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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UNION ISLAND – A DEFUNCT MARINA, PERFECT ANCHORAGES, FUN FOOD AND HAPPY ISLAND
Sailing PILAR - Blue Dot Voyages

UNION ISLAND – A DEFUNCT MARINA, PERFECT ANCHORAGES, FUN FOOD AND HAPPY ISLAND

#catamaransailing #leopard48catamaran #sailing #unionisland #grenadines Union Island we feel has everything a sailing cruiser needs. From airport to taxis, food, peaceful bays, towns worth walking in and more. We left Mayreau Island for the short 4 mile sail to Union Island, eager for more great...
What Makes This Island So HAPPY??!🤗
Tula's Endless Summer

What Makes This Island So HAPPY??!🤗

Happy Island is known as a must-stop in the Grenadines! Lucky for us it was just a dinghy ride away from our anchorage at Frigate island. This video also includes some walking and hiking on some awesome paths! Do you want your very own Tula gear? Check out The Tula Shop! - Want a first look at...
Sailing the Grenadines and Tobago Cays
WE|Sail

Sailing the Grenadines and Tobago Cays

The beautiful journey continues... WE have left Grenada and are heading north towards St. Vincent and the Grenadines. It feels good to move on to the other islands and stretch our our boats "sea legs." Happy to be on the move and excited to see what the Grenadines has to offer and man does...
SSL 292 ~ last days…
Captain Rick Moore

SSL 292 ~ last days…

For real-time SSL updates, follow us on Instagram at: Join Team SSL on Patreon at: Want info about our drones? Contact our friend Frank at: Interested in learning some new sailing skills? New Vimeo on Demand Channel with extended versions of select SSL Videos! Like the videos and want to ...
SSL 55 ~ DODGING HURRICANE MATTHEW 5 ~ CRASHING HAPPY ISLAND, Grenadines!
Captain Rick Moore

SSL 55 ~ DODGING HURRICANE MATTHEW 5 ~ CRASHING HAPPY ISLAND, Grenadines!

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...
CARIBBEAN Sailing – The Perfect Day of Sailing w/all Girl Crew, Diving & Fishing! – Part 5 of 5
Captain Rick Moore

CARIBBEAN Sailing – The Perfect Day of Sailing w/all Girl Crew, Diving & Fishing! – Part 5 of 5

Our MOST POPULAR VIDEO of all time... "The Perfect Day of Sailing in the Caribbean" with all-girl crew, is being relaunched in a new 5-part playlist series for 2014! You'll find extended scenes, previously deleted scenes, and new scenes.. and just as you loved the original, with noth...
CARIBBEAN Sailing – The Perfect Day of Sailing w/all Girl Crew, in the Grenadines – Part 3 of 5
Captain Rick Moore

CARIBBEAN Sailing – The Perfect Day of Sailing w/all Girl Crew, in the Grenadines – Part 3 of 5

Our MOST POPULAR VIDEO of all time... "The Perfect Day of Sailing in the Caribbean" with all-girl crew, is being relaunched in a new 5-part playlist series for 2014! You'll find extended scenes, previously deleted scenes, and new scenes.. and just as you loved the original, with noth...
CARIBBEAN Sailing – The Perfect Day of Sailing w/all Girl Crew, in the Grenadines – Part 1 of 5
Captain Rick Moore

CARIBBEAN Sailing – The Perfect Day of Sailing w/all Girl Crew, in the Grenadines – Part 1 of 5

Our MOST POPULAR VIDEO of all time... "The Perfect Day of Sailing in the Caribbean" with all-girl crew, is being relaunched in a new 5-part playlist series for 2014! You'll find extended scenes, previously deleted scenes, and new scenes.. and just as you loved the original, with noth...
CONTEST WINNER – Trip to the Grenadines in the CARIBBEAN!! – Part 1
Captain Rick Moore

CONTEST WINNER – Trip to the Grenadines in the CARIBBEAN!! – Part 1

Some of you may remember our video sharing contest from last June... well our contest winner just left recently after enjoying her 10-day sailing adventure with us aboard 'Sophisticated Lady' in the spectacular islands of Grenada and the Grenadines here in the CARIBBEAN! Here is part-1 of...
SIRENS OF SAILING -Season1-Episode5-Grenadines, Caribbean!
Captain Rick Moore

SIRENS OF SAILING -Season1-Episode5-Grenadines, Caribbean!

We start out on Union Island on the reef at Happy Island, setting sail for the turquoise waters of the Tobago Cays in the Grenadines! We are joined by our next crewmate Natalia from Poland as she arrives by private sailboat at Mayreau... Now we have an international crew representing Canada, Polan...
VIDEO SHARING CONTEST for a 7-Day Sailing Charter in the CARIBBEAN!!
Captain Rick Moore

VIDEO SHARING CONTEST for a 7-Day Sailing Charter in the CARIBBEAN!!

This video sharing contest is for a 7-Day Sailing Charter aboard the sailing yacht 'Sophisticated Lady' in the Caribbean this fall! The charter will take place in the Grenadines Islands between the islands of Grenada and St Vincent. The charter is a Captain-Only Share-the-Sail charter, s...
SIRENS OF SAILING -Season1-Episode4-Sailing Lessons to Petit Nevis, Grenadines, Caribbean!
Captain Rick Moore

SIRENS OF SAILING -Season1-Episode4-Sailing Lessons to Petit Nevis, Grenadines, Caribbean!

The girls get their first sailing lesson today as we travel from one Grenadines Island to the next! Soon our last crewmate Natalia will arrive and we'll be setting sail for more of the Windward Islands of the Caribbean and into the Leewards. Along the way we stopped at a deserted island calle...
SIRENS OF SAILING -Season1-Episode3-Life Aboard, in Bequia, Grenadines, Caribbean!
Captain Rick Moore

SIRENS OF SAILING -Season1-Episode3-Life Aboard, in Bequia, Grenadines, Caribbean!

Register for Contests and Updates at www.AmbientRealLife.com So you always wondered what it was like living aboard a sailboat in the Caribbean? Well now is your chance! Come aboard 'Sophisticated Lady' as we arrive in St Vincent to meet our team leader Juliana as she arrives by air from...
SIRENS OF SAILING-Season1-Episode2-Sail Union Island to Bequia in Grenadines, Caribbean!
Captain Rick Moore

SIRENS OF SAILING-Season1-Episode2-Sail Union Island to Bequia in Grenadines, Caribbean!

Register for Contests and Updates at: www.AmbientRealLife.com Welcome aboard our 2nd crewmate Katie, arriving from Puerto Rico! Katie meets us in Union Island, just in time for Happy Hour drinks at Happy Island on Newlands Reef! Next day we set sail for the beautiful island of Bequia to do a bit...
SIRENS OF SAILING – Season 1-Episode 1-Sailing with Dolphins in Grenada, Caribbean!
Captain Rick Moore

SIRENS OF SAILING – Season 1-Episode 1-Sailing with Dolphins in Grenada, Caribbean!

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: -------------------------------------------------------------------------------------...
SIRENS OF SAILING – Day 5 – Grenadines, Caribbean!
Captain Rick Moore

SIRENS OF SAILING – Day 5 – Grenadines, Caribbean!

We start out on Union Island on the reef at Happy Island, setting sail for the turquoise waters of the Tobago Cays in the Grenadines! We are joined by our next crewmate Natalia from Poland as she arrives by private sailboat at Mayreau... Now we have an international crew representing Canada, Polan...
SIRENS OF SAILING – Day 3 – Life Aboard, in Bequia, Grenadines, Caribbean!
Captain Rick Moore

SIRENS OF SAILING – Day 3 – Life Aboard, in Bequia, Grenadines, Caribbean!

So you always wondered what it was like living aboard a sailboat in the Caribbean? Well now is your chance! Come aboard 'Sophisticated Lady' as we arrive in St Vincent to meet our team leader Juliana as she arrives by air from Brazil. Once onboard we ready the boat and set sail for Bequ...
SIRENS OF SAILING – Day 2 – 2nd Crew Katie Arrives in Grenadines!
Captain Rick Moore

SIRENS OF SAILING – Day 2 – 2nd Crew Katie Arrives in Grenadines!

Welcome aboard our 2nd crewmate Katie, arriving from Puerto Rico! Katie meets us in Union Island, just in time for Happy Hour drinks at Happy Island on Newlands Reef! Next day we set sail for the beautiful island of Bequia to do a bit of exploring while we wait on our team leader Juliana to arrive...
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