Watch Sailing & Boating Adventures Around the World tagged “Sailing panama”

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 142 results
Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185
Sailing Sitka

Haul Out Prep on Panama’s Caribbean Coast (the countdown is on) | Sailing Sitka Ep 185

As Jay and Kenna spend their final week at anchor in Linton Bay, Panama, they prepare their Cheoy Lee Offshore 41’ for life on the hard. It’s never easy saying goodbye to this chapter—long days of work, tough decisions, and the bittersweet feeling of...
We spent thousands on this upgrade! | Sailing Sitka Ep 183
Sailing Sitka

We spent thousands on this upgrade! | Sailing Sitka Ep 183

Jay and Kenna are anchored in Linton Bay on Panama’s mainland, waiting for their haul-out date. In the meantime, they’re busy organizing, decluttering, and giving their boat a deep clean before leaving it for six months. During the process, they also p...
Our last sail | Sailing Sitka Ep 182
Sailing Sitka

Our last sail | Sailing Sitka Ep 182

After two unforgettable months in paradise, Jay and Kenna lift anchor and set sail on a short 9-hour passage from Chicheme to Linton on Panama’s mainland. Along the way, they take in every last moment of beauty that this sailing lifestyle has to offer. B...
From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180
Sailing Sitka

From Dreamy Anchorage to Pirate Drama | Sailing Sitka Ep 180

Jay and Kenna were about a week into a postcard-worthy anchorage—spending their days lounging on the beach, sipping cocktails, surrounded by friends and fellow sailors, soaking up the beauty of the sailing lifestyle. But with all that beauty comes a bit ...
Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179
Sailing Sitka

Sailing Into Trouble: The Day Our Anchorage Was a Crime Scene | Sailing Sitka Ep 179

Jay and Kenna lift the hook and set sail from Green Island toward the stunning Holadaze Cayes, one of the most picture-perfect anchorages in all of the San Blas Islands. But just when we thought we’d found paradise, we suddenly found ourselves—and Sitk...
We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178
Sailing Sitka

We haven’t stepped foot on land in a week! (and heres why) | Sailing Sitka Ep 178

Jay and Kenna have been off the grid, not setting foot on land for over a week while sailing through the San Blas Islands. While anchored at Green Island, they took it slow to ride out some intense winds. With no working outboard and a less-than-reliable p...
3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175
Sailing Sitka

3 Years Offshore Cruising: Here’s What We Really Think (raw update) | Sailing Sitka Ep 175

Jay and Kenna are currently anchored in the beautiful San Blas Islands, soaking in the cruising lifestyle — though, as always, the highs come with their fair share of lows. After weeks of battling persistent engine troubles, this week they think they've ...
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...
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 ...
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. ...
“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 w...
Why our engine FAILED while transiting the Panama Canal | Sailing Sitka Ep 161
Sailing Sitka

Why our engine FAILED while transiting the Panama Canal | Sailing Sitka Ep 161

Jay and Kenna are now tied along a dock in Shelter Bay marina after undergoing two of the most stressful days of their lives. While transiting the Panama Canal, their Yammer 56 engine failed several times in the worst possible scenarios. Surprised they eve...
A Month of Living on our Boat in the Tropical Paradise of Bocas Del Toro, Panama!
Tula's Endless Summer

A Month of Living on our Boat in the Tropical Paradise of Bocas Del Toro, Panama!

We have been living on our boat in Bocas Del Torro, Panama and try to take full advantage of everything Bocas has to offer including surf, 4x4 through the jungle, jungle walks with monkeys, sloths, and red frogs, and we even get a nighttime visitor on our ...
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...
Panama Canal Nightmare: Engine Failure, No Sails, Will we make it through? | Sailing Sitka Ep 159
Sailing Sitka

Panama Canal Nightmare: Engine Failure, No Sails, Will we make it through? | Sailing Sitka Ep 159

Engine Failure in the Panama Canal: Will we make it or get Fined? In the very exciting episode of Sailing Sitka, Jay and Kenna ( along with their pals @SailingSVBully ) embark on their most stressful journey yet. The Panama Canal is an emotional strain alr...
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 ...
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...
LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea
Holly and Ray

LAND HO! ⛵️ Arriving in Panama After 9 Days at Sea

After a week of relatively good sailing from Saint Martin, the wind became finicky, and we were forced to motor the rest of the way to Panama. We were disappointed but made the best of it by enjoying the sunshine and taking advantage of the extra power fro...
Racing the Big Boys; Delos & Parlay Revival! #calicoskiessailing#svdelos#parley revival
Calico Skies Sailing

Racing the Big Boys; Delos & Parlay Revival! #calicoskiessailing#svdelos#parley revival

Join us in the San Blas as Race in heavy ocean swell against a 53ft Monohull named Delos, and a 45ft Cat called Parlay Revival. Who will win??! Full Episode here: https://youtu.be/YzZ97-PrSa8
Transiting the Panama Canal by Sailboat in 10 HOURS!! |  Harbors Unknown Ep. 97
Harbors Unknown

Transiting the Panama Canal by Sailboat in 10 HOURS!! | Harbors Unknown Ep. 97

Join our voyage sailing across the Pacific Ocean with LIVE tracking and REAL TIME updates! https://patreon.com/harborsunknown Transiting the Panama Canal by Sailboat in 10 HOURS!! | Harbors Unknown Ep. 97 Today we are transiting the Panama Canal and mot...
Epic FINAL SAILING ADVENTURE: Saying Goodbye to the Caribbean | Harbors Unknown Ep. 96
Harbors Unknown

Epic FINAL SAILING ADVENTURE: Saying Goodbye to the Caribbean | Harbors Unknown Ep. 96

Check out the awesome sailing race in Key West with Bob: https://youtu.be/vt6HGRHcm6Y Join our voyage sailing across the Pacific Ocean with LIVE tracking and REAL TIME updates! https://patreon.com/harborsunknown Epic FINAL SAILING ADVENTURE: Saying Goodb...
From DREAMING to DOING: Our First Baby Step Towards SAILING THE PACIFIC! | Harbors Unknown Ep. 94
Harbors Unknown

From DREAMING to DOING: Our First Baby Step Towards SAILING THE PACIFIC! | Harbors Unknown Ep. 94

From DREAMING to DOING: Our First Baby Step Towards SAILING THE PACIFIC! | Harbors Unknown Ep. 94 Have you seen how we got started? https://youtu.be/2ha2ZlXOSPI A huge thank you to our Patrons, we are so grateful for your support! If you’d like addition...
SHOTS FIRED 💥😱  Taking Cover in our Catamaran | Harbors Unknown Ep. 93
Harbors Unknown

SHOTS FIRED 💥😱 Taking Cover in our Catamaran | Harbors Unknown Ep. 93

SHOTS FIRED at Our Anchorage in the Jungle | Harbors Unknown Ep. 93 Have you seen our favorite Panama video? https://youtu.be/VdZq70SeHXA A huge thank you to our Patrons, we are so grateful for your support! If you’d like additional content & real t...
Epic water experiences, one click away.

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart