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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Cruisers Yachts 45 Cantius – Perfect for America’s Great Loop Adventure!
Boating Journey

Cruisers Yachts 45 Cantius – Perfect for America’s Great Loop Adventure!

Join us as we explore the 45′ Cruisers Yachts Cantius Alexandria 3X, a luxurious and powerful express cruiser ideal for cruising the legendary Great Loop. From its spacious interior to twin Volvo IPS engines and seamless indoor-outdoor living spaces, this yacht combines comfort, performance, and rel...
The Current Nearly Defeated Us… Ep-197
Leading the Escapade

The Current Nearly Defeated Us… Ep-197

Join us as we sail up the ICW and explore some of Florida’s most charming coastal towns — Cocoa Village, Titusville, and New Smyrna Beach. We soak in the sunshine, discover new spots, and even spot manatees for the very first time (a total dream moment!). But later in our journey, things take a tur...
First Time Up the ICW! | Big Comfort Upgrades on Escapade! Ep-195
Leading the Escapade

First Time Up the ICW! | Big Comfort Upgrades on Escapade! Ep-195

We’re heading up the ICW for the very first time! 🚤 From Stuart to Fort Pierce, it’s a whole new kind of adventure for us aboard Escapade. Along the way, we’re showing off a few small upgrades that are making a huge difference — including our new electric table leg that transforms our salon into a c...
CUMBERLAND Island by Sailboat | Ruins, Wild Horses and Enchanted forest [Ep 149]
Wildly Intrepid Sailing

CUMBERLAND Island by Sailboat | Ruins, Wild Horses and Enchanted forest [Ep 149]

Traveling to Cumberland Island by sailboat is the best way to explore this park at your own leisure. The twisted trees immediately transported me into a different universe where wild horses roam the trails, ruins tell you stories and drooping moss enchant you. We spent close to a week exploring Cumb...
ROAD-TRIPPING ON THE ICW | Taking our catamaran down the Intracoastal Waterway
Folsom Ocean Views

ROAD-TRIPPING ON THE ICW | Taking our catamaran down the Intracoastal Waterway

After our amazingly peaceful anchorage it was time to head back to Charleston. This time we decided to take an intracoastal waterway (ICW) trip. The wind would have been directly in our face if we took the trip on the outside. Plus, we needed to see what it would be like if this was our method of tr...
SURFING & Sea TURTLES in Boca Raton [Wildly Intrepid Ep 99]
Wildly Intrepid Sailing

SURFING & Sea TURTLES in Boca Raton [Wildly Intrepid Ep 99]

After some fun times in West Palm Bay we venture further South down the ICW with our friends. Boca Raton surprises us with a very educative Gumbo Limbo Nature Center. There we learn all about how they help save and rehabilitate sea turtles. And of course swimming and surfing are much needed stops. ...
Is This The One? Wind over Water, Episode #52
Wind over Water

Is This The One? Wind over Water, Episode #52

Windover and her crew visit Charleston South Carolina where they discover a sailboat for sale. A beautiful gem in the rough. Follow along as they check out every nook and cranny on this proven ocean cruiser. Who knows, this might be the one. #windoverwater #sailingvideos #liveaboardboat
Stuck on Georgia, Wind over Water, Episode #50
Wind over Water

Stuck on Georgia, Wind over Water, Episode #50

This is out 50th episode. Can you believe it....50 episodes. This week we visit historic Jeckyl Island in Georgia and drive Windover up on a sandbank just as the tide is going out. #windoverwater #liveaboardboat #sailingvideos
That Sinking Feeling, Wind over Water, Episode #48,
Wind over Water

That Sinking Feeling, Wind over Water, Episode #48,

We are in the middle of our search for a new boat. In this weeks episode we visit a few. This one is all about boats, old boats, cool boats, historic boats and yes, sinking boats too. We are joined by a guest for a few days as well and we include another episode of Cool Boats We Like in this one. #w...
We made it to the BAHAMAS! Barefoot Sail and Dive (Episode 8)
Barefoot Travels

We made it to the BAHAMAS! Barefoot Sail and Dive (Episode 8)

We had a great weather window and made the crossing from Miami Florida to Bimini in the Bahamas! Only one issue along the way but we made it and it is amazing!! When the water changes colour and becomes that beautiful Bahamas blue it is a feeling we cannot put into words. Enjoy! Thank you to everyo...
Reynolds Yacht Park in Green Cove Springs, FL | Sailboat Story 73
Sailboat Story

Reynolds Yacht Park in Green Cove Springs, FL | Sailboat Story 73

Our sailboat's new (temporary) home is Reynolds Yacht Park in Green Cove Springs, FL. Nice town, BIG dock. Yes, the dock we're tied to is HUGE. It's made of concrete and is, in fact, a dock that was used by the US Navy during WW2. Reynolds Marina is pretty nice!. The price is $10/ft...
Free ICW Dock In Jacksonville, FL | Sailboat Story 72
Sailboat Story

Free ICW Dock In Jacksonville, FL | Sailboat Story 72

On the St John's River in Jacksonville, FL, there's a free ICW dock that we've tied our Endeavour 32 sailboat to. A number of noteworthy things occur in this video, despite a distinct lack of footage for this particular time period... 1) You'll witness Tambi's rendition of...
NO SEE UMS ATTACK OUR BOAT!!! | Sailboat Story 71
Sailboat Story

NO SEE UMS ATTACK OUR BOAT!!! | Sailboat Story 71

In the Florida ICW swamp, a No See Um swarm descends upon our sailboat and her crew. A horrible night ensues. 2 of the absolute worst nights we've experienced has been caused by something roughly the size of a poppy seed. Of course, there are millions of them, they sneak into the boat through ...
Tam’s Fab FL Fam & 4th Of July Fireworks | Sailboat Story 70
Sailboat Story

Tam’s Fab FL Fam & 4th Of July Fireworks | Sailboat Story 70

Pine Island, Tambi's Family, Fireworks, & Harry Potter. That would be a fitting title for this episode, because that's essentially what you'll see when you press the big play button. Lot's more ICW travel. Yes, the goodship Sandflea has been reduced to a motorboat now that w...
Cruising The ICW By Boat | Sailboat Story 19
Sailboat Story

Cruising The ICW By Boat | Sailboat Story 19

After sailing the Chesapeake, and we begin cruising south down the intracoastal waterway, which is called the ditch, or the ICW. From here, there are 1000 miles of "The Ditch" for us to navigate before we reach Miami. Still, there are so many great sights to see along the way that we are ...
Solo Sailboat Mast Climbing With Acrophobia | Sailboat Story 18
Sailboat Story

Solo Sailboat Mast Climbing With Acrophobia | Sailboat Story 18

Solo climbing a sailboat mast is scary, especially for someone like me who suffers from acute acrophobia. We've officially started making progress South! So many things to learn along the way. It's amazing all of the little skills that need to be acquired in order to become competent and...
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