Watch Sailing & Boating Adventures Around the World

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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Can a Normal Sailor Actually Buy a Foiling Dinghy Now?
Practical Sailor

Can a Normal Sailor Actually Buy a Foiling Dinghy Now?

Hurricane Center Changes Every Skipper Should Know: Foiling sailboats used to belong to the extreme edge of the sport: America’s Cup teams, SailGP, Olympic sailors, Moths, kite foilers, and high-performance racing programs. But now companies like BirdyFish are trying to bring hydrofoil sailing to...
Halcyon 23 | Too Small to Live On?
Practical Sailor

Halcyon 23 | Too Small to Live On?

Bob Perry’s Salty Tayana 37-Footer: Boat Review: Could you really live on a small sailboat, go cruising cheap, or chase the sailing dream without buying a huge expensive boat? In this episode, we look at the Halcyon 23, a tiny British pocket cruiser that asks a very old question: how much boat do ...
Cheap Sailboats: The Dream, The Deal, and The Disaster
Lady K Sailing

Cheap Sailboats: The Dream, The Deal, and The Disaster

Cheap sailboats are still everywhere if you know where to look. In this episode, I went online and found 50 real sailboats for sale under $15,000, including older fiberglass boats like Catalina 22s, Catalina 25s, Catalina 30s, C&C sailboats, Pearson 30s, Hunters, O’Days, Islanders, Cals, Mirages...
Sailing Glacier Bay National Park Aboard A 33 ft Sailboat
Sailing Sea Dream of Clyde

Sailing Glacier Bay National Park Aboard A 33 ft Sailboat

Join us as we sail into the incredible Glacier Bay. Wonderful gentle sailing brings us into the upper bay where the mountains tower above and glaciers spill off them all the way to the ocean. Once at anchored in Reid Inlet, we leave the boat to head on a fun little glacier walk. Enjoy! Thanks so...
Should We Rescue This Free Sailboat??
Practical Sailor

Should We Rescue This Free Sailboat??

Should We Rescue This Free Sailboat? A friend is giving away an old sailboat for free, and now we have to answer the dangerous question every sailor secretly loves: is this a cheap sailing adventure waiting to happen, or is a “free boat” just the most expensive kind of boat? In this Practical Sailo...
Boat Projects Took Over Our Life… Until This Surprise
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,...
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...
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...
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...
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. ...
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...
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 feels like our own private swimming hole. Back a...
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 Harbour, Dominican Republic, just in time to settle in ...
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. From colorful island houses and wandering donkeys to...
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 part of life at sea. After finally arriving in W...
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 moments no one really talks about… the ones where you ...
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 charm of Landrail Point Settlement comes fr...
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 flew to Canada to visit family and enjoy the...
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 here was the company of our buddy boat. ...
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 ON PATREON MAKE A ONE TIME CONTRIBUTI...
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 honest I never expected these remote islands of J...
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 to. Filmed Winter 2025. If you like what y...
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 give us the thumbs up! #sailing #sai...
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 family we've met back at the marin...
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