, but with a twist... The Captain is away. With Rob back in New Zealand, Declan and Ivan step to take the helm to keep our Caribbean sailing adventure moving forward. The only problem, which one ...
THE CAPTAIN’S LEAVING | SAILING THE CARIBBEAN
The Cruising Kiwis

THE CAPTAIN’S LEAVING | SAILING THE CARIBBEAN

THE CAPTAIN'S LEAVING | SAILING THE CARIBBEAN This week we're sailing north through the Caribbean, leaving the Grenadines and St Lucia in our wake as we make a fast passage towards Martinique. This isn't the slow island hopping journey we planned. Instead, we're on a tight sched...
SINT MAARTEN – ST. PETER’S HILLTOP, BILLIONAIRE YACHTS AND THE BEST BEACH ON THE ISLAND.
Sailing PILAR - Blue Dot Voyages

SINT MAARTEN – ST. PETER’S HILLTOP, BILLIONAIRE YACHTS AND THE BEST BEACH ON THE ISLAND.

Sint Maarten was a most convenient place to complete our boat repairs. PLUS hang around the billion dollar yachts at Isle De Sol Marina, and watch them squeeze through the Simpson Bay Bridge. Plus, we conquered St. Peter’s Hill, hung out at Simpson Bay Beach, and fueled up at Bobby’s Marina for our ...
ST. MARTIN SAILING – GRAND CASE, BUSCO RUM, REAL REGGAE, A PARADE AND SIMPSON BAY
Sailing PILAR - Blue Dot Voyages

ST. MARTIN SAILING – GRAND CASE, BUSCO RUM, REAL REGGAE, A PARADE AND SIMPSON BAY

Our St. Martin Sailing adventure visiting Grand Case for the night life, Busco rum for day drinking, listening to REAL Reggae, a night parade and Simpson Bay Bridge. TIMELINE: 0:00 Introduction to St. Martin 0:24 Grand Case 1:06 Busco Rhum 3:00 REAL Reggae and nightlife 4:00 Night Parade 4:46 Simp...
LIFE – Sailing Grenada
The Cruising Kiwis

LIFE – Sailing Grenada

LIFE - Sailing Grenada Thank you for helping keep us afloat and supporting the creative process. You can be part of the crew for less than the price of a coffee. You can do so here: - Patreon - Paymate - PayPal using our email [email protected] Welcome back to Grenada, where we are soa...
SAIL ALONG WITH US AS WE JOURNEY 560 MILES FROM BERMUDA TO ST MARTIN!
Sailing PILAR - Blue Dot Voyages

SAIL ALONG WITH US AS WE JOURNEY 560 MILES FROM BERMUDA TO ST MARTIN!

Our sail from Bermuda to St. Martin was a LONG 6 days. Avoiding squalls, we chose the departure day knowing we would have some doldrums, but this was worst then we thought it would be. It made the trip take longer than we anticipated, burned more fuel running the iron jenny. And our new sail batte...
BERMUDA’S ADMIRALTY HOUSE HIDDEN TUNNELS at SPANISH POINT & CRYSTAL CAVES
Sailing PILAR - Blue Dot Voyages

BERMUDA’S ADMIRALTY HOUSE HIDDEN TUNNELS at SPANISH POINT & CRYSTAL CAVES

Welcome to Bermuda, the land of historic turquoise waters, white sand beaches, cathedrals, caves, underwater caverns, and the Bermuda Triangle platter at “Wahoos” restaurant. We rented a car (if you can call it that), and went to explore Spanish Point, Admiralty House Park and Tunnels And Crys...
We Finally Made it the San Blas “Swimming Pool”
Sailing Big Lost

We Finally Made it the San Blas “Swimming Pool”

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. In this episode aboard Sailing Big Lost, we finally trade the noseeums of Snug Harbor for sunshine, clear water, and one of the most iconic...
Rained Out in San Blas
Sailing Big Lost

Rained Out in San Blas

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’ve had rain off and on since arriving in Panama, and as we begin exploring the San Blas—now learning their true name, the Guna Yala Isla...
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