Watch Sailing & Boating Adventures Around the World tagged “Wildly Intrepid”

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.

Showing 1-24 of 422 results
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 autu...
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 lov...
We Took Our Toddlers Up This Mountain… 😅
Wildly Intrepid Sailing

We Took Our Toddlers Up This Mountain… 😅

We left the boat in Luperón and roadtripped to the mountains of Jarabacoa Dominican Republic Hiked Montaña El Mogote with our 2 & 3 year old… steep, slippery, exhausting 😅 But the views? Absolutely worth it. Then cooled off at Salto El Baiguat...
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 ...
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 kid...
Life Beyond the Boat | Exploring the Dominican Countryside and getting attacked
Wildly Intrepid Sailing

Life Beyond the Boat | Exploring the Dominican Countryside and getting attacked

We rent a car and head inland to explore a side of the Dominican Republic most cruisers never see. After hiking through cow pastures, hopping fences, and second-guessing every turn, we finally find Balneario La Batea — a hidden jungle waterfall that fee...
The Dash to Luperón Before Hurricane Season
Wildly Intrepid Sailing

The Dash to Luperón Before Hurricane Season

After weeks of waiting, we finally leave Turks & Caicos—but not without nerves. The weather window wasn’t ideal, the seas were big, and a fast-moving thunderstorm had us pushing hard to stay ahead of it. The reward? Safe arrival in Luperón Harbou...
This Is What Cruising Is Really Like
Wildly Intrepid Sailing

This Is What Cruising Is Really Like

Smooth sailing across the Turks & Caicos Bank… until a squall hits as we exit the bank 🌧️⛵️ From dropping anchor at remote Big Sand Cay to exploring colorful Grand Turk, spotting donkeys, snorkeling the 3rd largest barrier reef in the world,...
Sailing Turks & Caicos: Squalls, Grand Turk, and the 3rd Largest Reef
Wildly Intrepid Sailing

Sailing Turks & Caicos: Squalls, Grand Turk, and the 3rd Largest Reef

A smooth sail across the Turks and Caicos Bank quickly turns sporty as a squall hits while exiting the bank, we drop anchor at remote Big Sand Cay 🌊⛵️ The next day, we sail up to Cockburn Town on Grand Turk to officially check out of the country. F...
This Sail Got ROUGH Fast 😬🌊
Wildly Intrepid Sailing

This Sail Got ROUGH Fast 😬🌊

Rough seas. Flying gear. Water inside the boat 😬 We left Mayaguana, Bahamas bound for West Caicos and this crossing tested us hard 🌊⛵️ But then… calm water, turquoise blues, and Sapodilla Bay, Providenciales 💙 Easy check-in to Turks & C...
Rough Crossing from Bahamas to Turks & Caicos | Water in the Boat & Gear Flying
Wildly Intrepid Sailing

Rough Crossing from Bahamas to Turks & Caicos | Water in the Boat & Gear Flying

This passage tested us. We set sail from Mayaguana, Bahamas to West Caicos and quickly found ourselves in a rough, uncomfortable sail—things flying, gear tossed around, and water making its way inside the boat. Not exactly the dream crossing… but all p...
This Passage Was a Lot Harder Than We Expected
Wildly Intrepid Sailing

This Passage Was a Lot Harder Than We Expected

Sometimes cruising isn’t turquoise water and postcard sunsets. The sail to Mayaguana tested us. A long, exhausting passage, followed by an even longer wait in a very rolly anchorage—with little sleep and plenty of second-guessing. These are the moment...
What do you do after 2 months away from civilization? [E363]
Wildly Intrepid Sailing

What do you do after 2 months away from civilization? [E363]

Crooked Island was far from boring. We make the most of our short stay on this quiet island by exploring the abandoned Bird Rock Lighthouse. A hop in the crystal clear water has our 3 year old daughter snorkeling non-stop to spot lobsters and fish. But the...
BYE BYE 2025 It was EPIC
Wildly Intrepid Sailing

BYE BYE 2025 It was EPIC

We kicked off 2025 in Florida in the US. In February we sailed over to the Bahamas and made our way South. In June we crossed over to Turks and Caicos Islands. Late June we finally sailed to the Dominican Republic for Hurricane season. End of September we ...
This is the Hardest Part of cruising [E362]
Wildly Intrepid Sailing

This is the Hardest Part of cruising [E362]

Life couldn't be any better in the Jumentos, Bahamas. Lots of snorkeling, spearfishing, beach time, and even wing foiling. Coral and Kai also became so much more comfortable in the water and truly enjoying snorkeling. What really made our time so special h...
CHRISTMAS on a sailboat in Luperon, Dominican Republic
Wildly Intrepid Sailing

CHRISTMAS on a sailboat in Luperon, Dominican Republic

Wishing you all a Merry Christmas and Happy Holidays from warm Dominican Republic! If you like what you see don't forget to give us the thumbs up! #sailing #sailingfamily #cclandfallsailboat ***************************************** SUPPORT OUR VIDEOS ...
You won’t Believe what we saw in Remote Island of the Bahamas [E361]
Wildly Intrepid Sailing

You won’t Believe what we saw in Remote Island of the Bahamas [E361]

Johnson Cay, Raccoon Cay, Jamaica Cay, Flamingo Cay and Water Cay are must sail to islands. There are just so many incredible things to see. Pristine white sandy beaches, spotted eagle rays, blue holes, flamingos, caves and sheer raw landscape. To be hones...
The RAGGED ISLANDS have it all [E360]
Wildly Intrepid Sailing

The RAGGED ISLANDS have it all [E360]

The remote islands in the Bahamas are hidden gems. We enjoy all sorts of activities from snorkeling, spearfishing, wing foiling, potlucks, dinghy adventures, pigeon tours and so much more. Hog Cay, Raccoon Cay and Ragged Island are amazing places to cruise...
It all changed so fast… [E359]
Wildly Intrepid Sailing

It all changed so fast… [E359]

We've stumbled onto paradise at Hog Cay, from hikes to paddleboarding and epic spearfishing this island has it all. However a short sail over to Ragged Island turns into a very eventful day! Filmed Winter 2025. If you like what you see don't forget to giv...
Fun times at Double-Breasted Cay and Buenavista [E358]
Wildly Intrepid Sailing

Fun times at Double-Breasted Cay and Buenavista [E358]

When two girls meet up it's adventure time. After a rough night and morning at Water Cay, we sail South with dolphins to Buenavista in the Ragged Islands. There we find yet another paradise for snorkeling, spearfishing and wing boarding. We reunite with a ...
Hammerheads and Tiger Sharks [E357]
Wildly Intrepid Sailing

Hammerheads and Tiger Sharks [E357]

A fascinating array of sea life, including hammerheads, tiger sharks, and numerous fish, was not what we expected in the Jumentos Islands. There are also ocean holes and stunning beaches, which are great for kids to play on and offer perfect conditions for...
Sailing to REMOTE Jumentos Islands [E356]
Wildly Intrepid Sailing

Sailing to REMOTE Jumentos Islands [E356]

We escape the hustle and bustle of Georgetown and make a run to Long Island. Hiding from 30+ knots winds in Thompson Bay makes it the perfect place to reunite with some friends. Soon after we finally cross to the remote islands of the Jumentos. A few minut...
E355 Happiness is best when shared in the BAHAMAS
Wildly Intrepid Sailing

E355 Happiness is best when shared in the BAHAMAS

Trying to tell someone how we live full-time on a sailboat and what it feels like is nearly impossible. The best solution is to share it. And we couldn't be luckier because we just get to do this with Alex's brother, nephew and niece. We give them the real...
E354 Sailing to the MOST POPULAR Destination in the Bahamas GEORGETOWN
Wildly Intrepid Sailing

E354 Sailing to the MOST POPULAR Destination in the Bahamas GEORGETOWN

Every year hundreds of sailboats gather to Georgetown in the Southern Exumas. Why? Well there is everything a cruiser needs, a sheltered bay and a busy community. Our main reason to sail here was to host family because this is a great point to have guests ...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart