Watch Sailing & Boating Adventures Around the World – Page 4 of 13
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Dude! Wheres My Dinghy!?! Dinghy stolen right off the back of my boat while I was sleeping inside!
First "Show Me Your Dinghy" because lights save lives! Please check out the link to the most durable, affordable, and non-consumable dinghy light available anywhere. I designed, manufactured and made these lights available after a very unfortunate accident. Email [email protected]...
THE Island for Chores & Projects (MJ Sailing – EP 66)
If there were ever an island in the Eastern Caribbean to get projects done, this is it. Join our Patreon family and become a BIGGER part of the adventure: Subscribe and don't miss out: Settled into Simpson Bay in Dutch Sint Maarten, we continue to tackle our weekend of projects. First up...
SSL 290 ~ SSL on a brand new CATAMARAN ?!?
For real-time updates, follow us on Instagram at: And yes, this episode finds us on a brand new Balance catamaran, out for a day of fun with Chris and Chrystal from LTD Sailing in Grenada, along with our friends from SV DELOS... should be fun, right? :) Cheers, Captain Rick Interested in learni...
Hilma Sailing, through the hurricane damaged British Virgin Island, Ep 21
In this episode we visit St. Martin and do some maintaining at Hilma. We are also sailing from the east to the west of the beautiful British Virgin Islands. We hope you will enjoy it! If you want to support us you can become a Patreon: Or, make a contribution to our PayPal account: You ca...
SSL 283 ~ St Martin – First glimpse since HURRICANE IRMA
First glimpses of our trip to St Martin (SXM) to survey the recovery efforts and progress since Hurricane IRMA devastated the islands in September of 2017. This is just a sample of the footage and interviews we have collected during our travels the past few weeks to give you a near real-time glimps...
We’re Leaving For An ATLANTIC CROSSING!! – A Real Time Update & Review
Curious to WHERE we are at the moment in real time, and what our plans are for hurricane season? Let us fill you in! Currently we have Elements of Life in Sint Maarten, and in the next few days we'll be leaving for an Atlantic Ocean crossing, heading east. Our plan ever since we bought the b...
SSL 279 ~ Reality…
This is first glimpse of a small fraction of the footage we've been accumulating in the hurricane zones to document the recovery progress in the affected islands. We stopped in Dominica first on our way north through the zone and spent an entire week walking, hiking, and driving all over the i...
SSL 273 ~ Debauchery continues with SV DELOS and DRENCHED DIVING Crew!
The debauchery continues with SV DELOS crew, SSL, and DRENCHED DIVING! This day we go for a beautiful sail on the South coast of Grenada as we move to Secret Harbour in Mt Hartman Bay.. lots of fun along the way, and DELOS Crew learns what a Full Moon by daylight is! Lol John Wiles was our lates...
SSL 271 ~ SSL meets SV DELOS ~ Day 1 – The Arrival! (Extended Version)
The one many of you have been waiting for, SSL meets SV DELOS! Yes the DELOS crew came up to meet SSL in Grenada this season, and we had so much fun hanging out with Brian, Brady, Karen, and Alex that somehow we ended up spending 6 weeks sailing around and showing them some of our favourite places...
SSL 205 ~ Devastation of HURRICANE IRMA in St Martin & British Virgin Islands
HURRICANE IRMA is definitely taking her toll and destroying everything in her path. This update features some of the first aerials and images I was able to find on social media of the affected areas, including Tortola in the British Virgin Islands (BVI), and many areas of St Martin shot just after ...
Scuba Diving At Booby Island! ~Sailing Drenched Ep. 23~
Join us as we sail from Statia to St. Kitts, where we check out the local scene, enjoy fiesta friday, ride the most beautiful train in the world, then cruise over to Nevis for some diving at Booby Island. Life is good onboard Sophisticated Lady! Help keep the dream afloat, support us on Patreon!...
LAGOON CATAMARAN SOLO SAILING- S1:E37
Bobby Solo sails the new Catamaran from St. Martin to San Juan Puerto Rico and Megan does some Pina-Colada research to find out who made the first one, The Caribe Hilton or Barrachina. Check out our new website! We need your help to keep making videos Become a Patron! Donate Via Paypal to he...
Casting the lines: LET’S DO THIS!!! ~Sailing DRENCHED Ep. 21~
It's finally time to cast the lines and set sail on our biggest mission yet! Join us as we welcome our beautiful African Grey parrot Tiki, stock up on an ungodly amount of beer, and say goodbye to St. Martin for good! We have a gorgeous sail to the neighboring island of St. Eustatius and dive r...
Caribbean Life and the Blonde Squad! ~Sailing DRENCHED ep. 20~
Join us for some island hopping and lion fish hunting, then we pick up our friends Megan and Kelly who are joining the crew for our sailing trip through the Caribbean. We do a little exploring around St. Martin, check out a really cool butterfly farm, visit the famous nude beach Orient Bay, and cre...
Sailing to Saint Martin & Flying Spinnaker / Sailing Aquarius #8
As we leave St. Barth due to upcoming storm we head to Sint Maarten (in dutch), where we anchor on the Dutch side in Great Bay. Waiting out the storm, provisioning and exploring French side of Saint-Martin. Taking off to British Virgin Islands and during 14 hours sail fly the spinnaker. Thanks so m...
St. Kitts British Virgin Islands | SMLS S4E03
Please become a Patreon! Like us on Facebook! a Order one one Aubrey's images and help us in our journey! We also have a Twitter feed for more info! Thanks so much to all of you following our voyage and especially for those supporting us on Patreon! Thanks to your support, we can keep ...
RESCUE MISSION with SSL!!! ~Sailing DRENCHED Ep. 16~
Our sailing adventure begins after new crew gets deported and we travel to St. Kitts to rescue her! Mechanical problems, evil tarpon fish, and some of the most beautiful conditions we've ever seen make this rescue mission one to remember. Want more Sailing Sophisticated Lady? Check out Rick&#...
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!
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 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 130 ~ paradise
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 including this one! Brenden's Channel: Shascha's Channel: Nate & Jordan's scuba channel "DR...
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 !!
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