Watch Sailing & Boating Adventures Around the World – Page 24 of 42

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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Thanksgiving Boat Life Edition | Boat Life Ep. 26
Wild We Roam

Thanksgiving Boat Life Edition | Boat Life Ep. 26

Thank you so much to Squarespace for sponsoring this video and helping make these adventures possible aboard Penelope. If you’d like to open your own online shop or create a website go to Squarespace.com/wildweroam for 10% of your first purchase. Making a Thanksgiving feast aboard our sailboat Pen...
SAILING A HANSE 57 in AUSTRALIA (Unforgettable Sailing Ep. 164)
Unforgettable Sailing

SAILING A HANSE 57 in AUSTRALIA (Unforgettable Sailing Ep. 164)

It's official! We can't stay away from SAILBOATS! We are traveling Australia by campervan but every opportunity we have to jump on a sailboat and have a great day sailing is the kind of invitation we can't deny. This time we sailed with our friends in a Hanse 57' around the G...
RIPPING APART OUR VAN AFTER 1 YEAR OF VAN LIFE | VAN LIFE RE-BUILD
Chesca & Ben

RIPPING APART OUR VAN AFTER 1 YEAR OF VAN LIFE | VAN LIFE RE-BUILD

🚐 Subscribe! New videos every Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Episode #44 - Well, I can't believe we're finally filming this episode! 4 months to build... 4 days to destroy! There is method in the madness though, although you&#...
DRIVING HOME THROUGH A PANDEMIC | POLICE CHECKS & BORDER CLOSURES
Chesca & Ben

DRIVING HOME THROUGH A PANDEMIC | POLICE CHECKS & BORDER CLOSURES

🚐 Subscribe! New videos every Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Episode #43 - We're getting a strange sense of deja vu... anyone remember when we hot-footed it out of Portugal back in March to avoid border closures?! After making the ...
Living BIG in a TINY HOME | Nomad Life  (Unforgettable Sailing Ep.163)
Unforgettable Sailing

Living BIG in a TINY HOME | Nomad Life (Unforgettable Sailing Ep.163)

Where are you going to sleep tonight? Where are you going to shower? How do you wash clothes? And where to find a good cheap cup of coffee? What to do on a rainy day? If you have ready answers for all these questions, You’re probably not living like a nomad. Either you live on a van, a boat or ...
Ep. 0: Who moves onto a boat right before winter? An introduction to us.
Towards the Adventure

Ep. 0: Who moves onto a boat right before winter? An introduction to us.

Welcome to our very first video! We thought it'd be nice to tell you a little bit about who we are and how we got to this point. And what a trip down memory lane it was to make this video: over the last 6 years we've been to over 20 countries on all sorts of adventures. It starts with how ...
VAN LIFE WILD CAMP on our Private Beach! VAN LIFE ITALY
Chesca & Ben

VAN LIFE WILD CAMP on our Private Beach! VAN LIFE ITALY

🚐 Subscribe! New videos every Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Episode #43 - It never amazes us how quickly things can change! We started off the week with one of the most beautiful camps we've found so far, just in time to celebrate...
Sailing Avocet | Working Hard to RELAX at Santa Cruz Island
Sailing Avocet

Sailing Avocet | Working Hard to RELAX at Santa Cruz Island

After an entire year of nonstop boat work, we finally made our grand escape to Santa Cruz Island to celebrate our hard work and finally relax. We honestly didn't film much this trip since we wanted to take it easy but a camera always finds its way into our hands so we created a little video to ...
SUPER FAST SAILING (Unforgettable Sailing Ep.162)
Unforgettable Sailing

SUPER FAST SAILING (Unforgettable Sailing Ep.162)

HOW FAST can a sailboat go? We are flying! We had never sailed so fast in our whole lives and it was pretty cool. As cruisers we are not usually too worried about performance, we like to sail fast but always think about safety first, nothing compared to racing boats. This time we had the opportuni...
DIY OFF-GRID OVERLANDING Truck Camper RIG! // SOLAR // BUMPER // GUARD Terra Tula
Tula's Endless Summer

DIY OFF-GRID OVERLANDING Truck Camper RIG! // SOLAR // BUMPER // GUARD Terra Tula

The projects never stop on this off-grid overlanding truck camper but we are having fun along the way! Below are the links we mentioned in the video:) Our favorite eco friendly waterwear: Our new bumper! Zamp Solar: You can shop Zamp Solar panels on Amazon too! Dakota Lithium Batteries: Do yo...
EPIC VAN LIFE ROAD TRIP IN SICILY, ITALY (this island is incredible!)
Chesca & Ben

EPIC VAN LIFE ROAD TRIP IN SICILY, ITALY (this island is incredible!)

🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
VLOG 9 On the Road | Ending our trip early :/
Roaming Rupps

VLOG 9 On the Road | Ending our trip early :/

Since we are unable to travel outside the US, we decided to see more of our own country this year. We built a camper van in May of 2020 and joined the #vanlife lifestyle and started filming our #travelvlogs. In this week's video, we packed 2x National Parks into one day. Definitely not enough ...
Our FIRST DAYS of Van Life (Unforgettable Sailing Ep.162)
Unforgettable Sailing

Our FIRST DAYS of Van Life (Unforgettable Sailing Ep.162)

Would you like your life were a little more simple? Could you give up on some comforts that sometimes just make life more complicated? Join us on our first days of van life in our camper van in Australia. Van Life AUSTRALIA ► SUBSCRIBE here so you never miss a video: Get some cool Merch in our ...
IS THIS THE END OF VAN LIFE IN SICILY?
Chesca & Ben

IS THIS THE END OF VAN LIFE IN SICILY?

🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
ALTERNATIVE LIVING | 3 Ideas Of Slow Living Weekly Vlog Ep. 53
Living Hakuna

ALTERNATIVE LIVING | 3 Ideas Of Slow Living Weekly Vlog Ep. 53

In today's weekly vlog, we give you a tour of our indoor garden and plant haul. Then we go on a trip with our off grid living family and as we travel the east coast we share about our 3 off grid lifestyles: van life, Overlanding, and sailing life. Once we're back on our sailboat, we fini...
EXPLORING SICILY BY VAN (road trip on the north coast)
Chesca & Ben

EXPLORING SICILY BY VAN (road trip on the north coast)

🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
BOAT LIFE X VAN LIFE 🚐 (Unforgettable Sailing Ep.160)
Unforgettable Sailing

BOAT LIFE X VAN LIFE 🚐 (Unforgettable Sailing Ep.160)

Would you change the life as crew on a super sailing yacht to travel around on a tiny home on wheels? Well, that's what we did! Our time aboard the superyacht is finished and before we head back to our floating home Unforgettable we decided to go an a road adventure. We are skilled sailors and ...
BY LAND OR BY SEA?  -Boats & RVs- Advantages & Disadvantages of each
The O'Kelly's

BY LAND OR BY SEA? -Boats & RVs- Advantages & Disadvantages of each

Travel is travel, right? And living in a boat isn't so different than living in a van or RV, right? Not so. These are VASTLY different lifestyles. We break down the differences in comfort, convenience, finances, maintenance, and adventure. Like our other comparisons, we see the advantages and d...
A WEEK OF VAN LIFE IN SICILY, ITALY  (our daily life)
Chesca & Ben

A WEEK OF VAN LIFE IN SICILY, ITALY (our daily life)

🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
FIRST IMPRESSIONS OF SICILY! Italian Van Life Continues!
Chesca & Ben

FIRST IMPRESSIONS OF SICILY! Italian Van Life Continues!

🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
NOT THE ITALY WE EXPECTED (driving the coast of Italy)
Chesca & Ben

NOT THE ITALY WE EXPECTED (driving the coast of Italy)

🚐 Subscribe! New videos every Wednesday & Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, tur...
VAN LIFE IN RURAL TUSCANY
Chesca & Ben

VAN LIFE IN RURAL TUSCANY

🚐 Subscribe! New video every Sunday - 📸 Follow us on Instagram - 👋 Say Hello on Facebook - ✏️ www.overlandingsophia.com Hello! We’re Chesca & Ben, and we live full time in our self converted sprinter van, Sophia. We spent 6 long months converting our tiny home on wheels, turning her from a w...
VLOG 7 On the Road | We Almost Get STUCK in Theodore Roosevelt National Park!
Roaming Rupps

VLOG 7 On the Road | We Almost Get STUCK in Theodore Roosevelt National Park!

Since we are unable to travel outside the US, we decided to see more of our own country this year. We built a camper van in May of 2020 and joined the #vanlife lifestyle and started filming our #travelvlogs. In this week's video, we head to #TheodoreRooseveltNationalPark in the pouring rain an...
Sailing Avocet | Building our BULWARK!
Sailing Avocet

Sailing Avocet | Building our BULWARK!

It was a (very) long 5 months but we completed the LAST piece of our external boat refit by building and installing our new bulwark design, inspired by the Lyle Hess Bristol Channel Cutter's. It was a lot of work, but SO worth it! In this video we share how the bulwarks made with Cumaru, fasten...
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