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

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

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 me...
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 h...
“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...
Life at 14kts: Offshore Delivery of a 50′ Looping Catamaran
Sailing Zingaro

Life at 14kts: Offshore Delivery of a 50′ Looping Catamaran

Join Captain James and Crew aboard a delivery of a Looping 50' custom performance catamaran. See and FEEL what it's like to be offshore!. #sailing #bluewatersailboats #liveboatshopping #offshoreyachts #yachtworld #sailboatbuyer #cruisinglife Consultatio...
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 ...
The real ups and downs of budget cruising | Sailing Sitka Ep 152
Sailing Sitka

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 an...
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.
BEST Offshore Sailboats Under $125K
Sailing Zingaro

BEST Offshore Sailboats Under $125K

Want to sail around the world? Here are 15 incredible bluewater sailboats you can buy for less than $125,000. From classic cruisers to modern performance designs, these boats are seaworthy, comfortable, and ready for adventure. 🌎 ⛵ Want More? Support...
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 exact...
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 ...
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......
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 squ...
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 yo...
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...
The countdown is on! | Sailing Sitka Ep 141
Sailing Sitka

The countdown is on! | Sailing Sitka Ep 141

The countdown is on! Last week in Mexico before we untie the lines and sail south to Nicaragua!! But first, a couple more smaller projects to check off the list. Thank you for watching and if you enjoy, please consider subscribing!
Dangerous Offshore Solo Sail: 3 Days Battling Lightning and Storms! | Sailing Sunday Vlog. 264
Sailing Sunday

Dangerous Offshore Solo Sail: 3 Days Battling Lightning and Storms! | Sailing Sunday Vlog. 264

Join me on this wild solo sailing journey as I leave the Bahamas behind, sailing into open waters, well... storms.... where the weather quickly turns treacherous. The first night brings heavy weather sailing challenges, with MASSIVE storms and intense thun...
Why you DO NOT mess with the law in Fiji…👀 (Episode 283)
Sailing Parlay Revival

Why you DO NOT mess with the law in Fiji…👀 (Episode 283)

This week we set sail on a 450 mile up wind journey from Fiji to Tonga, purely to collect our 2 dogs. But Fiji take their border security VERY seriously! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebuilt with friends and has start...
OUR SHOCKING FINISH | Sailing from Florida to Guatemala
Beau and Brandy Sailing

OUR SHOCKING FINISH | Sailing from Florida to Guatemala

💙 GET THE EXTRAS 💙 For exclusive content, behind the scenes & live chats! http://www.patreon.com/beauandbrandy 💙 MERCH 💙 https://sailingsaoirse.com/shop/ 💙 WANT TO SUPPORT THE PRODUCTION 💙 One time Donation via Paypal: http://bit.ly/one...
Fijian local left speechless by our gift 🥲  (Episode 281)
Sailing Parlay Revival

Fijian local left speechless by our gift 🥲 (Episode 281)

This week we continue sailing around Fiji, with some very important guests! We sail out to the Yasawa island group, and even get to swim with manta rays! But when glenn goes to give his fish a smooch, he learns that's a bad idea! Get your tickets here if ...
FINDING GIANT LOBSTERS 400 MILES FROM LAND!! 👀 (Episode 278)
Sailing Parlay Revival

FINDING GIANT LOBSTERS 400 MILES FROM LAND!! 👀 (Episode 278)

In this episode we explore the Minerva reefs, which are submerged atolls located in the middle of the pacific ocean. Closest to Tonga and Fiji, but it is owned by neither country. There is no land, but the reef provides good shelter for boats sailing to/fr...
Submerged atoll 400 miles from land!
Sailing Parlay Revival

Submerged atoll 400 miles from land!

Sailed to Minerva reef from New Zealand. It is a submerged atoll in the middle of nowhere, that you can sail into. It provided shelter for us for 3 days until we continued on to Fiji! SV Parlay is a hurricane damaged Lagoon 450 catamaran, which Colin rebu...
1200 miles to Fiji…
Sailing Parlay Revival

1200 miles to Fiji…

Final moments leaving New Zealand, headed for Fiji, via minerva reef...
WILD OFFSHORE SAILING: Even the captain can’t handle it 🤢 (Episode 277)
Sailing Parlay Revival

WILD OFFSHORE SAILING: Even the captain can’t handle it 🤢 (Episode 277)

If you want a discounted Annapolis tickets use the code PARREV24 at checkout! The VIP tickets are limited, email Jeff at - [email protected] to find out everything you need to know. In this episode we continue our sail from New Zealand ...
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