Watch Sailing & Boating Adventures Around the World – Page 2 of 108

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 25-48 of 2588 results
Boat Owners Nightmare
Sailing Miss Lone Star

Boat Owners Nightmare

The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 You can follow the full roadmap and see exactly what we are doing here: 👉 Support the project / partner with us If you are a brand that wants to be part of this build o...
⛵️ This is a much bigger problem than we expected!! Building an Aluminum Sailboat!!Ep.383
Odd Life Crafting

⛵️ This is a much bigger problem than we expected!! Building an Aluminum Sailboat!!Ep.383

In this episode, you'll see the problem, our solution, and the first glimpse of the deck saloon finally coming to life. ___________________________________________________ Support our project: ► (Get instant access to extra content) ► donating through PayPal using: [email protected]...
The ‘DANGER’ of CUBA
Sailorama

The ‘DANGER’ of CUBA

We sailed to Cuba, and have now lived here for several months. What has Cuba taught us? We're still here! All money raised through this link will go towards giving back to the people of this resilient country: LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to...
When Things Go Wrong! – Sailing from Spain to Tunisia, Part 7 | DrakeParagon Sailing
DrakeParagon

When Things Go Wrong! – Sailing from Spain to Tunisia, Part 7 | DrakeParagon Sailing

We're pushing our boat hard to make it to a safe anchorage before an approaching storm when something unexpected happens. What to do when things go wrong! *** Help support our channel by making purchases through our DrakeParagon affiliate links: * Cybertake S2 Pro Portable Air Conditioner: ...
⛵️ We finally understood why this massive problem exists and that made me so mad!! Ep. 382
Odd Life Crafting

⛵️ We finally understood why this massive problem exists and that made me so mad!! Ep. 382

Get $3 off your next Airalo eSim by using our code ODD3 or use our link Download the Airalo app today! Sometimes fixing someone else's mistakes is much harder than building from scratch. This week we finally discovered why the roof of our aluminum sailboat has been fighting us for months... ...
Same Beach 10 years Later
Sailing Miss Lone Star

Same Beach 10 years Later

5% Discount Code: SAILINGMISSLONESTAR 👉 The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 What we are working on right now We are rebuilding Houdini into a safer, more capable offshore boat with a focus on structural int...
Sailing for GOOD
Sailorama

Sailing for GOOD

As we share this video with you, we are saddened to hear that the two older, immobilized gentlemen that we visited one month ago passed away. Please tell your public servants and representatives to END THE BLOCKADE ON CUBA. Thank you! LIVE Updates: facebook.com/sailorama instagram.com/justinesail...
We Bought A Boat 12 Months Ago. Here’s Why You Should NEVER Buy One!
The Runa Life

We Bought A Boat 12 Months Ago. Here’s Why You Should NEVER Buy One!

*Find daily content on our socials:* 📸 Instagram: 📸 Instagram: 🎥 TikTok: 🖥️ Collab enquiries: [email protected] We sold everything, bought a catamaran, and began the sailing lifestyle full-time in 2025. What followed was the adventure of a lifetime... but also one of the hardest years we�...
⛵️ The one thing I don’t like about our sailboat design!! Ep.381
Odd Life Crafting

⛵️ The one thing I don’t like about our sailboat design!! Ep.381

Support our project: ► (Get instant access to extra content) ► donating through PayPal using: [email protected] ___________________________________________________ ** Links and contact information ** For business inquiries: [email protected] Our private email address: oddlifec...
We’re Driving 5,000 Miles to #Glacier & #Yellowstone | The More West Series (Ep.1)
Roaming Rupps

We’re Driving 5,000 Miles to #Glacier & #Yellowstone | The More West Series (Ep.1)

More Miles. More Memories. Welcome to Episode 1 of The More West Series! We are embarking on our biggest, most ambitious family adventure yet: a 5,000+ mile cross-country road trip in our camper van. Our route is massive—we're leaving Charlotte, NC and heading north to Minneapolis, before push...
Sailing Remote Cuba with Medical Supplies
Sailorama

Sailing Remote Cuba with Medical Supplies

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
This 1hr Job and $150 Part Left My Father-In-Law Stranded (Sprinter Repair)
Roaming Rupps

This 1hr Job and $150 Part Left My Father-In-Law Stranded (Sprinter Repair)

My father-in-law’s 2.0L turbocharged diesel Sprinter camper van was completely sidelined by a dying, unreliable starter motor. No starts meant no trips, no camping, and no exploring. In this video, we tackle the repair together, swap out the old starter for a fresh one, and get his home-on-wheels ba...
⛵️ 4 Reasons We Chose a Full Stainless Steel Anchoring System for Our Aluminum Sailboat | EP. 380
Odd Life Crafting

⛵️ 4 Reasons We Chose a Full Stainless Steel Anchoring System for Our Aluminum Sailboat | EP. 380

This week we tested our new windlass, chain and anchor. Another big step toward getting this boat ready for the water. For more information about the products we are using: cromox® stainless steel anchor chain @cromox.chains Mantus M1 Stainless Steel Performance Anchor @mantusmarine.com Ve...
A Proper Little Yacht for the Modern Age | Eastsail All Weather 25| Full Tour
BoatFools Sailing

A Proper Little Yacht for the Modern Age | Eastsail All Weather 25| Full Tour

#boatfoolssailing #sailing #bluewatersailing #pocketcruiser #Eastsail25 #boattour A Newly Completed Traditional Yacht in 2026? | Eastsail All Weather 25 | Full Tour Welcome back BoatFools Nation! Today Captain Kew and I tour BLACK MAGIC, a newly completed Eastsail All Weather 25—a traditional fu...
LIVEABOARD REALITY: Anchorage Chaos, Hidden Rocks & Broken Toilets
The Runa Life

LIVEABOARD REALITY: Anchorage Chaos, Hidden Rocks & Broken Toilets

*Please hit the subscribe button for all things sailing and adventure - it really helps us out and makes us happy! 😃 Thanks A&R ❤️* What's it really like living on a sailboat? Join us for a real, unfiltered 48 hours aboard our 11m catamaran as we sail along the stunning coastline of Sardin...
Bikes Blocking Your Van’s Tail Lights? Fix It For Under $40!
Roaming Rupps

Bikes Blocking Your Van’s Tail Lights? Fix It For Under $40!

Don't get rear-ended or pulled over! Packing bikes on a rear hitch rack is a staple for van life, but it completely blocks the factory brake lights on most vans. Today, I’m adding a set of Curt 53201 LED auxiliary trailer lights directly to my 1up Super Duty bike rack. This gives us clear, uno...
Sailing CUBA is challenging but worth it – here’s why.
Sailorama

Sailing CUBA is challenging but worth it – here’s why.

LIVE Updates: facebook.com/sailorama instagram.com/justinesailorama Thank you to all the patrons of this channel! PATREON:
Should I LEAVE my Ship?
Sailing Miss Lone Star

Should I LEAVE my Ship?

The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 What we are working on right now We are rebuilding Houdini into a safer, more capable offshore boat with a focus on structural integrity, reliability, and real-world securi...
Pura Vela #sailing  #travel #cuba #blockade
Sailorama

Pura Vela #sailing #travel #cuba #blockade

Thank you to all the patrons of this channel! PATREON:
Ultimate #LakeNorman Boat Ramp Guide | Where to Launch!
Roaming Rupps

Ultimate #LakeNorman Boat Ramp Guide | Where to Launch!

Looking for the best place to launch your boat on Lake Norman? In this video, we tour 7 of the most popular #boatramp and public access areas across the lake. Whether you're looking for a massive park with amenities like Blythe Landing or a quick, quiet splash at Pinnacle, we’ve got you covered...
Living the Dream in the Bahamas to Back-to-Back Layoffs
Roaming Rupps

Living the Dream in the Bahamas to Back-to-Back Layoffs

It's been a while since we've shared a true life update, and a lot has changed. From building camper vans during COVID, to living aboard our 50-foot sailboat in the Bahamas, to raising two kids and navigating multiple layoffs, this has been one wild chapter for our family. In this video,...
⛵️ Making our aluminum sailboat longer!! Ep.379
Odd Life Crafting

⛵️ Making our aluminum sailboat longer!! Ep.379

This week, we tackle one of the most important projects on our aluminum sailboat: building the bow sprit, anchor roller system, and windlass foundation. By the end of the episode, the bow of the boat looks completely different—and for the first time, it really starts to look like a serious offshore...
Cycling from my sailboat to Havana
Sailorama

Cycling from my sailboat to Havana

facebook.com/sailorama instagram.com/justinesailorama Check out Oscar's Art! Thank you to all the patrons of this channel! PATREON:
We Had Minutes To Anchor Before The Squall Hit
Sailing Miss Lone Star

We Had Minutes To Anchor Before The Squall Hit

Head to to get 10% off your first month with our sponsor, BetterHelp. Therapy can be a meaningful space to reflect, grow, and create positive change in your life. The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 What we...
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