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.
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Sailing to Santa Rosalia | Sailing Avocet
Join us on our sail from Puerto Refugio to Santa Rosalia, where things got a tad sporty on the water! Luckily, Avocet handed it like a champ as we sailed wing on wing and surfed down waves in front of @KesselUnderway Don't miss out on upcoming sailing adventures, DIY stories, and equipment re...
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
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
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...
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 even made it all the way through, they now can ...
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 subscribe if you do!
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!
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.
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
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...
Repairing our damaged masts… (+ splash day) | Sailing Sitka Ep 140
In this episode of sailing sitka, we take the time to repair our damaged sitka spruce masts from some very destructive holes created by woodpeckers here in Chiapas, Mexico. We are so happy to be splashed and back in the marina, floating for the first time in 6 months. Now lets get cracking on the bo...
We have holes in our masts! Inspecting woodpecker damage… | Sailing Sitka Ep 139
On this episode of sailing Sitka, we tackle day 2 and 3 in the boat yard here in Chiapas, Mexico. During this time we start diving into our biggest worry yet. While we were away for off season, we got notified that a woodpecker (or more) were attacking our sitka spruce masts and pecking very damagin...
WE’RE BACK! Day 1 of Season 3! (Chiapas, Mexico) | Sailing Sitka Ep 138
WE"RE BACK and better than ever! Welcome to season 3 of sailing sitka! After 6 months of off season, working away at saving money for our cruising lifestyle, we have finally returned to Sitka here in Chiapas, Mexico. In this episode, we start plugging away at getting our sailboat in ship-shape....
3 days of RAW boat life at sea. | Sailing Sitka Ep 129
3 days of raw boat life footage while sailing at sea. In this episode of sailing sitka, we sail 190 NM from Ensenada Carrizal to Zihuatanejo and show what it is like to spend numerous days sailing offshore the pacific coast of Mexico.
The epitome of cruising! (Ensenada Carrizal) | Sailing Sitka Ep 128
Join the adventures of Jay and Kenna as they uncover the beauty of Ensenada Carrizal, a secluded gem in Mexico. Watch now and experience the stunning snorkeling spots, their journey to Sail 190 nautical miles to Zano, and gain valuable sailing tips from these seasoned cruisers.
We sailed HERE to explore a 300ft SHIPWRECK | Sailing Sitka Ep 127
In this captivating episode of Sailing Sitka, hosts Jay and Kenna share their thrilling adventure exploring a massive 300ft sunken cargo ship near Santiago Bay, Mexico. Discovering remnants from the historic 1959-wrecked San Luiso, they witness how it now stands as an intriguing underwater world tee...
“A shocking sight to sail by…” | Sailing Sitka Ep 126
Sailing Sitka Episode 126: Leaving Barra Manzano & Exploring Shipwrecks - Join Canadian couple Jay and Kenna as they depart from Barra Manzano, Mexico after two weeks spent making new friends, partying, and eating great food. Setting sail for Manzano, 27 nautical miles away, they encounter a sho...
Cruising down the Pacific Coast of Mexico on our Sailboat | Sailing Sitka Ep 124
Join young Canadians, Jay and Kenna from Sailing Sitka, as they set off for an adventure sailing through Mexico's stunning Pacific Coast aboard their boat. Dive into their remarkable experiences navigating water-filled challenges, finding a rare milk source, indulging in exotic roadside drinks,...
This is the FURTHEST SOUTH we’ve sailed so far! | Sailing Sitka Ep 121
In this episode, Jay and Kenna from Sailing Sitka share their experience sailing further south than ever before, encountering challenges and joys along the way. Tune in to learn about their latest adventure!
THIS is what makes cruising worth it! | Sailing Sitka Ep 120
Join Canadian couple Jay and Kenna in Season 2 of Sailing Sitka as they venture further south with Sitka from Victoria BC, Canada exploring Mexico on their sailboat journey. Witness boat repairs, meet cruisers at the anchorages, and learn valuable lessons about sailing maintenance and community. Lea...
Sporty Sailing on an Offshore Passage | Sailing Sitka Ep 119
Join Jay and Kenna of Sailing Sitka as they navigate a sporty offshore sailing passage from Los Morros on the Baja side of Mexico to Lac Cruz on the mainland, crossing the Sea of Cortez. Witness their highs and lows while at sea, learning valuable lessons about adjusting sails or course according to...
Crossing the Sea (350NM) Pt. 1 | Sailing Sitka Ep 118
Jay and Kenna from Sailing Sitka share their epic 350 NM sea journey from Los Morros to La Cruz, Mexico in Season 2 Episode 118. Join them on this offshore sailing adventure with special guest Warren as they navigate the challenges and excitement of crossing the open ocean.
Passage Mode Activated! Leg 1 of our longest SAIL of the Season. | Sailing Sitka Ep 117
Discover the journey of sailing the Sea of Cortez with Sailing Sitka as they cross from La Paz to mainland Mexico, facing autopilot issues and embracing life at sea with friends.