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 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...
Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169
Sailing Sitka

Light at the End of the Tunnel… Or Was It? | Sailing Sitka Ep 169

Jay and Kenna finally breathed a sigh of relief after securing a new propeller for their outboard—a mission that took a grueling 9-hour sail to complete. With that crucial task checked off, they took time to regroup in Linton Bay, refueling, stocking up, and tackling laundry and water runs. For a mo...
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...
Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166
Sailing Sitka

Sometimes cruising doesn’t always go according to plan… | Sailing Sitka Ep 166

Jay and Kenna navigate the harsh realities of cruising. There are both challenges and benefits to sailing and both can rock your world. From fixing broken systems, to installing new ones and reaching for the medical kits with no healthcare facilities in sight, this is all cruising. Thanks for riding...
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 as we discovery the simplicity and bea...
Sailing to Panama | Sailing Sitka Ep 155
Sailing Sitka

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!
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...
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...
Repairing our damaged masts… (+ splash day)  | Sailing Sitka Ep 140
Sailing Sitka

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 experienced the WORST anchorage on the Pacific Coast of Mexico | Sailing Sitka Ep 134
Sailing Sitka

We experienced the WORST anchorage on the Pacific Coast of Mexico | Sailing Sitka Ep 134

In this episode of Sailing Sitka, we sailed into Huatulco after a a 350 NM passage from Zihuatanejo. Exhausted, worn-out and sleep deprived, we dropped the hooked in hopes of a good nights rest before we cross the Gulf of Tehuantepec... we thought wrong.
Spending days at sea (raw, uncut, extended footage) | Sailing Sitka Ep 133
Sailing Sitka

Spending days at sea (raw, uncut, extended footage) | Sailing Sitka Ep 133

In this episode of sailing sitka, we take you through day 2 and 3 of an offshore passage at sea. Life aboard a sailing while sailing for days at a time can be either extremely boring or unintentionally eventful... we show you it all on this weeks uncut, raw and extended footage of an offshore passag...
We raced on a performance Catamaran!! (Zihuatanejo, Mexico) | Sailing Sitka Ep 130
Sailing Sitka

We raced on a performance Catamaran!! (Zihuatanejo, Mexico) | Sailing Sitka Ep 130

In this episode of Sailing Sitka, we got invited to race on our friends performance catamaran in Zihuatanejo's 2024 sailfest! As cruisers who sail full time on their 1976 heavy-displayed monohull, it was very interesting to notice the differences and experience such a fast and newer boat! Thank...
We sailed HERE to explore a 300ft SHIPWRECK | Sailing Sitka Ep 127
Sailing Sitka

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

“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
Sailing Sitka

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,...
We sailed HERE and got STUCK in the jungle! | Sailing Sitka Ep 123
Sailing Sitka

We sailed HERE and got STUCK in the jungle! | Sailing Sitka Ep 123

Jay and Kenna from Sailing Sitka continue their sailing journey, heading 25 miles south to Baja Tenacatita. They face obstacles like shallow waters and unexpected challenges while navigating a jungle mangrove.
“Now THIS is the life!” (Punta Perula, Mexico) | Sailing Sitka Ep 122
Sailing Sitka

“Now THIS is the life!” (Punta Perula, Mexico) | Sailing Sitka Ep 122

Join Jay and Kenna of Sailing Sitka in episode 122 as they explore Punta Perula, Mexico, after sailing from Shamea Bay. Enjoy a glimpse into their daily routines aboard their boat, including meals, maintenance, and local explorations.
THIS is what makes cruising worth it! | Sailing Sitka Ep 120
Sailing Sitka

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
Sailing Sitka

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
Sailing Sitka

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.
Prepping our SAILBOAT for our longest passage of the Season! | Sailing Sitka Ep 116
Sailing Sitka

Prepping our SAILBOAT for our longest passage of the Season! | Sailing Sitka Ep 116

Welcome back to Season 2 of Sailing Sitka! In this latest video, Jay and Kenna are anchored in La Paz, Mexico. They're prepping their sailboat, Sitka, for an extensive passage across the Sea of Cortez. The couple shares insights on boat maintenance and ownership as cruisers.
Sailing into a Boat Cemetery… (Hurricane aftermath in Mexico) | Sailing Sitka Ep 115
Sailing Sitka

Sailing into a Boat Cemetery… (Hurricane aftermath in Mexico) | Sailing Sitka Ep 115

Sailing into a boat cemetery...On this episode of Sailing Sitka, we sailed from Esiritu Santo to La Paz but little did we know the destructive mess we would be sailing into... 6 month ago La Paz got hit by Hurricane Norma and left a catastrophic aftermath... we got some of it on film. If you enjoyed...
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