Watch Sailing & Boating Adventures Around the World – Page 20 of 35

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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Episode 145 – Nearly Washed Ashore as we Sail to a Deserted Village with Derelict Buildings!
Sailing Pickle Family

Episode 145 – Nearly Washed Ashore as we Sail to a Deserted Village with Derelict Buildings!

We have a decent sail in big winds and swell, but just get a little too close for comfort at the last minute on to a rocky little island! A little hair raising but we make it past....just! Finding shelter behind some awesome islands, we anchor in a bay with a deserted village with derelict buildings...
You WON’T BELIEVE the Process of Closing on a BVI Catamaran
Sailing Paradise Falls

You WON’T BELIEVE the Process of Closing on a BVI Catamaran

After 11 months, we close on our Moorings Charter Catamaran. Rob played project manager to make this deal come to fruition. Watch our 3 stress filled days up until the day we close. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spre...
Captain DOWN! – Onboard Lifestyle ep.251
Onboard Lifestyle

Captain DOWN! – Onboard Lifestyle ep.251

On this week's episode of Onboard Lifestyle the S/V basik crew get's back on track and leaves Puerto Escondido making way South. After smooth water and multiple stops at Marte, San Evaristo, Amortajada, and San Francisco the Captain gets injured. Come back next week as we are forced to dea...
Episode 144 – Sailing in just a cardigan and slippers! Croatia.
Sailing Pickle Family

Episode 144 – Sailing in just a cardigan and slippers! Croatia.

Awesome sunsets, exploring new places and big winds with big sails... what more can anyone ask for! Join us this week to experience normal family life aboard a sailboat, Chris and Bear have a nasty gastric flu and we have to keep sailing on to avoid some big winds coming our way! we find yummy cactu...
Two Steps FORWARD And One Step BACK! – Onboard Lifestyle ep.250
Onboard Lifestyle

Two Steps FORWARD And One Step BACK! – Onboard Lifestyle ep.250

Over the past few week's on Onboard Lifestyle, the crew has been making big strides pushing south down the Baja Peninsula...until now! We enjoy a few days in Agua Verde before we decide to run the wrong direction to seek a safe harbor for a week long wind event. We hunker down in Puerto Escond...
Episode 143 – Sailing Split and Hvar in Croatia, big winds and big sailing.
Sailing Pickle Family

Episode 143 – Sailing Split and Hvar in Croatia, big winds and big sailing.

We have our boat back to just us again! It's soo quiet! But time is of the essence now as we only have about two weeks to Sail down the last of the coast of Croatia and leave before our 90 days runs out! We get on with some prep jobs and set sail for more of the beautiful Croatia islands, tryin...
What REALLY Happens When Moorings Catamaran Brokerage DELAYS Go Unchecked?
Sailing Paradise Falls

What REALLY Happens When Moorings Catamaran Brokerage DELAYS Go Unchecked?

Our closing date came and went. Nine months pass by before we get the news that we are finally closing on our catamaran! See what our family is up to after we sold our family home and are in limbo waiting on the Moorings. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife...
Episode 142 – Part 2 Exploring Togir, Split in Croatia & a Sailor at the Football!
Sailing Pickle Family

Episode 142 – Part 2 Exploring Togir, Split in Croatia & a Sailor at the Football!

Part 2 of our adventures around the beautiful area of Split along the Croatian coastline. We explore the amazing old and new, the ancient ruins in Trogir with its 13th century Cathedral, breathtaking sweeping views from the bell tower at the chapel of St John, quaint bustling markets and giants mall...
What I Wish I Knew Before Delivering My Moorings Catamaran
Sailing Paradise Falls

What I Wish I Knew Before Delivering My Moorings Catamaran

Watch our final days as we prepare to travel to the BVI to close on our Moorings Charter Catamaran. We need to carry all the tools, spare parts and other essentials needed to sail her home 1200nm from Tortola BVI to Florida. See what we take for tools, safety, etc. including an short install of our...
Landing A Monster MAHI – Onboard Lifestyle ep.249
Onboard Lifestyle

Landing A Monster MAHI – Onboard Lifestyle ep.249

On this week's episode of Onboard Lifestyle, the crew anchors at Ballandra on Isla Carmen to let a short lived wind event roll through. Emma paints with friends before we grab a mooring ball in Puerto Escondido. As basik heads to Agua Verde, Teal gets all manly and lands his monster trophy fish...
Episode 141 – Part 1 Sailing to & Exploring Old Town, Split in Croatia
Sailing Pickle Family

Episode 141 – Part 1 Sailing to & Exploring Old Town, Split in Croatia

We do some very cool exploring on land this week after an epic sail where we hit 9kts! Old Town Split is both beautiful and unique, with a modern city built amongst and surrounding some of the most impressive ancient ruins in the world. Join us as we go explore and have a few giggles on the process....
In A Cruising GROOVE! – Onboard Lifestyle ep.248
Onboard Lifestyle

In A Cruising GROOVE! – Onboard Lifestyle ep.248

On this week's episode of Onboard Lifestyle, we enjoy the iconic anchorage of Caleta San Juanico before making the quick hop south to Isla Coronados where the ladies finally conquer the volcano climb. The crew pops in to Loreto for provisions than head to Isla Carmen to the protected anchorage ...
Episode 140 – Wild party aboard Pickle with new crew!
Sailing Pickle Family

Episode 140 – Wild party aboard Pickle with new crew!

What a week! Lots of firsts this week! First crew we've ever had aboard Pickle! First visitors staying on Pickle and First for family staying aboard too! We do everything from chilled out beach days to wild drunken parties... you only live once right?! Join us as we catch fish, go on some adven...
Upgrade purchases to our Leopard 45 Catamaran at the Miami Boat Show 2023 | Ep 6
Sailing Paradise Falls

Upgrade purchases to our Leopard 45 Catamaran at the Miami Boat Show 2023 | Ep 6

Check out the big purchases that we made at the 2023 Miami International Boat Show. We plan on outfitting our Moorings ex-charter catamaran to take us around the world in 4 years. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating sprea...
Why We Sold Everything To Sail Away!
Sailing Paradise Falls

Why We Sold Everything To Sail Away!

Everyone has life events that propel their lives into a different direction. Here are the 3 reasons why we feel that NOW is the time to execute our plan to leave the #1 school district in Florida and go sail around the world. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boat...
ARE WE CRAZY TO WANT TO SAIL AROUND THE WORLD?
Sailing Paradise Falls

ARE WE CRAZY TO WANT TO SAIL AROUND THE WORLD?

#sailingfamily, #familyvlog, #sailingaroundtheworld, #familytravelvlog, #boatlife, #Moorings, #Leopard45, #retirement, #sailing, #boating, #quittingmyjob, #explore, #emotional, #catamaran, #sailboat, #leavinghome, #comfortzone, #travel, #boatlife, #travel Is Rob facing a midlife crisis or where w...
Is this the boat for US? Survey of a Moorings Charter Leopard 45
Sailing Paradise Falls

Is this the boat for US? Survey of a Moorings Charter Leopard 45

#sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #Moorings #Leopard45 #Caribbean Travel with us to Road Town, BVI as we have a potential boat surveyed. We are considering a Moorings ex-charter 2018 Leopard 45 sailing catamaran as our next home but will the survey cha...
On the HUNT for the perfect Sailing Catamaran
Sailing Paradise Falls

On the HUNT for the perfect Sailing Catamaran

#sailingfamily #shopping #boatlife #liveaboard Join us as we travel to Fort Lauderdale to look for our dream sailing catamaran with Michelle Ropiza (Catamaran Brokerage). Working with a Great Broker is essential to having a great experience! #sailingfamily #familyvlog #sailingaroundtheworld #fami...
Why Saying Goodbye to Our Home Is So Hard!
Sailing Paradise Falls

Why Saying Goodbye to Our Home Is So Hard!

We are selling our home located in the #desirable1 school district in Florida - St. John's County , FL to purchase our dream sailing catamaran to go and sail the world. #sailingfamily #familyvlog #sailingaroundtheworld #familytravelvlog #boatlife #bucketlist 🏆 Looking for boating spreadsheets...
No CLICKBAIT, No DRAMA, Just CRUISING! – Onboard Lifestyle ep.247
Onboard Lifestyle

No CLICKBAIT, No DRAMA, Just CRUISING! – Onboard Lifestyle ep.247

On this week's episode of Onboard Lifestyle, the crew continues the southbound migration down the Baja peninsula. We didn't catch a fish, we didn't break down, there were no injuries, and definitely no drama. Just a typical cruising week aboard s/v basik with a happy, healthy, well-fe...
Episode 139 – Free diving as we Island hop in Croatia with midnight swims!
Sailing Pickle Family

Episode 139 – Free diving as we Island hop in Croatia with midnight swims!

With the impending visit from our family coming up real soon, we decide to check out some anchorages to visit when they're on board, do some island hopping and enjoy paddle boarding, free diving, exploring, wakeboarding and with lots of boobage and midnight swims, what more can you ask for! ...
8+ Knots Makes Her SMILE! – Onboard Lifestyle ep.246
Onboard Lifestyle

8+ Knots Makes Her SMILE! – Onboard Lifestyle ep.246

On this week's episode of Onboard Lifestyle we continue our trek down the inside of the Baja peninsula trying to experience as much as we can before we cross over to the mainland. Each stop is special in their own way and we get to share the memories with our buddy boat Wildhood. Come back next...
Rebuilding our rotten watertanks! Ep.10
A Life Awry Sailing

Rebuilding our rotten watertanks! Ep.10

Hi Everyone, This week we take you through 7 months of boat renovations in preparation for our newest crew member. We tackle two of our biggest projects to date, refurbishing the mast and rebuilding our rotten watertanks. We are not impressed with what we find under the flooring! Like always if y...
Episode 138 – From Epic Sails to Hospital Visits with Xrays and MRI’s!
Sailing Pickle Family

Episode 138 – From Epic Sails to Hospital Visits with Xrays and MRI’s!

We leave the fabulous Blue Lagoon in Croatia, heading to another beautiful anchorage, enjoying snorkelling and underwater jets! But it's not long and we have to sail on to Split, I have to visit hospital for an injury which needs X-rays and MRI's! But don't worry it doesn't stop ...
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