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.

Showing 1-24 of 327 results
[Ep 59] We Outsmarted the Bees & Had the Island to Ourselves | Isla La Ventana, Mexico
SmoCo Sailing

[Ep 59] We Outsmarted the Bees & Had the Island to Ourselves | Isla La Ventana, Mexico

📍 Isla La Ventana, Sea of Cortez, Mexico We’re Liya, Armand, and Pinot, sailing full-time aboard Cosmo and sharing what life is really like out here…plans change, things go wrong, and somehow it always turns into a story. #sailingaroundtheworld #sailingwithdogs #sailingvideo #boatlife #sailingmex...
Haul-out day (end of a chapter) | Sailing Sitka Ep 186
Sailing Sitka

Haul-out day (end of a chapter) | Sailing Sitka Ep 186

That’s it, that’s all. We hauled out our sailboat in Linton Bay, Panama. Watching 25,000 pounds of fiberglass, rigging, wood and belongings lifted slowly from the water is a strange mix of awe and anxiety. Boats are meant to float, not hang suspended in the air, yet here she is, cradled by straps an...
[Ep 19] Tacos, Wine, & Checking Into Mexico By Boat | Ensenada, Mexico
SmoCo Sailing

[Ep 19] Tacos, Wine, & Checking Into Mexico By Boat | Ensenada, Mexico

In this episode, we officially check into Mexico by starting the paperwork process in Ensenada. We kick things off with Mexican boat insurance, then explore the colorful streets of this Baja port city discovering local seafood, a hidden wine tasting room, and loads of delicious tacos well off the to...
Sailing back to Paradise | Sailing Sitka Ep 172
Sailing Sitka

Sailing back to Paradise | Sailing Sitka Ep 172

Despite recent engine troubles, Jay and Kenna felt the pull to keep moving. With their sights set on the tropical paradise of San Blas, they set sail from Linton Bay—upwind and into the chop. Will they make it? Hit subscribe to follow the journey.
What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171
Sailing Sitka

What seems to be the problem? (Engine failure diagnostics) raw & extended | Sailing Sitka Ep 171

Jay and Kenna sail back to Linton Bay in order to get their engine in top notch after having experienced multiple failures. They spend countless hours over the course of a few days eliminating what could be the culprits while on anchor, but they won't know if they solved it until they put it to...
Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170
Sailing Sitka

Engine Failure… NOT AGAIN?! Feeling Hopeless in Rough Seas…| Sailing Sitka Ep 170

Jay and Kenna felt ready—prepared and excited to return to paradise. After a week anchored in Linton Bay, they set sail for what should have been a smooth trip back to the San Blas Islands. But that’s not how things played out.Pounding into relentless 10–14 ft seas on a lee shore, their engine faile...
Getting delivered boat parts to the edge of civilization (FAIL)  | Sailing Sitka Ep 167
Sailing Sitka

Getting delivered boat parts to the edge of civilization (FAIL) | Sailing Sitka Ep 167

While cruising through the San Blas Islands, Jay and Kenna unfortunately broke the propeller on their outboard motor. Given the remote nature of the islands, where services like Amazon Prime are unavailable, obtaining replacement parts can be challenging. However, there are local services that deliv...
[Ep 7] We Rounded Point Conception… Then the Alarms Went Off
SmoCo Sailing

[Ep 7] We Rounded Point Conception… Then the Alarms Went Off

After 5 glorious days in Avila Beach we had a good weather window to go around Point Conception and Point Arguello to get to our next destination of Santa Barbara. The two points are known as the Cape Horn of the Pacific and can get incredibly nasty for sailors so we carefully watched Windy, Predict...
Trouble in Paradise… | Sailing Sitka Ep 165
Sailing Sitka

Trouble in Paradise… | Sailing Sitka Ep 165

Jay and Kenna, along with their friends from Canada and the crew from @SailingSVBully sail their sailboat from Holandes Caye to Salaradup in the San Blas Islands. While enjoying everything that paradise has to offer, they run into some weather that makes for a chaotic situation. Thanks for watching ...
Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164
Sailing Sitka

Sailing Off-Grid in One of the World’s Last Untouched Paradises | Sailing Sitka Ep 164

In this episode, Jay and Kenna welcome aboard their friends from Canada and give them the full tropical, sailing experience by island hopping and cruising through the San Blas islands. We are sailing off-grid between sand spit islands in search for adventure, wind and good times. Check it out and su...
San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163
Sailing Sitka

San Blas at Last: A Sailors Dream Years in the Making | Sailing Sitka Ep 163

Jay and Kenna depart from Shelter Bay marina after a week straight of boat work and diagnosing problems. Finally, after stopping in Linton bay for one night, they sail to the desolate and world renowned San Blas islands. A dream come true. They've worked hard for years and the hustle has now tu...
“50 years of history GONE in a second…” | Sailing Sitka Ep 162
Sailing Sitka

“50 years of history GONE in a second…” | Sailing Sitka Ep 162

Jay and Kenna are in Shelter Bay Marina, fixing some minor and major problems they've encountered while transiting the Panama Canal, on top of that they do some routine and periodic maintenance to make sure their 50 year old sailboat is ready to sail her way toward the desolate and world-renown...
[Ep 3] We Moved Onto a 43 Foot Sailboat!
SmoCo Sailing

[Ep 3] We Moved Onto a 43 Foot Sailboat!

In this episode we flashback to 2023 when we sold all of our furniture (and more) and moved from our 2 bedroom apartment onto our 43 ft sailboat. This was a hectic month with Liya still recovering from ankle surgery, both of us working full-time, traveling for work, and doing military reserve duty p...
[Ep 1] Buying a Sailboat: Will We Sail Away or Sink Deep Into Regret?
SmoCo Sailing

[Ep 1] Buying a Sailboat: Will We Sail Away or Sink Deep Into Regret?

We’re 2000 miles into our journey, but we’re backtracking on Youtube to give our friends and family a glimpse into how our crazy idea turned into a plan, then into reality. In this episode we flashback to purchasing the first sailboat we saw and the 200 mile sail to bring her home to Monterey where ...
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.
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...
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...
Realities of sailing no one wants to talk about | Sailing Sitka Ep 147
Sailing Sitka

Realities of sailing no one wants to talk about | Sailing Sitka Ep 147

In this episode of sailing sitka, we escape the wet and wild anchorage of Playa Del Coco to sail to a much more secluded and calm bay here in Costa Rica. We discuss the truths behind boat life and just how difficult the sailing lifestyle can be at times... subscribe if you agree and let us know some...
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...
Can we escape this rolley hell? | Sailing Sitka Ep 145
Sailing Sitka

Can we escape this rolley hell? | Sailing Sitka Ep 145

In this episode of sailing sitka, we are anchored in San Jaun Del Sur, the southernmost port in Nicaragua. As much as this anchorage was suggested by multiple friends, it turned out to be the second rolliest anchorage we've ever experienced on the pacific coast. In order to sail to Costa Rica w...
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...
We sailed to Nicaragua to do THIS! | Sailing Sitka Ep 143
Sailing Sitka

We sailed to Nicaragua to do THIS! | Sailing Sitka Ep 143

In this episode of Sailing Sitka, we sailed to Nicaragua and start exploring this beautiful but tiny country. There isn't many sailing channels covering Nicaragua on Youtube so were happy to announce and share with you this episode containing everything you need to know about this luscious coun...
Dodging lightning squalls on our sail to Nicaragua (extended cut) | Sailing Sitka Ep 142
Sailing Sitka

Dodging lightning squalls on our sail to Nicaragua (extended cut) | Sailing Sitka Ep 142

We are happy to share with you our 360 nm passage from Chiapas, Mexico to Puesta Del Sol, Nicaragua. Finally, after 2 seasons of sailing Mexico, we have checked out and hit the seas to sail south to a new country, but not without dodging some weather while on the way. Thank you for watching and if y...
WeBoating
Logo
Shopping cart