Watch Sailing & Boating Adventures Around the World – Page 3 of 19

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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SSL730 ~ SPECIAL ANNOUNCEMENT
Captain Rick Moore

SSL730 ~ SPECIAL ANNOUNCEMENT

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
SSL729 ~ Looking for TROUBLE..
Captain Rick Moore

SSL729 ~ Looking for TROUBLE..

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
Getting tattooed on a classic sailboat in Costa Rica | Sailing Sitka Ep 154
Sailing Sitka

Getting tattooed on a classic sailboat in Costa Rica | Sailing Sitka Ep 154

Jay and Kenna have sailed their 41 foot sailboat from Canada to Costa Rica of the period of 2 years. Such an adventure does not come without obstacles including trial and errors. During their travels in Central America, they also met a fellow offshore sailor who happened to be a tattoo artist and on...
Journey to the most protected bay in Costa Rica | Sailing Sitka Ep 153
Sailing Sitka

Journey to the most protected bay in Costa Rica | Sailing Sitka Ep 153

In this episode of Sailing Sitka, Jay and Kenna sail the squally and sloppy seas from Quepos to Golfito, down the pacific costa of Costa Rica. After having numerous encounters with rolley anchorages, we finally make landfall in a bay that is often mistaken for a lake, thats how protected it is. Some...
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 and subscribe if you enjoy!
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 or scan the QR code to subscribe and save $20 off your first subscription of AG1! For more details on my awesome Engwe X26 Fat-tire Ebike, visit the ...
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! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
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 exactly why sailors sail offshore... to arrive and...
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! Come and join us realtime at: To all...
A fast and rough passage to paradise | Sailing Sitka Ep 149
Sailing Sitka

A fast and rough passage to paradise | Sailing Sitka Ep 149

In this episode of sailing sitka, we leave Mata De Cana anchorage in Bahia Culebra to sail 125 NM to Bahia Ballena, here in Costa Rica. On this passage we expeirence wet squalls followed by wind gusts allowing our 1976 Cheoylee sailboat to surf down waves at 10 knots. This nauseating one-night sail ...
Getting our boat ready for our next offshore passage in Costa Rica! Sailing Sitka Ep 148
Sailing Sitka

Getting our boat ready for our next offshore passage in Costa Rica! Sailing Sitka Ep 148

On this episode of Sailing Sitka, we get our Cheoylee sailboat offshore ready by provisioning fr food, water, fuel and some extra fixings by making do with what we got. This is the reality of cruising sometimes and making sure your boat is ready to hit the high seas. Subscribe to join the journey an...
SSL725 ~ Good, Bad or Ugly..  – answering YOUR Questions.
Captain Rick Moore

SSL725 ~ Good, Bad or Ugly.. – answering YOUR Questions.

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
SSL724 ~ So I tried something different…
Captain Rick Moore

SSL724 ~ So I tried something different…

Thanks for watching everyone, you know we appreciate it.. see you in the next episode! Find information on the Hiboy Max Pro electric scooter at: Use promo code "RMMPRO" at checkout if you decide you'd like to purchase. Join our Patreon and join our Team SSL Crew! Come and join us...
SSL723 ~ is this a GOOD thing, or BAD..?
Captain Rick Moore

SSL723 ~ is this a GOOD thing, or BAD..?

We are really enjoying our time at Red Frog Beach Club and Marina, and today we spend lots of time exploring the property, all while testing out a couple new video devices, including the new RayBan META camera glasses, and a new DJI OM6 handheld gimbal for my iPhone 15 Pro Max.. which is what this v...
Feeling the wrath of Mother Nature: Can we catch a break? | Sailing Sitka Ep 146
Sailing Sitka

Feeling the wrath of Mother Nature: Can we catch a break? | Sailing Sitka Ep 146

In this episode of Sailing Sitka, we can't seem to catch a break when it comes to anchorages or the forecast of Central America. We sail to Playa Del Coco to officially check into the beautiful country of Costa Rica, which was a long but free process. Coco's left a mark on us but not one I...
SSL722 ~ a change of plan…
Captain Rick Moore

SSL722 ~ a change of plan…

Yes, we've certainly made a change of plan in switching from our previous electric dinghy, to a new Highfield Sport 390 with a 60Hp Suzuki outboard motor for propulsion... can you tell we're in the mood for some fun..? Stick around, because plenty of that coming now! :) Thanks as always...
SSL721 ~ We had to RUN AWAY.. Part 2
Captain Rick Moore

SSL721 ~ We had to RUN AWAY.. Part 2

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
Sailing Central America | Sailing Sitka Ep 144
Sailing Sitka

Sailing Central America | Sailing Sitka Ep 144

In this episode, we sail from Marina Puesta Del Sol at the northern tip of Nicaragua to San Juan Del Sur at the southern point of Nicaragua. During this sail we got to fly our drone, have visitors, sail with continuous wind and experience the crazy/wet squalls that Central America has to offer. Than...
SSL720 ~ We had to run away…
Captain Rick Moore

SSL720 ~ We had to run away…

To our American friends that are watching in real time.. HAPPY THANKSGIVING! Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
3-Month Wait Over: Lithium Power for Our Catamaran!
Sailing Big Lost

3-Month Wait Over: Lithium Power for Our Catamaran!

Six Victron lithium batteries arrive in Río Dulce for the catamaran Big Lost, triggering an electrical refit, plumbing sensor fixes, and rainy weather delays before heading for Utila.
SSL719 ~ ENGINE FIRE !!
Captain Rick Moore

SSL719 ~ ENGINE FIRE !!

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
SSL718 ~ Captain’s Update
Captain Rick Moore

SSL718 ~ Captain’s Update

Join our Patreon and join our Team SSL Crew! Come and join us realtime at: To all those contributing to our next adventures, Thank-You so much! SSL Video Collections on Vimeo!
Stuck in the Río Dulce, Dreaming of Ocean Adventures!
Sailing Big Lost

Stuck in the Río Dulce, Dreaming of Ocean Adventures!

Waiting out hurricane season in Río Dulce, Guatemala, Sailing Big Lost tackles masthead repairs, recaulks leaky windows, and celebrates an 11th birthday before a cruiser life raft drill.
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