Watch Sailing & Boating Adventures Around the World – Page 8 of 26

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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Passage Mode Activated! Leg 1 of our longest SAIL of the Season. | Sailing Sitka Ep 117
Sailing Sitka

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.
Necessity Mother Of Invention | Sailing Africa With Newbie Sailor Girl Wendy | Season 6 | Episode 65
Winded Voyage Sailing

Necessity Mother Of Invention | Sailing Africa With Newbie Sailor Girl Wendy | Season 6 | Episode 65

#sailing #sailinglifestyle #sailorgirl We've got no choice but to go with what we've got. That means rowing until my motor is fixed. I've got a pair of oars that I haven't used. They're not made for my dinghy, or are they? I have to figure something out. Must invent or crea...
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.
No Water No Motor No Stress | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 64
Winded Voyage Sailing
Enjoying The Fruits Of Our Labor | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 63
Winded Voyage Sailing

Enjoying The Fruits Of Our Labor | Sailing Africa With Sailor Girl Wendy | Season 6 | Episode 63

#sailing #sailorgirl #sailinglifestyle Here we are. Wendy and I are sailing together in Cabo Verde. But sadly, we have to go our separate ways. We would take boats, cars and me an airplane to fly to Portugal for a job. Wendy would stay in the resort town of Santa Maria. What was I to do in Portugal?...
Exploring a desolate anchorage in Mexico (with unexpected company😳)  | Sailing Sitka Ep 114
Sailing Sitka

Exploring a desolate anchorage in Mexico (with unexpected company😳) | Sailing Sitka Ep 114

In this episode of Sailing Sitka, join Canadian couple Jay and Kenna as they discover a deserted anchorage in Mexico on their journey around the world. Encounter unexpected marine life and enjoy the breathtaking beauty of unexplored waters in paradise!
Santa Maria The Place To Be In Cabo Verde | Sailing With Wendy In Cabo Verde | Season 6 | Episode 62
Winded Voyage Sailing

Santa Maria The Place To Be In Cabo Verde | Sailing With Wendy In Cabo Verde | Season 6 | Episode 62

#sailing #sailorgirl #santamaria I promised Wendy I would take her to the island of Sal. And to Santa Maria. The place to be in Cabo Verde. It’s their South Beach or St Tropez. And it’s not far from where we anchored. She was surprised by how many white people there were in Santa Maria. Some say it...
Sailing to an uninhabited island with a stranger! | Sailing Sitka Ep 113
Sailing Sitka

Sailing to an uninhabited island with a stranger! | Sailing Sitka Ep 113

In the latest episode of Sailing Sitka, Jay and Kenna set sail to explore an uninhabited island near La Paz. Join them as they face challenging winds, make a daring dinghy rescue, and encounter breathtaking sunsets along the way.
Fair Winds A New Island | And A Hot Crew | Sailing Cabo Verde In West Africa | Season 6 | Episode 61
Winded Voyage Sailing

Fair Winds A New Island | And A Hot Crew | Sailing Cabo Verde In West Africa | Season 6 | Episode 61

#sailing #solosailing #sailinglifestyle Would you believe it, I've left Mindelo! Wendy and I sail to Sal Island, about 120nm from Sao Vicente Island. We picked the perfect day and anchored 24hrs later. Wendy finally comes out and we look around, eat and meet a friend with a special touch Some ...
This 6 YEAR BOAT REFIT got us HERE! | Sailing Sitka Ep 112
Sailing Sitka

This 6 YEAR BOAT REFIT got us HERE! | Sailing Sitka Ep 112

Follow the journey of Sailing Sitka as they navigate their 41-foot boat, tackle boat refits and face sailing challenges in AGA Verde, while catching a Mahi Mahi fish during their windy sail to Puna Avisto.
A perfect anchorage in Mexico! | Sailing Sitka Ep 111
Sailing Sitka

A perfect anchorage in Mexico! | Sailing Sitka Ep 111

Our favourite anchorage yet! We spent a few days anchored in Bahia Agua Verde where we swam, ate and snorkelled our way through it all! This protected, beautiful bay is full of everything a cruiser could ever want. Check out this weeks episode and if you enjoy please subscribe and comment to let us ...
They Get It Done | Cape Verdeans Can Fix All | Life & Sailing In West Africa | Season 6 | Episode 59
Winded Voyage Sailing

They Get It Done | Cape Verdeans Can Fix All | Life & Sailing In West Africa | Season 6 | Episode 59

#sailing #boatmaintenance #sailinglifestyle Living on a sailboat full time and being a YouTuber takes a sound vessel and technology. And as sailing YouTuber one has got to have general knowledge of boat maintenance and be tech savvy. But sometimes we can’t do it all, So it’s also very important to k...
Expect The Worst & Hope For The Best | Living & Sailing In West Africa | Season 6 | Episode 57
Winded Voyage Sailing

Expect The Worst & Hope For The Best | Living & Sailing In West Africa | Season 6 | Episode 57

#sailing #solosailing #sailinglifestyle I'm solo sailing the waters of the Cape Verde Archipilago form the island of Sal to the island of Sao Vicente. About 120nm and I'm about 40nm into the passage when I'm hearing a nasty noise. It's my autopilot and it's about to give up ...
Hand steering in SPORTY conditions (autopilot down)… | Sailing Sitka Ep 108
Sailing Sitka

Hand steering in SPORTY conditions (autopilot down)… | Sailing Sitka Ep 108

Hand steering in sporty conditions. In this episode of Sailing Sitka, we sail from Ballandra to Escondido in 25-30 knots. Once we get there, we dive into two major breakages onboard Sitka... Thanks for watching!
“WE NEED TO LEAVE NOW.” | Sailing Sitka Ep 107
Sailing Sitka

“WE NEED TO LEAVE NOW.” | Sailing Sitka Ep 107

We need to leave now! In this episode of sailing sitka, we sail from Isla Coronados to Loreto so we can provision on food, water, diesel ect. When doing so, things turned for the worst and we had to abort our already-unprotected anchorage in Loreto and b-line it for Puerto Ballandra which ended up b...
The Anarchist Sailors | No Rules Sailing Within No Borders In West Africa | Season 6 | Episode 55
Winded Voyage Sailing

The Anarchist Sailors | No Rules Sailing Within No Borders In West Africa | Season 6 | Episode 55

#sailing #anarchists #sailinglifestyle Anarchy, derived from a Greek word meaning "having no ruler," is a belief system that rejects governmental authority in favor of self-governing or community consensus. A good description of our situation out here on the Atlantic Ocean for me and my co...
It’s a Mission: We are setting Sail to share THIS with You! EP98
Sailing SV CUBA

It’s a Mission: We are setting Sail to share THIS with You! EP98

We love sailing, don't we? Not even the rolliest anchorage is going to stop us. So, we are setting sail on a new adventure. But wait... aren't we missing a cruicial part for our journey with you? Today you get to see the real life challenges of boat life while we are sailing full time an...
Boat Life: We Sailed to The Bahamas!  EP96 | Sailing SV CUBA
Sailing SV CUBA

Boat Life: We Sailed to The Bahamas! EP96 | Sailing SV CUBA

Embark on a daring voyage with Sailing SV CUBA as they navigate treacherous seas, combating seasickness and challenging currents to reach the Bahamas amidst civil unrest.
We Got Tear Gassed In Dakar Senegal | Sailing In West Africa | Season 6 | Episode 53
Winded Voyage Sailing

We Got Tear Gassed In Dakar Senegal | Sailing In West Africa | Season 6 | Episode 53

#sailing #dakar #sailinglifestyle We were just going out to buy some new batteries in Dakar. The city was unusually quiet because of fear of rioting in the streets. As I was purchasing the batteries we heard crowd noises and our eyes were stinging. Police were throwing tear gas at the rioters. We go...
This BAD news changes everything… | Sailing Sitka Ep 104
Sailing Sitka

This BAD news changes everything… | Sailing Sitka Ep 104

This bad news changes everything. On this episode of sailing sitka, we are stuck in a rough anchorage and if that wasn't bad enough, we figure out some dreadful news regarding our boat and our cruising future plans. Sailing and the cruising lifestyle can be the best moment of your life and the ...
Fishermen & Their Yacht Traps | Sailing From Cabo Verde To Dakar Senegal | Season 6 | Episode 52
Winded Voyage Sailing

Fishermen & Their Yacht Traps | Sailing From Cabo Verde To Dakar Senegal | Season 6 | Episode 52

#sailing #sailinglifestyle #fishingnets When sailing from Cabo Verde to Dakar Senegal we had to pass through a sandstorm. Sail into a headwind. Batteries ran dead during the night. What was supposed to be a 4 day passage turned into 6 days. Then when we had to navigate through a maze of fishing nets...
We SAILED to a REMOTE Volcano! | Sailing Sitka Ep 103
Sailing Sitka

We SAILED to a REMOTE Volcano! | Sailing Sitka Ep 103

In this episode of sailing sitka, we sail to a remote volcanic peninsula located in Baja California, Mex. We sailed south from Bahia Conception to Punta Pulpito and had a beautiful down-wind sail for 8 hours. We show what it is like to sail on our Cheoylee Offshore 41' and even catch us some di...
Back to Living on The Ocean | REAL LIFE Aboard Our 46ft SAILBOAT | Sailing SV CUBA E.95
Sailing SV CUBA

Back to Living on The Ocean | REAL LIFE Aboard Our 46ft SAILBOAT | Sailing SV CUBA E.95

Wonder what real life aboard a sailboat feels like? Here is how we live Off Grid on the Ocean and travel. We give you an insight into our daily life aboard our sailboat. Our tiny house is a Beneteau Oceanis, a sailboat fully prepared for off grid living, and finally we are back in the water, sailin...
Sailing In A Sandstorm | Cabo Verde To Dakar Senegal West Africa | Season 6 | Episode 51
Winded Voyage Sailing

Sailing In A Sandstorm | Cabo Verde To Dakar Senegal West Africa | Season 6 | Episode 51

#sailing #sailboatlifestyle #roughsea Sailing in a sandstorm sounds near apocalyptic. It was a strange feeling to be on the ocean with little visibility and the sun blotted out by the sky. Thick Sahara Desert sand coating everything on my boat and even my clothes. And little visibility. On top of th...
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