Watch Sailing & Boating Adventures Around the World – Page 4 of 30
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The final stretch to Colombia… and after everything this passage threw at us, the wind completely disappears.
After battling storms, big seas, a shredded headsail, and days offshore, we spend the entire night drifting slowly toward Cartagena at just 2–3 knots. If we’d had enough fuel, we could have...
Day 13 & 14 of our offshore passage from the USA to Colombia…
After days at sea, the weather forecast suddenly shifts for the worse. What was meant to be manageable conditions turns into a long-lasting storm stretching across the entire Caribbean Sea — leaving us with nowhere to run and no way...
After weeks of rough weather, Christmas winds, storms, and learning how to sail in real time… we finally make it to Saint Martin.
But getting there was far from easy.
In this episode, we leave Martinique and continue battling our way north through the Caribbean. Along the way we experience incredi...
Welcome back to another episode of WE|Sail. EPISODE 342
After nearly a month exploring the remote Yasawa Islands—anchored in secluded spots, living off-grid, limited access to supplies—we're pulling into Port Denarau Marina on Fiji's main island, Viti Levu.
This is our first fuel stop in...
Day 12 of our sail from the USA to South America… and this is where the crossing starts to get rough.
After finally reaching stronger winds out in the Caribbean Sea, the conditions quickly deteriorate and our headsail completely shreds offshore. With over 30 knots of wind, building swell, and no fu...
After months of preparation and 24 days at sea since leaving Panama, we finally crossed the Pacific Ocean and arrived in Nuku Hiva in the Marquesas Islands of French Polynesia.
This crossing pushed our family physically and mentally in ways difficult to explain. Interrupted sleep, endless sail chang...
Day 11 of our sail from the USA to South America… and today feels like a real turning point.
The last glimpse of land disappears behind us as we head further offshore with nothing but ocean ahead. After barely any wind and carefully watching our fuel levels, we finally start to feel the conditions ...
This week aboard SV Wildly Intrepid we explore what might be the most beautiful island we’ve visited all season… 🌴🇻🇮
Sailing the US Virgin Islands with our buddy boat, we explore St John Island and hike the incredible trail from Francis Bay while discovering the crystal clear waters of Francis Bay ...
In this episode, we leave Le Marin and continue sailing north toward beautiful Saint-Pierre.
What started as one of our most peaceful and enjoyable sails yet quickly changed when we suddenly lost critical electronics onboard Isla.
Our charts, depth readings, wind instruments, and navigation system...
Welcome back to another episode of WE|Sail. EPISODE 341
After nearly a month exploring the Yasawa Islands in Fiji, it's time to move on. We're running low on provisions, we've explored the majority of the island group here, and it's time to sail back to Viti Levu—Fiji's mai...
Two weeks into our Pacific crossing and something unexpected started happening…
Life out here began to feel normal.
The watches, the meals, the routines, the exhaustion, the quiet moments in between — somewhere along the way the Pacific stopped feeling so unfamiliar.
In this episode we share what da...
🌴 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 ...
Welcome back to Banana Pancakes 🍌🥞
Or if you’re new here… welcome to our beautiful little shit show.
After waiting THREE years, we finally flew to Florida to survey what could become our future floating home — a 2021 Leopard 50 catamaran. This is the exact boat we first stepped on during spring bre...
So many jobs, so little time remaining. Tomorrow we're being lifted on the trailer to put the rudders back in, so tonight is it. The last critical pieces must be done tonight. We'll sleep when we're dead! There is a ton of stuff under the boat that must be moved to make room for the t...
A 52-knot squall, a new crew member, and a recalcitrant anemometer—Day 0 for SV Escapade was anything but a calm departure from Miami's Key Biscayne. Following Janaye McDonald and Jason Marshall as they begin their journey to Colombia.
Welcome back to another episode of WE|Sail. EPISODE 340
We explored one of Fiji's most stunning natural attractions—the Sawa-i-lau freshwater caves in the northern Yasawa Islands. But the main cave isn't the whole story. There's a secret chamber hidden behind an underwater passage th...
One of the remaining critical projects is wiring the wiindlass controls. What should have been a 1/2 days effort took the entire day, half the night, and still didn't quite work. Some projects are more frustrating than others.
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 got a lot accomplished today, and it's a good thing because we're only 6 days from splashing! Shawn commissioned the Victron gear which means we have AC power! That means our appliances work! We also started to pretty up the boat before she goes back in, and after an entire day of work,...
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...
Life on a boat is amazing… until you add a dog. 🐾 In this clip, we show what boat life with a dog is really like as Gypsy takes on the ultimate challenge—getting on and off the dinghy and then getting cleaned up back on board. From sandy paws to full-on dinghy drama, this is the unfiltered reality o...
Welcome back to Sailing UV ⛵🐾
The greatest sailing show on Earth… according to Violet anyway 😅
If you’re new here — I’m Jonathan, and alongside my giant dog Violet, we’re restoring this old sailboat for a future circumnavigation. Every week gets us one step closer to finally setting sail.
And this...
We have 9 days left on the hard, and today we're putting the steering back in place. Mistakes were made...
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