Wildly Intrepid Sailing

The Ocean GLOWS in Vieques ✨

We sail to Vieques, Puerto Rico to witness the brightest bioluminescent bay on Earth… and it’s unreal. ✨ From a surprise stop in Puerto Patillas to a glowing night in Mosquito Bay, this is one of the most magical experiences we’ve ever had. 👍Enjoy the video? Give it a thumbs up and subscribe to fo...

Apr 25, 2026
Language: EN
Play Time: 00:00:30

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...

Apr 19, 2026
Language: EN
Play Time: 00:22:39

Wildly Intrepid Sailing

47 Hours Across the Mona Passage… With Kids 😳

47 hours. 245 nautical miles. Two overnights. We set sail from the Dominican Republic to Puerto Rico, crossing the Mona Passage—one of the most unpredictable stretches of water in the Caribbean. With little sleep, changing conditions, and two kids onboard… this one pushed us. Watch the full episo...

Apr 06, 2026
Language: EN
Play Time: 00:00:26

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...

Apr 05, 2026
Language: EN
Play Time: 00:24:04

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...

Mar 29, 2026
Language: EN
Play Time: 00:23:31

Wildly Intrepid Sailing

Boat Projects Took Over Our Life… Until This Surprise

Boat life isn’t always turquoise water and smooth sailing… sometimes it’s project after project 😅 In this episode, we tackle a long list of upgrades and repairs—finishing our epoxy countertop, varnishing the fridge top and installing a new gasket, making new dinghy cushions, repairing our headsail,...

Mar 22, 2026
Language: EN
Play Time: 00:20:31

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...

Mar 15, 2026
Language: EN
Play Time: 00:21:59

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...

Mar 08, 2026
Language: EN
Play Time: 00:27:23

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...

Mar 01, 2026
Language: EN
Play Time: 00:18:19

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 Baiguate almost completely to ourselves 💦 Crossed the susp...

Feb 26, 2026
Language: EN
Play Time: 00:00:33

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. ...

Feb 22, 2026
Language: EN
Play Time: 00:22:13

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...

Feb 15, 2026
Language: EN
Play Time: 00:19:08

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 feels like our own private swimming hole. Back a...

Feb 08, 2026
Language: EN
Play Time: 00:19:26

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 Harbour, Dominican Republic, just in time to settle in ...

Feb 01, 2026
Language: EN
Play Time: 00:19:26

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, and ending the day playing in wild waves with iguanas ...

Jan 30, 2026
Language: EN
Play Time: 00:00:22

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. From colorful island houses and wandering donkeys to...

Jan 25, 2026
Language: EN
Play Time: 00:19:26

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 & Caicos, beachside anchoring, restaurants steps away, and a s...

Jan 20, 2026
Language: EN
Play Time: 00:00:20

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 part of life at sea. After finally arriving in W...

Jan 19, 2026
Language: EN
Play Time: 00:21:17

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 moments no one really talks about… the ones where you ...

Jan 11, 2026
Language: EN
Play Time: 00:18:41

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 charm of Landrail Point Settlement comes fr...

Jan 05, 2026
Language: EN
Play Time: 00:17:14

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 flew to Canada to visit family and enjoy the...

Jan 01, 2026
Language: EN
Play Time: 00:01:03

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 here was the company of our buddy boat. ...

Dec 28, 2025
Language: EN
Play Time: 00:17:41

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 ON PATREON MAKE A ONE TIME CONTRIBUTI...

Dec 24, 2025
Language: EN
Play Time: 00:02:35

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 honest I never expected these remote islands of J...

Dec 14, 2025
Language: EN
Play Time: 00:23:01

Wildly Intrepid Sailing – Page 2

Watch Wildly Intrepid Sailing's Latest Videos

The Ocean GLOWS in Vieques ✨

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

47 Hours Across the Mona Passage… With Kids 😳

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

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

Boat Projects Took Over Our Life… Until This Surprise

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

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

We left our Sailboat Here’s Why

We Took Our Toddlers Up This Mountain… 😅

Why Jarabacoa Is the Adventure Capital of the Dominican Republic

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

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

The Dash to Luperón Before Hurricane Season

This Is What Cruising Is Really Like

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

This Sail Got ROUGH Fast 😬🌊

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

This Passage Was a Lot Harder Than We Expected

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

BYE BYE 2025 It was EPIC

This is the Hardest Part of cruising [E362]

CHRISTMAS on a sailboat in Luperon, Dominican Republic

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

Shopping cart