Watch Sailing & Boating Adventures Around the World – Page 3 of 8

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 49-72 of 175 results
FACING FURY – Surviving the STORM in TONGA  (73)
Sailing Machete

FACING FURY – Surviving the STORM in TONGA (73)

The week our family is in the Ha'apai island group of Tonga. It was all smooth sailing with friends until the weather forecast changed. Everyone left and we decided to stay behind and ride out the storm. It left us questioning our sanity and if we were making the right decision. Hopefully w...
CAUGHT ON CAMERA – COLLISION with WHALE in TONGA – the Damage, the Drama, and the Aftermath (72)
Sailing Machete

CAUGHT ON CAMERA – COLLISION with WHALE in TONGA – the Damage, the Drama, and the Aftermath (72)

The week our family is moving to the Ha'apai island group of Tonga. It was all smooth sailing until Machete collided with a whale. Thank you for watching and subscribing. You don't know how much we appreciate it! To God be the glory! #sailingfamily #familyvlog #boatlife #familytravel...
Our Family is DONE – Giving Up Our Dream to Sail Around the World
Sailing Paradise Falls

Our Family is DONE – Giving Up Our Dream to Sail Around the World

#sailingfamily #familyvlog #sailingaroundtheworld #travelvlog #boatlife #bucketlist #lifestyle #sailboat #travelvlog Our family is done - Giving up on our dream to sail around the world. MANY factors and MANY months have contributed to this difficult decision. We always said that Australia was ou...
A Not “Normal” Life – Raising a Family at Sea – Kids, Homeschool, Repairs in TONGA (Ep. 71)
Sailing Machete

A Not “Normal” Life – Raising a Family at Sea – Kids, Homeschool, Repairs in TONGA (Ep. 71)

The week our family is exploring Tonga! We sail to Tonga and catch a tuna on the way. We raft up to another boat at the customs dock and wait to officially check into Tonga. Jack finds the Tonga flag and marks this country on our map! We hop around the different anchorages of Tonga with 5 or 6 ot...
What Happens When You Sail 50 Miles and Discover a Hidden GEM?
Sailing Paradise Falls

What Happens When You Sail 50 Miles and Discover a Hidden GEM?

Sailing 50 Miles and Discovering a HIDDEN GEM We are FINALLY back out sailing on the ocean after 5 long months. Our family sails to Great Barrier Island on our catamaran and hike to find a swing bridge with a tree house and STUNNING views. A low pressure system hits Auckland and we are right in th...
Found the CLEAREST Water In The World – Sailing Niue (Ep. 70)
Sailing Machete

Found the CLEAREST Water In The World – Sailing Niue (Ep. 70)

The week our family is exploring and LOVING Niue! We see it all - caves, chasms, and cliffs! And quite a few whale sightings, more than we have seen anywhere else. We also get to swim in some of the clearest water in the world! It's so beautiful! Daniel and the boys also swim in the creepi...
Meet Conor | Sailing Big Lost Captain
Sailing Big Lost

Meet Conor | Sailing Big Lost Captain

From the snowy mountains of Idaho to the turquoise waters of the Caribbean, Conor’s life has always been about chasing adventure. Dirt bikes, skiing, waterskiing, hunting, and sailing — his childhood was packed with energy, freedom, and a growing love for the outdoors. In this video, Conor shares h...
Family, Fishing, & Sailing the Pacific – 1000 mile journey to an island we’ve NEVER heard of (69)
Sailing Machete

Family, Fishing, & Sailing the Pacific – 1000 mile journey to an island we’ve NEVER heard of (69)

Our family of six lives on a sailboat and this week it's time for us to leave French Polynesia because our visas are running out. We do a final hike up to the World War II cannons and check out of Bora Bora. We raise the sails and start our 1000 nm journey across the Pacific Ocean. We skip ov...
Is Sailing Cheaper Than You Think? See Our REAL Numbers!
Sailing Paradise Falls

Is Sailing Cheaper Than You Think? See Our REAL Numbers!

Is Sailing Cheaper than you think? See Our REAL Numbers! Curious about the cost of sailing the world? In this video, we break down our FIRST year circumnavigation budget MONTH by MONTH sailing from Florida in November 2023 to New Zealand in November 2024. Learn about the expenses, challenges, and r...
Sailing Into the Future: What’s Next for Big Lost?
Sailing Big Lost

Sailing Into the Future: What’s Next for Big Lost?

Big changes are on the horizon 🌅 for the crew of Sailing Big Lost! In this episode, we reveal some exciting news about our future while exploring the stunning Exumas Sand Flats 🏖️, witnessing an epic SpaceX launch 🚀, and bracing for an incoming storm 🌊. Life on the water is always unpredictable, and...
Making Our Boat Ready for the Next Big Adventure!
Sailing Paradise Falls

Making Our Boat Ready for the Next Big Adventure!

Boat Projects in New Zealand MADE EASY Without Breaking the Bank After sailing over 11,000 nm in one year, there are a few boat projects that we need to complete. Watch as we refurbish the outside grill, sew all new cockpit cushions, replace the front trampoline and more. #boatprojects #sewing #sai...
What Surprised Us Most About Living on a Boat?
Sailing Paradise Falls

What Surprised Us Most About Living on a Boat?

What They DON'T Tell You About Circumnavigating in Your FIRST Year? Biggest Boat Life Struggles No One Talks About We're answering all the frequently asked questions about our first year of sailing around the world on our catamaran as a travel family. From costs to challenges, we'll g...
Big Changes Ahead: Our Plans for the New Year!
Sailing La Vagabonde

Big Changes Ahead: Our Plans for the New Year!

With our link AG1 is offering new subscribers a FREE $76 gift when you sign up! You’ll get a Welcome Kit, a bottle of Vitamin D, and 5 free travels packs in your first box! ⛵ Join Us on SeaPeople App (it's FREE!) : ==== ⛵ BOOK A TRIP with VagabondeAdventures: 📨 For more info, email Jack ...
A Baby, A Dog and Too Many Jobs! | Vlog 272
Sailing Sunday

A Baby, A Dog and Too Many Jobs! | Vlog 272

Our new family adventure begins! After years of sailing around the world on our boat, we’re now hitting the road in our newly renovated 5th wheel RV to get back to the boat. With a newborn baby, our 100lb dog and a mountain of tasks, the chaos is real as we prepare for an epic road trip across Ameri...
A Big Decision For The Crew  ep85 HD 1080p
Motherload sailing

A Big Decision For The Crew ep85 HD 1080p

Our Family's journey back to the states and a big decision at sea. After years of living aboard our 50' sailboat, our family of seven returns to the Statesnfor an unexpected fresh start. Faced with an unplanned opportunity to grow and upgrade our home, we embrace the tides of change and se...
Sailors Trade Boat Life For Cabin Life in the Snow! | Vlog 271
Sailing Sunday

Sailors Trade Boat Life For Cabin Life in the Snow! | Vlog 271

This year, we headed to Brittni’s parents cabin for a cozy, winter holiday! A big change from our usual life at sea... It’s a season of firsts for us: our first Christmas as a family of four, Oakleys very first Christmas and our first time embracing land based snow-filled holiday traditions! ❄️ Fro...
You WON’T BELIEVE the Hidden Gems of Bay of Islands
Sailing Paradise Falls

You WON’T BELIEVE the Hidden Gems of Bay of Islands

You WON'T BELIEVE the Hidden Gem of the Bay of Islands In this episode, we continue to explore the beautiful Bay of Islands including historic sites like the Waitangi Treaty Grounds and New Zealand's first ever licensed pub, The Duke of Marlborough to watch election night news coverage. We...
Don’t Make the Same MISTAKES We Did on Our FIRST Day in New Zealand
Sailing Paradise Falls

Don’t Make the Same MISTAKES We Did on Our FIRST Day in New Zealand

Don't Make the Same MISTAKES We Did on Our FIRST Day in New Zealand In this episode, our sailing family checks into COUNTRY #10, New Zealand, and have something incredibly confiscated. Watch to find out our epic mistake on our first day! We explore the Bay of Islands and have an incredible day...
We Survived the Roughest Sailing Passage Ever!
Sailing Paradise Falls

We Survived the Roughest Sailing Passage Ever!

We Survived the Roughest Sailing Passage Ever! Join us as we survive the roughest sailing passage ever! From ocean crossing to sailing through the fastest winds, this journey was not for the faint-hearted. Watch as we battle seasickness and rough waves in this epic adventure at sea. After exploring...
BIRTH VLOG | Labour & Delivery of our first baby!  VLOG 269
Sailing Sunday

BIRTH VLOG | Labour & Delivery of our first baby! VLOG 269

Our baby is finally here!!! This birth vlog captures the emotional, unforgettable journey of labor and delivery as we welcome our first baby into this crazy world. From sailing full time traveling around the world to living in an RV to travel across America, this moment marks the biggest adventure ...
Fiji Life EXPOSED We’re Leaving After 8 Weeks of Paradise
Sailing Paradise Falls

Fiji Life EXPOSED We’re Leaving After 8 Weeks of Paradise

Fiji Life exposed we're leaving after 8 weeks of paradise In this episode, we make final preparations for our next long passage to country #10! Boat projects, meal prep, provisioning, hull cleaning are all just part of getting a boat ready to cross oceans. Where do you think we will travel next...
The Baby Couldn’t Wait!!! Labor Hits During our RV Reno! | VLOG 268
Sailing Sunday

The Baby Couldn’t Wait!!! Labor Hits During our RV Reno! | VLOG 268

From sailing the world to tackling RV life, our adventure took an unexpected, well kinda expected turn when Brittni went into labor during our RV renovation project! This labor and delivery vlog captures the chaos, fun and joy as we welcome our baby while transforming our RV. If you love family vlo...
What Makes FIJI’S Blue Lagoon SO SPECIAL?
Sailing Paradise Falls

What Makes FIJI’S Blue Lagoon SO SPECIAL?

What Makes FIJI's Blue Lagoon SO SPECIAL? Part two of the Yasawa Island Chain of FIJI. This week we visit the beautiful BLUE LAGOON and find Paradise where Brooke Shields filmed the famous movie and got in a good bit of snorkeling. #sailingfamily #familyvlog #sailingaroundtheworld #familytrav...
Kava Corruption EXPOSED in Paradise!
Sailing Paradise Falls

Kava Corruption EXPOSED in Paradise!

The DARK TRUTH of cruising the world Kava Corruption EXPOSED in Paradise Join our sailing family as we explore the Yasawa Islands in Fiji and uncover the truth about kava corruption in paradise. Travel with us and learn about the challenges we face as we navigate through this stunning destination. ...
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