Watch Sailing & Boating Adventures Around the World tagged “Sailors” – Page 3 of 72

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Showing 49-72 of 1714 results
SSL733 ~ this BOAT design is GENIUS !!
Captain Rick Moore

SSL733 ~ this BOAT design is GENIUS !!

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
Engine Nightmare, Breakages & Bad Luck Continues… Panama Canal Day 2 | Sailing Sitka Ep 160
Sailing Sitka

Engine Nightmare, Breakages & Bad Luck Continues… Panama Canal Day 2 | Sailing Sitka Ep 160

Panama Canal Day 2: Engine nightmare & bad luck continues, Atlantic awaits... In this episode jay and Kenna (along with @SailingSVBully ) continue their unexpected adventure through the Panama Canal with their unreliable engine. Their troubles aren't d...
Boat Life ⛵ She needs to Catch her Own Food! 🐟 Ep. 137
Sailing SV CUBA

Boat Life ⛵ She needs to Catch her Own Food! 🐟 Ep. 137

This is what boat life is all about! In this episode you get to see the real life of sailing around the world and how we live full time and living off-grid We're sailing around the world, and with your support, we will fund better cameras, the internet to...
In search of The Last True Sailors of the Caribbean | Epic Journey (E.136)
Sailing SV CUBA

In search of The Last True Sailors of the Caribbean | Epic Journey (E.136)

Join us on an epic journey across the Caribbean as we track down the last true sailors—masters of the sea, tradition, and adventure. Don't miss. Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, trav...
🌊 Living the Ocean Nomad Life – Discovering a Hidden Island Paradise! 🏝️✨ E.135
Sailing SV CUBA

🌊 Living the Ocean Nomad Life – Discovering a Hidden Island Paradise! 🏝️✨ E.135

Join me on an epic adventure as I embrace the ocean nomad life, sailing to a hidden island paradise! 🏝️🌊 Crystal-clear waters, untouched beauty, and pure freedom. Let’s explore! 🚤✨ Follow us every week in our real life sailing adventure, as...
Final prep & nerves before our Panama Canal transit (real talk and costs $) | Sailing Sitka Ep 158
Sailing Sitka

Final prep & nerves before our Panama Canal transit (real talk and costs $) | Sailing Sitka Ep 158

Jay and Kenna share some real thoughts and info as they prepare to transit the Panama Canal from the pacific to the Atlantic. But not before they enjoy some time enjoying the city life in Casco Viejo. Thanks for watching and subscribe if you enjoy. Stay tu...
SSL732 ~ SNEAK PEAK..
Captain Rick Moore

SSL732 ~ SNEAK PEAK..

Hey Everyone! We've been busy sailing and having a lot of fun with new friends these past couple weeks, including new sailing kids that Ricci has been loving hanging out with! I just shot some new aerials at some of our locations as I've been having tons...
We Sailed to the Most Unexplored Island in the Caribbean – THE WILD QUEEN 🌋🩵E.134
Sailing SV CUBA

We Sailed to the Most Unexplored Island in the Caribbean – THE WILD QUEEN 🌋🩵E.134

Secure your privacy with Surfshark! Go to http://www.surfshark.com/sailingsv for an extra 4 months Follow us every week in our real life sailing adventure, as we live off grid, sail from place to place, travel from country to country discovering new adven...
Our last sail on the Pacific Ocean | Sailing Sitka Ep 157
Sailing Sitka

Our last sail on the Pacific Ocean | Sailing Sitka Ep 157

Jay and Kenna embark on a 3 day passage sailing from the tiny village of Bahia Honda to the concrete jungle of Panama City. This sail happens to be their last in the Pacific Ocean as they get ready to cross the Panama Canal into Atlantic waters. Thank you ...
SSL731 ~ Life is like a box of Chocolates..
Captain Rick Moore

SSL731 ~ Life is like a box of Chocolates..

In this episode we take you for a wild ride as we start with a beautiful tallship anchored in our backyard, then venture on a daring dinghy ride far into a jungle river with some new sailing friends we met recently! After that we'll go back to our friends...
SSL730 ~ SPECIAL ANNOUNCEMENT
Captain Rick Moore

SSL730 ~ SPECIAL ANNOUNCEMENT

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
Sailing to a remote, timeless village on Panama’s pacific coast | Sailing Sitka Ep 156
Sailing Sitka

Sailing to a remote, timeless village on Panama’s pacific coast | Sailing Sitka Ep 156

Jay and Kenna sail further into Panamanian waters only to discover a hidden gem of a village which was completely stuck in time. Join us on this special 3 year anniversary episode as we sail to Bahia Honda on Panama's pacific coast and learn to live slowly...
SSL729 ~ Looking for TROUBLE..
Captain Rick Moore

SSL729 ~ Looking for TROUBLE..

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
Unexpected Challenges of Living on a Boat😝E.133
Sailing SV CUBA

Unexpected Challenges of Living on a Boat😝E.133

Living on a boat can be idyllic, but it also comes with unexpected challenges. This video explores some surprising hurdles faced by those who choose to live life on the water. Follow us every week in our real life sailing adventure, as we live off grid, s...
Sailing to Panama | Sailing Sitka Ep 155
Sailing Sitka

Sailing to Panama | Sailing Sitka Ep 155

In this video of sailing sitka, jay and Kenna sail to their first port in Panama from Golfito, Costa Rica. They anchor in front of a desolate little island consisting of nothing but tall standing palm trees and white sandy beaches. Thanks for watching and ...
Boat Life in Caribbean Islands🏄‍♀️ She’s Having All The FUN! 🤪 E.132
Sailing SV CUBA

Boat Life in Caribbean Islands🏄‍♀️ She’s Having All The FUN! 🤪 E.132

Join us for the epic final episode on this stunning island! From crazy boat life fun to unexpected blasts, we end the adventure with a bang! Don’t miss it!" Ps: I think she is having all the fun... Follow us every week in our real life sailing adventure...
The real ups and downs of budget cruising | Sailing Sitka Ep 152
Sailing Sitka

The real ups and downs of budget cruising | Sailing Sitka Ep 152

Jay and Kenna sailed off from Victoria BC, Canada two years ago and have been sailing south ever since. Now, in the luscious lands of Costa Rica, they experience both the highs and lows that come with sailing and cruising offshore.Thank you for watching an...
I Messed Up! The Friendly Island – E.131 ⛵  Sailing SV CUBA
Sailing SV CUBA

I Messed Up! The Friendly Island – E.131 ⛵ Sailing SV CUBA

I messed up and if I could turn back time I would! Wonder what real life aboard a 46ft sailboat feels like? Here is how we live Off Grid on the Ocean and travel. We give you an insight into our daily life adventures aboard our sailboat. This week we are ...
SSL728 ~ my new favorite ride for 2025..
Captain Rick Moore

SSL728 ~ my new favorite ride for 2025..

Thanks so much to AG1 for sponsoring today's video! If you guys want to try AG1 for yourselves and see what benefits you may find, use my link https://www.drinkag1.com/captrickmoore or scan the QR code to subscribe and save $20 off your first subscription...
Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151
Sailing Sitka

Cruising Costa Rica on a 41′ Sailboat | Sailing Sitka Ep 151

In this episode of Sailing Sitka, Kenna and Jay sail from Bahía Ballena to Quepos on the pacific coast of Costa Rica.
SSL727 ~ Dealing with LIGHTNING DAMAGE
Captain Rick Moore

SSL727 ~ Dealing with LIGHTNING DAMAGE

Join our Patreon and join our Team SSL Crew! http://www.patreon.com/SailingSophisticatedLady Come and join us realtime at: http://www.facebook.com/groups/SSLBackstage http://www.instagram.com/SailingSophisticatedLady To all those contributing to our ne...
THIS is why we sail offshore. | Sailing Sitka Ep 150
Sailing Sitka

THIS is why we sail offshore. | Sailing Sitka Ep 150

In this episode of sailing sitka, we sailed to Bahía Ballena here on the pacific side of Costa Rica. After some squally and rough seas, we were more than grateful to be anchored in such a postcard worthy anchorage. It really puts it into perspective exact...
SSL726 ~ I messed up BIG TIME
Captain Rick Moore

SSL726 ~ I messed up BIG TIME

Happy New Year everyone! Hope you all enjoyed a great holiday season, and best wishes to all for 2025.. this video is all about our adventures during the holidays, enjoy! Cheers, Captain Rick, Maddy, and Ricci Join our Patreon and join our Team SSL Crew!...
DEFENDING OURSELVES AGAINST PIRATES… (Episode 294)
Sailing Parlay Revival

DEFENDING OURSELVES AGAINST PIRATES… (Episode 294)

In this episode, we leave the safety of Vanuatu to sail through the Solomon Islands, towards Papua New Guinea. With some recent incidents of piracy in the area, we have to sail with precaution and defend ourselves against pirates, and be very careful if an...
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