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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The Famous Washing Machine in the Bahamas! | Sailing Sunday vlog 247
Sailing Sunday

The Famous Washing Machine in the Bahamas! | Sailing Sunday vlog 247

Explore the famous Washing Machine at Shroud Key in the beautiful Exumas of the Bahamas. This thrilling tourist hotspot is not to be missed by water sports enthusiasts and nature lovers alike!
Sailing the Jumentos: Exploring a Hidden Gem
Out Chasing Stars

Sailing the Jumentos: Exploring a Hidden Gem

In this sailing adventure video, we take you to Hog Cay, a beautiful and secluded island in the Bahamas that many sailors overlook. Join us as we sail to this hidden gem and explore its stunning beaches, crystal clear waters, and lush vegetation. We start our exploration by hiking along a newly cre...
Remote Bahamas: Cruising the Jumentos
Out Chasing Stars

Remote Bahamas: Cruising the Jumentos

We're constantly searching for remote islands to explore and the Jumentos Cays in the Bahamas are about as remote as you can get. No grocery store, no services. Just some of the most amazing scenery and clear water in the world! To get there we have to make it through the extremely shallow H...
SAILING PLANS + a Monkey Wrench – BOAT LIFE in the Bahamas | Harbors Unknown Ep. 66
Harbors Unknown

SAILING PLANS + a Monkey Wrench – BOAT LIFE in the Bahamas | Harbors Unknown Ep. 66

SAILING PLANS + a Monkey Wrench - BOAT LIFE in the Bahamas | Harbors Unknown Ep. 66 You know the saying, sailing plans are written in the sand at low tide? Well, that certainly rings true for us. This lifestyle teaches you to adapt quickly and stay flexible, not only with plans but reacting to weat...
Our BEST Anniversary Yet | Sailing Our Catamaran In The Exuma Land and Sea Park
Folsom Ocean Views

Our BEST Anniversary Yet | Sailing Our Catamaran In The Exuma Land and Sea Park

We have been sailing in the Bahamas for over 3 months and have yet to really take a minute to enjoy ourselves. That ends this week as we took time off of work and went into the Exumas Cays Land & Sea Park - one of the most amazing places we could ever imagine. Details & Daily Updates 💻 Blo...
We Get To Explore CRUISERS PARADISE | Life Aboard Our Sailing Catamaran In The Bahamas
Folsom Ocean Views

We Get To Explore CRUISERS PARADISE | Life Aboard Our Sailing Catamaran In The Bahamas

Stocking Island, on the other side of the harbor from Georgetown, in the Bahamas is everything we ever hoped it would be! Our Catamaran cut through the cystal clear water, and this is what dreams are made of. We have been anchored at Monument and staring up at the Beacon on Stocking Island for a few...
Offshore Passage Planning for our Sailboat (Calico Skies Sailing Ep. 25)
Calico Skies Sailing

Offshore Passage Planning for our Sailboat (Calico Skies Sailing Ep. 25)

When you take big jumps offshore as opposed to a couple of nights here and there, overall travel time is reduced but preparing for the passage takes longer. To prepare for our planned 10 - 12 day sail north we’ll need to provision, get fuel, prepare meals, check the rig, research immigration policy ...
Bahamas Sailing: An Episode about Nothing (Calico Skies Sailing Ep. 22)
Calico Skies Sailing

Bahamas Sailing: An Episode about Nothing (Calico Skies Sailing Ep. 22)

How do you name an episode when there is no central theme, we are the main characters, and the story is just about a typical day in our lives? If you are a Seinfeld fan you may call that a show about "nothing". We don't always have a plan but we always find fun and sometimes days are ...
A Day in the Life on our Sailboat in the Bahamas (Calico Skies Sailing Ep. 21)
Calico Skies Sailing

A Day in the Life on our Sailboat in the Bahamas (Calico Skies Sailing Ep. 21)

It's a typical day on our sailboat at anchor in a secluded island of the Bahamas. We dive and spearfish during the day and grill our catch on a bonfire by night. When you've finally found the perfect anchorage in your own private paradise, then its time to hit pause on boat maintenance, an...
Bahamas Sailing; Navigating through Devil’s Backbone (Calico Skies Sailing Ep. 19)
Calico Skies Sailing

Bahamas Sailing; Navigating through Devil’s Backbone (Calico Skies Sailing Ep. 19)

After much planning we finally complete the passage through the notoriously tricky Devil's Backbone reef and arrive at a beautiful secluded beach north of Harbour Island, Eleuthera. We are being extra cautious as we opted to tackle the reef without the aid of a pilot, using our charts in conjun...
Buddy Boats Reunite to Sail the Bahamas!!! (Calico Skies Sailing Ep. 18)
Calico Skies Sailing

Buddy Boats Reunite to Sail the Bahamas!!! (Calico Skies Sailing Ep. 18)

Sailing the Bahamas is better with friends! We left NYC in the fall of 2017 with our friends Chris and Michele of S/V Andromeda, making the trip down to the Bahamas as buddy boats. We weren't sure if paths would cross again. Fast forward 18 months and two Atlantic crossing's later we final...
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