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.

Showing 1-24 of 67 results
Spring Mediterranean sailing  |   Ep165
Sailing Fair Isle

Spring Mediterranean sailing | Ep165

Last week we had some of the bad bits about sailing. the Mediterranean out of season with a massive katabatic blast almost knocking us flat at dawn off the Costa del Sol. This week things were better. On the last stretch to get to Cartagena we had some blue sky sailing and empty anchorages. It'...
Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48
Sailing Helios

Marina Life in Cartagena: Festivals, Cruise Ships & Tostadas con Tomate – Sailing Helios S03E48

Join us as we settle into the beautiful marina life in Cartagena, Spain! After weeks at sea, we’re finally tied up in this historic Mediterranean port, soaking up the warm autumn sun and the lively energy of the city. Cartagena feels like one endless party right now — with cruise ships lining the ha...
Episode 291- Sailing Life, Provisioning, Hunting Cooking Gas & Fun Exploring New Places!
Sailing Pickle Family

Episode 291- Sailing Life, Provisioning, Hunting Cooking Gas & Fun Exploring New Places!

Got it all going on this week guys, life on a boat is never dull! Provisioning, hunting for gas as we're running out, exploring old cities and amphitheatres, and the big discussion on a giant world map of where we've been, where we're going and where we've come from! Thank you ...
Episode 290 – Awesome Mediterranean History through Underwater Archaeology.
Sailing Pickle Family

Episode 290 – Awesome Mediterranean History through Underwater Archaeology.

Come with us exploring Cartagena this week guys as we Walking in the ancient footsteps of our forefathers leading the way to civilisation as we know it today! As ancient peoples crossed oceans and traded goods, this set a precedence for future travel and allowed the weary feet to cast new shadows ac...
Episode 289 – Crazy discoveries on an isolated Beach!
Sailing Pickle Family

Episode 289 – Crazy discoveries on an isolated Beach!

We have an epic time on a totally deserted beach, find some crazy animal bones and enjoy that warm autumn Spanish sunshine, which warms the skin and soothes the soul, after relaxing swims to unwind in the clear turquoise waters we sail on to Cartagena and start to delve into what this beautiful litt...
Sailing Cartagena to Panama (Rosario Islands Stop!)
Sailing Big Lost

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...
We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia
Sailing Big Lost

We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia

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 of Sailing Big Lost, we head inland for a change of scenery—trading the Caribbean coast for the lush mountains of Minca, Co...
From Sea to Streets: Sailing into Cartagena & Touring the Walled City
Sailing Big Lost

From Sea to Streets: Sailing into Cartagena & Touring the Walled City

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 three days at sea in light winds, dodging debris from the Magdalena River, we finally make landfall in Cartagena, Colombia! 🇨🇴 It was...
Ep 82 New sailing season will we be ready? v1   4K
Sailing Frida af Wisby

Ep 82 New sailing season will we be ready? v1 4K

#Fridaafwisby #sailing #travelbysailboat #cruiserslog #sailboat #sailboatlife In this episode we finish the canvas project, get family visit that we show around and before we leave Cartagena to begin a new sailing season we experience Semana de Santos. We are a middle aged couple that has left o...
Ep 80 Going back to see special wind sculptures and rafting   4K
Sailing Frida af Wisby

Ep 80 Going back to see special wind sculptures and rafting 4K

In this episode we drive back towards Andalucia to see something we know we missed when we sailed to Cartagena we have never seen anything like it. We also go on a lovely rafting experience, see Neanthertal paintings and we reveal our big winter project and enjoy the live aboard community in Cartage...
Sailing Cartagena Columbia to Panama via the San Blas Islands. (First offshore experience)
Sail Stillwater

Sailing Cartagena Columbia to Panama via the San Blas Islands. (First offshore experience)

I decided to take a last minute trip and found this sailing experience available... 3 days on board S/V Quest, from Cartagena Colombia to Panama via the San Blas islands... The offshore experience was incredible with two overnight sails... Was blown away by how remote and scenic the San Blas islands...
Sailing to the WORLD’S MOST DANGEROUS JUNGLE? [Ep72 RED SEAS]
Sailing Red Seas

Sailing to the WORLD’S MOST DANGEROUS JUNGLE? [Ep72 RED SEAS]

We set off from Colombia and head to the border with Panama - the famous Darien Gap, where the jungle is so dense it is considered one of the world's most dangerous regions. On our way, we take a quick stop in the Rosario Islands and it feels good to be sailing again! After a good scrub of our ...
WEIRD TRADITIONS in Colombia! [Ep71 RED SEAS]
Sailing Red Seas

WEIRD TRADITIONS in Colombia! [Ep71 RED SEAS]

As we explore Cartagena in Colombia, we visit the Fort that overlooks the whole city - and get mobbed by a whole gang of teenagers, all asking to take selfies with us. We still have no idea what that was about but it was funny at the time. We explore the secret tunnels, stock up on some provisions a...
COLOMBIA: NOT what we expected! [Ep70 RED SEAS]
Sailing Red Seas

COLOMBIA: NOT what we expected! [Ep70 RED SEAS]

After four days at sea, we arrived into Cartagena and it was NOT what we expected! It was SUCH a wild arrival, past a crazy river and through a gap in a pirate protection wall and then arriving to the sight of hundreds of skyscrapers and city lights. The city itself is beautiful but so overwhelming ...
Sailing the MOST DANGEROUS PASSAGE in the Caribbean! [Ep69 RED SEAS]
Sailing Red Seas

Sailing the MOST DANGEROUS PASSAGE in the Caribbean! [Ep69 RED SEAS]

We set sail from Aruba to Cartagena, Colombia which is the most dangerous passage in the Caribbean - but thankfully our choice of weather window paid off and we have a fantastic start to our journey. We leave at night, set our sights on the Colombian coast and even spot some dolphins along the way t...
Exploring Cartagena with 2 Sheilas | Sailing Sunday Ep. 143
Sailing Sunday

Exploring Cartagena with 2 Sheilas | Sailing Sunday Ep. 143

HAPPY SUNDAY!! This week we are welcomed by some amazing people as we pull into the Marina in Beautiful Cartagena, Spain. We explore the city and make new friends as we visit all the hidden corners Cartagena has to offer before heading off on anchor to continue our journey out of the med and across...
Sailing to a New Country! 48 Hours from Colombia to Panama – Episode 50
Sailing One Life

Sailing to a New Country! 48 Hours from Colombia to Panama – Episode 50

In this episode, we arrive in Cartagena, Colombia. We spend a few days exploring and go for a visit to Rosario Island. But then we decide we are ready for something new so we set sail to a different country! We hope you enjoy this episode and we look forward to sharing our future sailing adventure...
This Made it All Worth It – Offshore Sailing to Cartagena, Colombia: Episode 49
Sailing One Life

This Made it All Worth It – Offshore Sailing to Cartagena, Colombia: Episode 49

hiIn this episode, we say see ya later to Santa Marta and welcome friends aboard for an offshore overnight sail from Santa Marta to Cartagena, Colombia. The sailing started out lovely, night time was a bit sporty and the following day was magical. We hope you enjoy this episode and we look forward ...
CRUISING into COLOURS, CULTURE and a CAPTIVATING city (CARTAGENA) | Ep 63 | Sailing Merewether
Sailing Merewether

CRUISING into COLOURS, CULTURE and a CAPTIVATING city (CARTAGENA) | Ep 63 | Sailing Merewether

Unreal city vibes captivating us this week, ticking off one of our bucket list cities, the colours and culture blow us away. Cartagena proves to be everything we hoped for in Colombia giving us an amazing display of culture and a very protected anchorage. Cruising out of Santa Marta we get a visit f...
Ep. 258  Gale force winds awaits us🌪️
SAILING into FREEDOM

Ep. 258 Gale force winds awaits us🌪️

We have a small weather window to escape Cartagena....usually skirted with gale force winds, Chris Parker, the weather guru, has predicted a break of a day and a half so we must leave Friday to the Cayman Islands. It all goes well although we are a bit late in leaving but we are blessed with beautif...
Ep.257 Boat Build in Cartagena – Final days
SAILING into FREEDOM

Ep.257 Boat Build in Cartagena – Final days

Did we get it done on time, there wasn't much time left on the clock but you will just have to wait and watch the video to see our final days of DIY boat repairs. A break in the weather comes for us to escape from Cartagena. Usually gale force winds are outside but we have a small weather wind...
Ep. 256 DIY – the clock is ticking on our boat repairs
SAILING into FREEDOM

Ep. 256 DIY – the clock is ticking on our boat repairs

Where does the time go? We are running out of time and the job list just keeps getting bigger and bigger and the clock is ticking on our boat repairs. I am sure Margarida has nothing to do with it 🤣 How to fibreglass, how to do a bottom job, how to fix the head, how to make security bars, how to fi...
Ep.255 Boat build – How to fiberglass – How to wire splice -How to repair core
SAILING into FREEDOM

Ep.255 Boat build – How to fiberglass – How to wire splice -How to repair core

We are back to our usual series chronology where we are in Cartagena waiting for vacancy on the boatyard to begin our sailboat repairs for the south pacific. Press play and immerse yourself on a fun DIY project. How to fibreglass, how to do a bottom job, how to fix the head, how to make security b...
Ep.254 Carnival in Cartagena 💃
SAILING into FREEDOM

Ep.254 Carnival in Cartagena 💃

While we wait for a vacancy on the boatyard we go for a wander through the rainbow streets of Cartagena and the colonial architecture of the city and get entangled in their Caribbean vibe celebrating their independence from the Spanish Empire with a Carnival party. Give it a thumbs up if you liked...
WeBoating
Logo
Shopping cart