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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She DOES NOT Like To Rock And Roll All Nite | Sailboat Story 106
Sailboat Story

She DOES NOT Like To Rock And Roll All Nite | Sailboat Story 106

Just after midnight, swell swept in from the North that caused the boat to rock and roll all nite long. Honestly, it wasn't the worst conditions we've ever been anchored in, but it was far from the best. As a result, Tambi and I slept very little. Molly, however, has the gift of being abl...
Sailboat Story Q&A | “Grown Up Activities”
Sailboat Story

Sailboat Story Q&A | “Grown Up Activities”

Here's a BONUS VIDEO that we just recorded while stuck on the boat during a cold front. It's a Q&A session, and it's a little more current than our regular video series, so don't be alarmed by how dark we are, or that Molly is now missing her front teeth. Tune in Thursday f...
The Cape Florida Lighthouse Is Horrifying | Sailboat Story 102
Sailboat Story

The Cape Florida Lighthouse Is Horrifying | Sailboat Story 102

While waiting in No Name Harbor for a weather window to cross the Gulf Stream to the Bahamas, we took a day to explore the Cape Florida Lighthouse - also known as The Horrifying Lighthouse Of Death. Tambi and Molly thoroughly enjoyed the experience. I, on the other hand - a chronic sufferer of acro...
Replacing Deep Cycle AGM Batteries At Anchor | Sailboat Story 101
Sailboat Story

Replacing Deep Cycle AGM Batteries At Anchor | Sailboat Story 101

Our boat's deep cycle AGM battery bank has reached the end of it's 8 year lifespan. The batteries MUST be replaced before leaving for the Bahamas, but that's easier said than done aboard an anchored sailboat. Each battery weighs 75 lbs. Our primary mode of transportation to and from ...
CRITICAL BOAT MISSIONS Of The Liveaboard Sailor | Sailboat Story 100
Sailboat Story

CRITICAL BOAT MISSIONS Of The Liveaboard Sailor | Sailboat Story 100

As a liveaboard sailing family, our seemingly simple chores have a way of turning into full-blown MISSIONS that must successfully be accomplished for the continued safety and comfort of the crew. Take REPLENISHING YOUR WATER SUPPLY, for instance... That's something that most land-based folk d...
Rowing Comparison | Inflatable RIB VS Rigid Dinghy | DELETED SCENES
Sailboat Story

Rowing Comparison | Inflatable RIB VS Rigid Dinghy | DELETED SCENES

ORIGINAL VERSION HERE: ********************** This video is a collection of the deleted scenes from a video we made with Tula's Endless Summer called "Can You Row An Inflatable Dinghy". We had a ton of fun with Billy and Sierra making that video. There were some good laughs that w...
Southbound Cruising The Atlantic ICW | Sailboat Story 97
Sailboat Story

Southbound Cruising The Atlantic ICW | Sailboat Story 97

We continue cruising Southbound along the Atlantic ICW as we leave Eau Gallie Yacht Basin, stop at Pine Island, then Fort Pierce, and finally arrive at a really cool anchorage called Peck Lake. While in Ft Pierce, we had a really cool visit with a few of our fans. It's really humbling to have ...
Small Sailboat Slowly Slips Southwardly | Sailboat Story 96
Sailboat Story

Small Sailboat Slowly Slips Southwardly | Sailboat Story 96

Titusville, FL is where we find ourselves. Time for showers, a bit of provisioning, and to refuel the boat so that we can continue making miles SOUTH. We use the new Chameleon Dinghy for the first time, we enjoy lunch with the prior owner of Sandflea, and we wrap it up by taking a slip at the Eau G...
NEW ADVENTURE on an Old Sailboat | Sailboat Story 95
Sailboat Story

NEW ADVENTURE on an Old Sailboat | Sailboat Story 95

There's something very exciting about the moment an old sailboat leaves the dock and sets out for new adventures over the horizon. An organic chemical cocktail of uncertainty, anxiety, excitement, happiness, and even a little fear is produced by such salty stimulus. It's a potent mix of e...
Molly Installs Our CPT Electronic Autopilot | Sailboat Story 94
Sailboat Story

Molly Installs Our CPT Electronic Autopilot | Sailboat Story 94

Molly, our resident swabby, installs our new CPT Autopilot. Thank goodness there is such a talented engineer aboard our humble sailboat to handle such delicate installation projects. Ben also handles the task of rewiring the mast lights and VHF antenna. There's a good chance that everything w...
Our Whale Water Pump Exploded A Little | Sailboat Story 93
Sailboat Story

Our Whale Water Pump Exploded A Little | Sailboat Story 93

I may have caused our Whale water pump to explode. Chalk it up to a rookie mistake, but when I replaced our water lines, I inadvertently attached a pressurized water line to the non-pressurized foot pump. DOH! A bit of drama occurred when I flipped on the water pressure breaker for the first time....
Moving BACK Aboard Our Sailboat | Sailboat Story 92
Sailboat Story

Moving BACK Aboard Our Sailboat | Sailboat Story 92

It's finally time to move back aboard our sailboat! In this video we rent a uHaul truck, fill it up with cruising gear and food, and make the 1-way trip to Florida. Thanks for watching!! Ben, Tambi, & Molly | S/V Sandflea | "SAILBOATSTORY" ******* BECOME A PATRON ***...
Just Moved Out Of Our House | Sailboat Story 2
Sailboat Story

Just Moved Out Of Our House | Sailboat Story 2

We have now moved out of our house. Let me tell you - moving out of our home is a strange feeling, but it's just another one of those uncomfortable but necessary steps on this path that we've chosen. Now we can seriously start the search for the right sailboat. Thanks for watching!! Ben...
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