Watch Sailing & Boating Adventures Around the World

We Came for San Blas… and Ended Up in a Rescue | Life at Anchor

We came to San Blas for calm anchorages and good company — but one ordinary day quickly turned into a rescue. This is what life at anchor really looks like in the San Blas Islands. After a month moving along Panama’s Atlantic coast, we finally settle into life at anchor in the San Blas Islands. Fr...

Dec 23, 2025
Language: EN
Play Time: 00:11:47

We Finally Made it the San Blas “Swimming Pool”

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. In this episode aboard Sailing Big Lost, we finally trade the noseeums of Snug Harbor for sunshine, clear water, and one of the most iconic...

Dec 09, 2025
Language: EN
Play Time: 00:41:18

Sailing Cartagena to Panama (Rosario Islands Stop!)

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. After a month in Colombia—soaking in the historic charm of Cartagena and cooling off in the lush mountains of Minca—we finally had the boat...

Nov 18, 2025
Language: EN
Play Time: 00:36:04

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 of chaos. The truth is, common sense isn’t so ...

Aug 10, 2025
Language: EN
Play Time: 00:19:46

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 Sitka—in the middle of an active criminal investigat...

Aug 03, 2025
Language: EN
Play Time: 00:17:27

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 finally tracked down the culprit. It’s be...

Jul 06, 2025
Language: EN
Play Time: 00:15:52

The Man who built a 75ft Wooden Catamaran and Sailed the World | Sailing Sitka Ep 168

Jay and Kenna along with their pal Derek @ontongjava5441 the man who built a 75ft wooden catamaran on a beach with his own bare hands! He shared with us some stories, details on his boat, lessons learnt and favourite place in the world! Apart from that memorable encounter, Jay and Kenna sailed to L...

May 18, 2025
Language: EN
Play Time: 00:19:16

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 ...

Apr 27, 2025
Language: EN
Play Time: 00:17:13

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...

Apr 20, 2025
Language: EN
Play Time: 00:18:35

VAN vs BOAT: 7 Reasons BOATLIFE Is Too Hard For You

Is Vanlife better than Boatlife? Go to for 4 extra months of Surfshark I love Boatlife, but Vanlife was my 1st love. But which one's actually better? We compare our Vanlife roadtrip across America to a Boatlife passage we did to the San Blas Islands. Vanlife crushes it in most of the categori...

Feb 19, 2025
Language: EN
Play Time: 00:21:08

Crossing the Pacific and STOPPING in GALAPAGOS – Is it WORTH IT? Ep 57

We've been checking out the beautiful islands of Galapagos. But now, our looming Pacific crossing is taking up most of our time and attention. We are refueling, provisioning, cleaning the hull, and trying to fix what's broken. Stick around to the end of our video to see the answer of i...

Dec 29, 2024
Language: EN
Play Time: 00:36:04

Starting to Wonder if It’s Worth the EXPENSE – SAILING the GALAPAGOS ISLANDS Ep 56

We have jumped through all the hoops and have officially made it to the beautiful Galápagos Islands! We leave San Cristobal and all the sea lions behind and make our way to Floreana then eventually back to Santa Cruz. Thank you for watching and subscribing! To God be the GLORY! All music provided...

Dec 22, 2024
Language: EN
Play Time: 00:26:39

INTRUDER on the BOAT in GALAPAGOS – Sailing FAMILY – SAILING AROUND THE WORLD – 🎥 Episode 55

We have jumped through all the hoops and have officially made it to the beautiful Galápagos Islands! We check out Santa Cruz and sail over to San Cristobal where we get close and have some interesting interactions with the sea lions. Thank you for watching and subscribing! To God be the GLORY! ...

Dec 15, 2024
Language: EN
Play Time: 00:25:42

REALITY of crossing the PANAMA CANAL on our SAILBOAT – SAILING FAMILY with SAILDRIVE FAILURE! (51)

It's our canal transit day and we are hoping to make it to the Pacific Ocean! We have to grab our line handlers and our advisor and make it through - but it's not without some steerage issues! Did we lose our propeller, we have no idea. We are trying to make it across Gatun Lake as quic...

Nov 17, 2024
Language: EN
Play Time: 00:15:21

Salt & Tar: Ep.279- Embrace the Journey

It's not always easy to embrace the journey when the destination is so seductive. Sailing has taught me to slow down and enjoy the here and now. Currently, now that we're in the tropics, I don't care where the boat's going just that I'm on it! Thanks for watching! p.s. I t...

Mar 08, 2024
Language: EN
Play Time: 00:21:20

Ep. 454 Eating the genitalia of a #$&*#$. Who would do that? She must be crazy !

CHARTERS ON THE CATAMARAN "TOO SHORT" with Deren and Crystal You will have a blast on a charter with these 2 great people. I had the pleasure of being with them for many weeks and out of all the people I have met on my adventures they are 2 of the very few people that I have truly clicked ...

Dec 08, 2023
Language: EN
Play Time: 00:14:07