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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Tree House Net FULL TOUR (Hidden & Ocean View)
Adventureman Dan

Tree House Net FULL TOUR (Hidden & Ocean View)

WELCOME! To our Tree House Nest! This is a passion project of Nicole & myself. Together we made this amazing little hangout high up in a tree using only old(but sturdy) rope & paracord. About a mile of paracord to be precise. This place is meant to be a relaxing hideaway to be enjoyed 00...
Island Adventure! | Sailing Wisdom [S3 Ep 41]
Rigging Doctor

Island Adventure! | Sailing Wisdom [S3 Ep 41]

Herby builds the frames for the new solar panels and then the couple rents a smart car to travel around the island and drive to the most amazing hiking trails they have ever seen! Join Herby and Maddie as they hike through mystical forests and volcanic wonderlands! To cap off this amazing day, the m...
Acorn to Arabella – Journey of a Wooden Boat – Episode 28: Logging Round 2
Acorn To Arabella

Acorn to Arabella – Journey of a Wooden Boat – Episode 28: Logging Round 2

There are differing ideas out there on what time of year is best to harvest trees for lumber. In our case, winter was ideal. Due to the cold and the lack of heating in the boathouse, we aren't able to work with certain materials such as paint, epoxy, fairing and bedding compounds, etc. All of...
The side of Haiti you’ve never seen (Part 2) — Sailing Uma [Step 50]
Sailing Uma

The side of Haiti you’ve never seen (Part 2) — Sailing Uma [Step 50]

Here we go again, the second day of our trip to Seguin is even better than the first. We learned more about the fondation and spend our day hiking deep into the forest, where we made some friends, jumped in some cold water, and created our own trail back to the road... What's next? . If you ...
The side of Haiti you’ve never seen (Part 1) — Sailing Uma [Step 49]
Sailing Uma

The side of Haiti you’ve never seen (Part 1) — Sailing Uma [Step 49]

While there are organisations actually doing some good where needed, many other non profits purposely omit the beautiful aspects and only focus on the worst, the "poverty porn", embedding the notion that the entire country is a hopeless slum... This 4 part video series is a way for us to ...
St Maarten, SXM – Island Tour – Part 1 – Orient Beach, Philipsburg, St Martin, Caribbean!
Captain Rick Moore

St Maarten, SXM – Island Tour – Part 1 – Orient Beach, Philipsburg, St Martin, Caribbean!

This video shot in the backdrop of St Maarten and featuring the song "The Whole 9 Yards" by our friend Eric Stone. St Maarten, a very popular vacation destination in the Eastern Caribbean... Filled with sun filled white sand beaches and beautiful turquoise water, topped off with an abund...
St Maarten, SXM – Grand Case Beach – Meditation Scene – St Martin, CARIBBEAN
Captain Rick Moore

St Maarten, SXM – Grand Case Beach – Meditation Scene – St Martin, CARIBBEAN

Filmed in St Martin, SXM on the beautiful Grand Case Beach. For those of you stuck in the cold North or in an office looking at a computer all day... why not enjoy a nice relaxing meditation for even just a few minutes a day, take a breath, and relax to some ambient sounds of gentle surf on a beaut...
Go Ahead, PRESS THE BUTTON… But if you get addicted, IT’S NOT OUR FAULT!
Captain Rick Moore

Go Ahead, PRESS THE BUTTON… But if you get addicted, IT’S NOT OUR FAULT!

"PRESS THE BUTTON" is the lead up to our 2014 Caribbean Vacation Giveaway Challenge, so you might want to keep paying attention to the channel! ;) Scenes from St Maarten, SXM, the British Virgin Islands, USVI, St Lucia, and all over the Southern CARIBBEAN... Tons of adventures in sailing...
St Maarten, SXM – Orient Beach (Nudist Beach) – CARIBBEAN – Song by Brian Neale ft Jimmy Buffett
Captain Rick Moore

St Maarten, SXM – Orient Beach (Nudist Beach) – CARIBBEAN – Song by Brian Neale ft Jimmy Buffett

View all the new 'Sophisticated Lady' travel logs in one location here: Now you can view 'Sophisticated Lady' BoatCam - updates live photo to website every 5 minutes during dayling hours at: -------------------------------------------------------------------------------------...
British Virgin Islands – Rock Cafe Restaurant Bar & Grill – Virgin Gorda, BVI, CARIBBEAN
Captain Rick Moore

British Virgin Islands – Rock Cafe Restaurant Bar & Grill – Virgin Gorda, BVI, CARIBBEAN

Located on Virgin Gorda in the British Virgin Islands, Caribbean, The Rock Cafe is an elegant yet easygoing and fun dining experience for those who seek authentic, delicious cooking in casual setting. Nestled amongst the rocks between the Baths and Spanish Town, The Rock Cafe provides this popular B...
St Martin SXM – Simpson Bay Lagoon Causeway Bridge, Sint Maarten, Caribbean
Captain Rick Moore

St Martin SXM – Simpson Bay Lagoon Causeway Bridge, Sint Maarten, Caribbean

A quick view of the brand new Causeway Swing Bridge in Simpson Bay Lagoon on St Martin, SXM in the Caribbean. The bridge was just installed to connect the French and Dutch sides of the island along the border that divides the two countries through the Lagoon. Over a year to complete, and the new b...
St Maarten, SXM – Simpson Bay Lagoon w/new Causeway Bridge! St Martin, Caribbean
Captain Rick Moore

St Maarten, SXM – Simpson Bay Lagoon w/new Causeway Bridge! St Martin, Caribbean

A beautiful day in St. Maarten as we go on a dinghy excursion around Simpson Bay Lagoon inside the island! We explore the French side of the lagoon and where locals live on the water, and back through to the Dutch side under the new Causeway bridge being built to join the Dutch and French sides of ...
British Virgin Islands – Caribbean Arts Festival on the Beach at Trellis Bay, Tortola, BVI
Captain Rick Moore

British Virgin Islands – Caribbean Arts Festival on the Beach at Trellis Bay, Tortola, BVI

Join us in the British Virgin Islands, Caribbean, for the annual Caribbean Arts and Crafts Festival! Every year attracts dozens of talented local artisans from all the surrounding islands of the Caribbean as they bring their individual talents for public viewing.. everything from beautifully hand-c...
“Harmony House” FOR SALE… Your Private Oasis from Toronto, in the city of Barrie, Ontario, Canada!
Captain Rick Moore

“Harmony House” FOR SALE… Your Private Oasis from Toronto, in the city of Barrie, Ontario, Canada!

"Harmony House", a Spectacular Cedar Home in a prime location near Lake Simcoe, in Barrie, Ontario, Canada. Conveniently situated less than a 40 minute drive from Toronto, "Harmony House" is also perfect for anyone wanting to live in a beautiful natural setting away from the cit...
A Truly Stationary ISLAND SHIP – HMS ‘Diamond Rock’ – Martinique – CARIBBEAN
Captain Rick Moore

A Truly Stationary ISLAND SHIP – HMS ‘Diamond Rock’ – Martinique – CARIBBEAN

Here's a new style video for you, will be interested in your feedback whether you like it or don't like it, and why.. before I continue with making some more! :) The HMS Diamond Rock located just off the SW corner of the island Martinique in the Windward Islands of the Caribbean! The fi...
Ambient Scene from the Piano Bar at the Rock Cafe in Virgin Gorda, BVI, Caribbean!!
Captain Rick Moore

Ambient Scene from the Piano Bar at the Rock Cafe in Virgin Gorda, BVI, Caribbean!!

One of our favorite places to be entertained in Virgin Gorda, join us for an evening at the Piano Bar in the Rock Cafe for a few minutes with a great entertainer! The Rock Cafe has something for everyone.. fantastic dining, entertainment, sports bar, piano bar, ambiance, and set into the huge bould...
Making of a Fireball – Part 4 of 4 – Lighting the Ball, Tortola, British Virgin Islands, Caribbean
Captain Rick Moore

Making of a Fireball – Part 4 of 4 – Lighting the Ball, Tortola, British Virgin Islands, Caribbean

Welcome to a new 4-part series featuring the work of Aragorn Dick-Read, proprieter of Aragorn's Art Studio in the British Virgin Islands. Aragorn has the largest collection of Caribbean art produced by locals from all the islands, and one of his main features are his very own Fireballs which w...
Making of a Fireball – Part 3 of 4 – Delivering the Ball, Tortola, British Virgin Islands, Caribbean
Captain Rick Moore

Making of a Fireball – Part 3 of 4 – Delivering the Ball, Tortola, British Virgin Islands, Caribbean

Welcome to a new 4-part series featuring the work of Aragorn Dick-Read, proprieter of Aragorn's Art Studio in the British Virgin Islands. Aragorn has the largest collection of Caribbean art produced by locals from all the islands, and one of his main features are his very own Fireballs which w...
Movie Sets from PIRATES OF THE CARIBBEAN – Wallilabou Bay, St Vincent, CARIBBEAN
Captain Rick Moore

Movie Sets from PIRATES OF THE CARIBBEAN – Wallilabou Bay, St Vincent, CARIBBEAN

As part of our 2014 Up-Island Sailing Adventure in the CARIBBEAN, we sailed in with 'Sophisticated Lady' for a visit in Wallilabou Bay in St Vincent... home to the original movie sets for many of the scenes in the first PIRATES OF THE CARIBBEAN movie! Have a look around the bay with us, a...
Oh SHIT!  Now We’re in TROUBLE!! Caribbean Sailing Adventure Part 2 – Grenadines, CARIBBEAN
Captain Rick Moore

Oh SHIT! Now We’re in TROUBLE!! Caribbean Sailing Adventure Part 2 – Grenadines, CARIBBEAN

Thanks so much to all our new supporters on Patreon! If you'd like to support our SSL Videos on Patreon, find us here! To view our new extended version Sailing 'SOPHISTICATED LADY' episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials an...
Making of a Fireball – Part 2 of 4 – Cutting the Ball, Tortola, British Virgin Islands, Caribbean
Captain Rick Moore

Making of a Fireball – Part 2 of 4 – Cutting the Ball, Tortola, British Virgin Islands, Caribbean

Welcome to a new 4-part series featuring the work of Aragorn Dick-Read, proprieter of Aragorn's Art Studio in the British Virgin Islands. Aragorn has the largest collection of Caribbean art produced by locals from all the islands, and one of his main features are his very own Fireballs which w...
Making Glass Sculptures with GREEN VI in the British Virgin Islands, CARIBBEAN!
Captain Rick Moore

Making Glass Sculptures with GREEN VI in the British Virgin Islands, CARIBBEAN!

Take a tour with the glass artists at the new Green VI in Cane Garden Bay on Tortola in the BVI's... they gave us an up close and personal instruction on their glass recycling procedure where they melt down bottles and create beautiful sculptures and souvenirs for locals and tourists alike! Gr...
A Personal Piece of Paradise in the Caribbean…  ‘MOPION’ Island in the GRENADINES!
Captain Rick Moore

A Personal Piece of Paradise in the Caribbean… ‘MOPION’ Island in the GRENADINES!

Always wanted to visit a personal sized piece of paradise in the Caribbean? Here is Mopion, a beautiful little sandbar all on its own in the Southern Grenadines! Come along as we visit for a nice walk (very short, Lol) and take some great shots for you to enjoy the experience with us! Song "S...
Caribbean Sailing Tour – Part 4 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!
Captain Rick Moore

Caribbean Sailing Tour – Part 4 of 4 – Bahamas, St Kitt’s, Nevis, Dolphins and more!

Join us for a sailing odyssey around the islands of the Eastern Caribbean! Originally produced in 2009, we have re-mastered this series in HD and with new music for your further enjoyment! Part 1 takes us from Pearson International Airport in Toronto over the Bahamas and to our sailboat 'Soph...
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