Watch Sailing & Boating Adventures Around the World – Page 21 of 35

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.

Showing 481-504 of 825 results
SSL 133 ~ My FIRST Sailing Vlog EVER ~ Filmed 2010 in a HURRICANE!
Captain Rick Moore

SSL 133 ~ My FIRST Sailing Vlog EVER ~ Filmed 2010 in a HURRICANE!

SSL Videos now made possible by YOU! If You'd like to join Team SSL and help support future videos: New Vimeo on Demand Channel with extended versions of select SSL Videos! Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DRENCHED": Vid...
SSL ~ January Update and Thank-You to all Patrons on Team SSL!
Captain Rick Moore

SSL ~ January Update and Thank-You to all Patrons on Team SSL!

This was our January update released last month to all that joined our new Team SSL on Patreon, just a note to say hi and update what we've been working on, and some of the new things coming up this year! I thought I would release it on Youtube also to give everyone an idea of some of the be...
SSL 132 ~ Live Video Chat with SV DELOS Crew!
Captain Rick Moore

SSL 132 ~ Live Video Chat with SV DELOS Crew!

If you like this video with SV DELOS Crew, there is an EXTENDED VERSION of 25-minutes on our new Vimeo on Demand Channel along with several other extended versions of select SSL Videos! SSL Videos now made possible by YOU! If You'd like to join Team SSL and help support future videos: Brend...
SSL 131 ~ covert message
Captain Rick Moore

SSL 131 ~ covert message

Shascha's Channel in case you'd like to subscribe! Like to buy Shascha a birthday drink? Thanks, and Cheers! New Vimeo on Demand Channel with extended version of select SSL Videos! Thanks for supporting SSL Videos on Patreon! Video Produced by ARL Logo Animation Produced by More...
SSL 129 ~ Mr Happy!  (in 4K UltraHD)
Captain Rick Moore

SSL 129 ~ Mr Happy! (in 4K UltraHD)

New Vimeo on Demand Channel with extended version of select SSL Videos! Our page on Patreon: Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DRENCHED": Video Produced by ARL Logo Animation Produced by More Videos at
SSL 128 ~ What NOT to do while Sailing!
Captain Rick Moore

SSL 128 ~ What NOT to do while Sailing!

New Vimeo on Demand Channel with extended version of select SSL Videos! Thanks for supporting SSL Videos on Patreon! Like to buy us a drink? Thanks, and Cheers! Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DRENCHED": Video Produced by...
SSL 127 ~ Welcome to LOVE!  ~ Filmed in Hillsborough, Carriacou, CARIBBEAN!
Captain Rick Moore

SSL 127 ~ Welcome to LOVE! ~ Filmed in Hillsborough, Carriacou, CARIBBEAN!

New Vimeo on Demand Channel with extended version of select SSL Videos including this one! Our page on Patreon: Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DRENCHED": Video Produced by ARL Logo Animation Produced by More Videos at
SSL 126 ~ We’re Getting OFF THE HOOK !!
Captain Rick Moore

SSL 126 ~ We’re Getting OFF THE HOOK !!

New Vimeo on Demand Channel with extended version of select SSL Videos! Our page on Patreon: Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DRENCHED": Video Produced by ARL Logo Animation Produced by More Videos at
Ep.13 Jenny takes the Dayskipper exam – Carl and Jenny
Carl and Jenny

Ep.13 Jenny takes the Dayskipper exam – Carl and Jenny

Join us in episode 13 as we have camera failure at the boat show, Jenny takes her Dayskipper Theory exam and a catch up on whats been happening over the winter. We also meet up with Kevin & Dee from SV Kejstral, who join us for a meal at our house. ---------------------------------------------...
SSL 125 ~ Welcome Aboard!
Captain Rick Moore

SSL 125 ~ Welcome Aboard!

Video Produced by ARL Logo Animation Produced by More Videos at
SSL 124 ~ Message from the Captain
Captain Rick Moore

SSL 124 ~ Message from the Captain

Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DRENCHED": Our page on Patreon: New Vimeo on Demand Channel: Video Produced by ARL Logo Animation Produced by More Videos at
SSL 123 ~ WTF?!?
Captain Rick Moore

SSL 123 ~ WTF?!?

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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
How to use a Stovetop Espresso Maker on a boat – Sailing Britican
SailingBritican

How to use a Stovetop Espresso Maker on a boat – Sailing Britican

FREE GUIDE: 'How to make money while sailing around the world.' Get it here: Find out how to easily use a stovetop espresso maker to make the best coffee. Captain Simon will take you step-by-step through the coffee making process. He'll also highlight the benefits of using this sail...
SSL 18 ~ Debauchery Continues.. Hiking a VOLCANO and DIVING in St Eustatia! (in 4K UltraHD!)
Captain Rick Moore

SSL 18 ~ Debauchery Continues.. Hiking a VOLCANO and DIVING in St Eustatia! (in 4K UltraHD!)

Another one of Shascha's edits! And now she is also producing extended versions of our SSL episodes for our new Vimeo On Demand channel! The extended versions have previously deleted scenes, full length interviews, aerials, and dive scenes, and all entirely AD-FREE! If you'd like to che...
SSL 121 ~ Sailing to the MYSTERY ISLAND!  :)    (in 4K UltraHD)
Captain Rick Moore

SSL 121 ~ Sailing to the MYSTERY ISLAND! :) (in 4K UltraHD)

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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
SSL 120 ~ MacGyver Flying Dinner-Prep… WHAT?!?   Filmed in Grenada, WI, CARIBBEAN!
Captain Rick Moore

SSL 120 ~ MacGyver Flying Dinner-Prep… WHAT?!? Filmed in Grenada, WI, 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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
SSL 17 ~ Debauchery, Drinking, and Diving in St SOMEWHERE! (in 4K UltraHD!)
Captain Rick Moore

SSL 17 ~ Debauchery, Drinking, and Diving in St SOMEWHERE! (in 4K UltraHD!)

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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
SSL 119 ~ Meet SOLO SAILOR Robin!  :)
Captain Rick Moore

SSL 119 ~ Meet SOLO SAILOR Robin! :)

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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
SSL 122 ~ Which Bay at Which Island are we Sailing To??
Captain Rick Moore

SSL 122 ~ Which Bay at Which Island are we Sailing To??

Follow us on the 'SOPHISTICATED LADY' BoatCam to find out! 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 SSL episodes AD-FREE with previously deleted scenes, full length inter...
SSL 118 ~ WHOA… that was COOL!  :)
Captain Rick Moore

SSL 118 ~ WHOA… that was COOL! :)

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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
A Visa for Every Country — Sailing Uma [Step 56]
Sailing Uma

A Visa for Every Country — Sailing Uma [Step 56]

After the hurricane, Dan flew to New York to keep me company for a few weeks while I helped my mom in the hospital. When we came back to Haiti, we spent time with family and tackled a few tasks on our to do list while still in Port Au Prince. Mainly, we had to get the necessary visas for me for the ...
SSL 116 ~ AND THE WINNER IS…?!?
Captain Rick Moore

SSL 116 ~ AND THE WINNER IS…?!?

Thanks so much to all our new Patrons for helping support our SSL Videos! If you'd like to become a part of our SSL Team and even have a chance to come aboard 'SOPHISTICATED LADY', find our Patreon page at: To view our new extended version SSL episodes AD-FREE with previously delet...
SSL 114 ~ IT’S BACK….and it’s BAD….  Yaaaay!!  :)
Captain Rick Moore

SSL 114 ~ IT’S BACK….and it’s BAD…. Yaaaay!! :)

Find the new SSL Webcam page on our ARL website at: Thanks to all our Patrons for helping to bring back the SSL Webcam! This is the first of many rewards coming as a direct result of support from our Patrons for our SSL Videos, and we can’t tell you how much we appreciate it! Thanks so much to a...
SSL 113 ~ BLAST FROM THE PAST CONTEST!  :)
Captain Rick Moore

SSL 113 ~ BLAST FROM THE PAST CONTEST! :)

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 SSL episodes AD-FREE with previously deleted scenes, full length interviews, dive scenes, drone aerials and more, visit our new Vimeo On Dema...
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