Watch Sailing & Boating Adventures Around the World – Page 5 of 25

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 97-120 of 578 results
Episode 227 – Chris left! I’m Sailing Solo with the kids!
Sailing Pickle Family

Episode 227 – Chris left! I’m Sailing Solo with the kids!

Its all about the sailing this week guys! Sailing, sailing and more sailing, I am a Sailing Solo Mumma this week with the kiddos, they are actually getting to learn to set sails, lift anchor, navigate and do all the fun jobs with me as I sail us up the Sardinian east coast towards Olbia. It is sooo ...
Episode 226 – Chris is Leaving the Sailing Pickle Family!
Sailing Pickle Family

Episode 226 – Chris is Leaving the Sailing Pickle Family!

This week guys, in this fabulous Sardinian anchorage, Chris and Beau go on a very long hike to find some data. We do some cool little sails to new anchorages checking out these amazing turquoise waters, Chris LEAVES the Pickle family!!!! And I finally get my Man badge for killing a fish... very begr...
I Love a Great Hookup Ep156
Sailing Intermission

I Love a Great Hookup Ep156

Leaving paradise and heading north for winter. It seems a little backwards. We've been in the Florida Keys for quite some time and needed a change. Before leaving we checked out systems, safety gear, and more. Smooth sailing north and decided to stop at Ft. Lauderdale for some additional fuel...
SDA165 Beach Day and the Ray
Sailing Dark Angel

SDA165 Beach Day and the Ray

In this episode of Sailing Dark Angel we hit the beach at Shroud Cay before saying a reluctant good-bye. A short trip to Norman's Cay is made longer by needing to go around the shallows, but a flock of feeding birds entertains us along the way. We anchor outside of Norman's Cay for the fir...
Episode 225 – 3 Day Sail Vulcano to Sardinia! Encounters with Whales and we catch Tuna & Mahi Mahi!
Sailing Pickle Family

Episode 225 – 3 Day Sail Vulcano to Sardinia! Encounters with Whales and we catch Tuna & Mahi Mahi!

Super sail from Vulcano stopping off at another little island for fuel then carrying on for three days to Stunning Sardinia! We see dolphins, Whales, catch Tuna and Mahi Mahi!! Then reach the beautiful deserted anchorage and explore our new surroundings! With amazing turquoise waters and sandy beach...
Can we escape this rolley hell? | Sailing Sitka Ep 145
Sailing Sitka

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...
Episode 224 – Sailing through the Messina Strait to Vulcano Island, where we  jump ship to explore!
Sailing Pickle Family

Episode 224 – Sailing through the Messina Strait to Vulcano Island, where we jump ship to explore!

Wow what a very cool few days we have! We have a long but fantastic sail from Taormina, Sicily through the Messina Strait and sail through the night to arrive in Vulcano, where we continue the adventure with all the bubbly water and under water springs and exploring the Vulcano Island, It's so ...
WIN A BOAT load for Christmas! [Ep156 RED SEAS]
Sailing Red Seas

WIN A BOAT load for Christmas! [Ep156 RED SEAS]

We're giving you $2500 for Christmas! We had so much fun doing our big giveaway in October that we're doing it again, but this time we've teamed up with a bunch if our favourite brands to give out some massive prizes in the run up to Christmas. There is so much up for grabs! All you ...
Episode 223 – Big Stormy Sails and exploring Taormina, Sicily!
Sailing Pickle Family

Episode 223 – Big Stormy Sails and exploring Taormina, Sicily!

After an extremely poop week with crappy boatyard work, we have sailed on leaving Beautiful Italy behind and having a busy, windy sail over to Sicily. Sadly our boat work is failing already as we had feared would happen, but we don't let that stop us going to shore and exploring the beautiful T...
Episode 222 – Hour Special! Noisy Italian BoatYard, Engine Service and Horrifying Bodged Repairs!
Sailing Pickle Family

Episode 222 – Hour Special! Noisy Italian BoatYard, Engine Service and Horrifying Bodged Repairs!

We are stuck in this Italian boat yard in Crotone for 3 weeks!!! it was meant to be 10 days to get the repairs done, for all those scratches and cracks caused from the big boat which dragged onto us last year! Every job which we were promised was delayed and then when they did carry out the work it ...
Ep 221 – Night Sails and Engine failure!
Sailing Pickle Family

Ep 221 – Night Sails and Engine failure!

Busy week as ever! We get the last couple of essential jobs done before night sailing to another part of Italy so we can get Pickle lifted out the water to repair the damage from the crash last year in Turkey! But as ever we have a minor engine problem, as we leave the marina in the darkest of night...
Adventures In the Rainforest of Puerto Rico Episode 24
Sailing Banana Pancakes

Adventures In the Rainforest of Puerto Rico Episode 24

In this episode we are anchored in Salinas, Puerto Rico. Steve gets in contact with Jake Archer, a marine diesel mechanic who agrees to drive to us to fix our engine. He does this for 5 days straight! We are so grateful for his help. The boys enjoy the calm of being anchored, and spend their time ge...
Episode 220 – New Sailing Season & New Sailing Pickle Family Adventures!
Sailing Pickle Family

Episode 220 – New Sailing Season & New Sailing Pickle Family Adventures!

As usual we are in a Pickle, we have all sorts to sort out in the Uk and then head back to our boat Pickle, travelling across Europe again, enjoying the beautiful scenery and stopping off at Verona for a once in a life time peek at Juliets balcony, (as Beau is studying Romeo and Juliet for her GCSEs...
How-To do a Shakedown Sail ⛵️ (First Sail in 6 Months!)
Adventureman Dan

How-To do a Shakedown Sail ⛵️ (First Sail in 6 Months!)

After 6 months away from the sea, this was an essential test sail. THIS is how I do a shakedown sail! _____________________________________________________________________________ 🤜🏼Exclusive/early access & Help support my adventures: Business Inquires: [email protected] 🤜...
Episode 219 – Sailing Life – Planes, Trains and Automobiles….. And Jet boats!! Isles of Scilly.
Sailing Pickle Family

Episode 219 – Sailing Life – Planes, Trains and Automobiles….. And Jet boats!! Isles of Scilly.

We travel back to the UK from Pickle after getting her all snug and winterised in our winter marina in Italy. Then we embark on a crazy trip to the Isles of Scilly, which involves train journeys, a the night riviera sleeper train, buses, planes, taxis and jet boats... It's quite the fun adventu...
SDA157 Are We Too Shallow?
Sailing Dark Angel

SDA157 Are We Too Shallow?

In this episode of Sailing Dark Angel, we bid farewell to Big Majors Cay and cruise to Compass Cay with a working windlass! But as we drop anchor near dangerously shallow waters, we can’t help but wonder—will we bottom out? Let's bake some bread while we dive the anchor and see where the crazy...
Episode 217 – Last Sail of the Season and we Lose our Anchor!
Sailing Pickle Family

Episode 217 – Last Sail of the Season and we Lose our Anchor!

After last weeks episode where we get our quotes for repairs and have a knees up, we are finally ready to leave Crotone, in the dark, sailing onto Roccella along the boot of Italy. We have a final amazing sunrise at sea get ourselves in some heavy weather and choppy seas, then we lose our anchor mid...
Road Trip To Santo Domingo, Dominican Republic (episode 20)
Sailing Banana Pancakes

Road Trip To Santo Domingo, Dominican Republic (episode 20)

In this episode, we start out with a hike as a family where Steve leads the way. Naturally, we go in the wrong direction and end up on our hike for hours. We make it back in time for Steve and Kami to go on a flight with friends high above Samana. The weather is perfect and beautiful! That night we ...
Episode 214 – Sailing Greece in the Calm before the Storm!
Sailing Pickle Family

Episode 214 – Sailing Greece in the Calm before the Storm!

We have a very needed break in these crazy weeks of storms! We discover the gorgeous calm surroundings and explore for miles on white sandy beaches, then manage to sail on along the Greek coast and cross to Kefalonia in huge swell, where we take shelter for further nasty strong winds that are on the...
Happy New Year! (Celebrating New Year’s on a sailboat) Episode #17
Sailing Banana Pancakes

Happy New Year! (Celebrating New Year’s on a sailboat) Episode #17

In this episode Steve's sister Kristina comes to visit! We have our favorite driver Roland in Georgetown, Bahamas pick her up. We head straight to our boat where we let her chill and relax as she was super tired. The next day we show her around Georgetown. We go to the Chat N Chill, we take her...
Episode 213 – At Anchor in a Beaufort 9 Stormy Weather, in the Winter Mediterranean!
Sailing Pickle Family

Episode 213 – At Anchor in a Beaufort 9 Stormy Weather, in the Winter Mediterranean!

We leave one anchorage to have a pretty great sail compared to a lot these last few weeks! Arriving in time to avoid the strong winds which were coming! Predicted a Beaufort 9 for 2/3 days straight! We take shelter in beautiful bay which has a lot of shelter from the changing and strong wind condit...
Our First Christmas Living On A Sailboat Episode 16
Sailing Banana Pancakes

Our First Christmas Living On A Sailboat Episode 16

In this episode, we start our week of Christmas with some traditions. The kids open their Christmas swimsuits. Karver throws a Banana Pancakes Breakfast on our boat. We get boarded by border patrol. We spend the week doing many Christmas activites. The kids have a blast hanging with all the kids and...
Boat Life | PLAY TIME | Uninhabited Island Paradise! | Ep.119 | Sailing SV CUBA
Sailing SV CUBA

Boat Life | PLAY TIME | Uninhabited Island Paradise! | Ep.119 | Sailing SV CUBA

"Epic Boat Life Adventure: Sailing to a Deserted Island, Struggling to Anchor, & Finding a Local Man to Help Us! |That's Living on a Sailboat" Join us this week. We're sailing around the world, and with your support, we will fund better cameras, the internet to upload videos...
Episode 212 – Winter Storm Sailing in the SouthEast Mediterranean
Sailing Pickle Family

Episode 212 – Winter Storm Sailing in the SouthEast Mediterranean

It's all about the sailing this week guys!! After hiding out in a sheltered Military Naval bay away from some big storms, we finally set sail again, nervously passing through live firing grounds into open water and after a strong day sail find ourselves sailing through the night in absolutely h...
WeBoating
Logo
Shopping cart