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 2581 results
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...
Vanlife in 2026: FULL TOUR + REAL COSTS
Roaming Rupps

Vanlife in 2026: FULL TOUR + REAL COSTS

Take a full tour of our DIY vanlife camper build in 2026! 🚐 In this video we break down EVERYTHING: ⚡ Solar + electrical 🚿 Full shower setup 🍳 Kitchen + sink 🛏 Bed + garage 🐶 Dog bed setup ❄️ AC and cooling 💻 Mobile home office …and the FULL cost breakdown at the end. If you’ve been wondering what...
#LakeWylie Boat Day Guide | Best Stops, Sandbars, Restaurants & BONUS CHAOS
Roaming Rupps

#LakeWylie Boat Day Guide | Best Stops, Sandbars, Restaurants & BONUS CHAOS

Exploring all of Lake Wylie by boat from south to north! In this full boating guide, we hit the best islands, sandbars, restaurants, anchor spots, and boat ramps across the lake — with tons of drone footage, honest reviews, and a little chaos at the end 😅 Whether you're new to Lake Wylie or lo...
We had NO Idea we would be Stranded
Sailing Miss Lone Star

We had NO Idea we would be Stranded

5% Discount Code: SAILINGMISSLONESTAR 👉 The MAGIC happens on the Daily Show 👉 Join the Inner Circle (Patreon) Get behind-the-scenes access, community, and perks: 👉 Book a private call with me If you are trying to buy a boat, plan a major trip, or figure out how to actually make this lifestyle wo...
⛵️ You need to know this TIP if you want to build an Aluminum Sailboat!!Ep.378
Odd Life Crafting

⛵️ You need to know this TIP if you want to build an Aluminum Sailboat!!Ep.378

Installing the deck hatches on our aluminum expedition sailboat turned out to be WAY more complicated than we expected. This was one of those projects that kept us awake at night for months… We knew that as soon as we started welding large hatch frames into the deck, there was a real risk of warpi...
The Start Of Liveaboard Life! Moving Onto Our Catamaran Full Time
The Runa Life

The Start Of Liveaboard Life! Moving Onto Our Catamaran Full Time

We have officially kicked off our liveaboard life for 2026! 🌍⛵ We’ve finally left the marina and our full-time sailing adventure aboard Rúna has officially begun! In this episode, we leave the marina and set sail from northern Italy on our 11m catamaran, Rúna, and begin our 2026 Mediterranean sail...
Father & Son #VanLife Adventure | Linville Gorge + #Old105 Off-Road Camping
Roaming Rupps

Father & Son #VanLife Adventure | Linville Gorge + #Old105 Off-Road Camping

Old 105 Link - Chapters 0:00 - Intro 1:20 - New Day 2:33 - Exploring Camp 5:00 - Scouting New Camp Spots 5:34 - Unattended Fire 7:14 - Epic Views 8:30 - Hiking Linville Falls 10:17 - Motorcycles and Camp 11:30 - Dinner 13:34 - Summary Items in this video we use Induction Cooktop - Solo Stove Ra...
Learning How to Sail Short Handed
Sailing Miss Lone Star

Learning How to Sail Short Handed

The MAGIC happens on the Daily Show 👉 GET THE FULL SORRY HERE:) Book a private call with me If you are trying to buy a boat, plan a major trip, or figure out how to actually make this lifestyle work, you can book time with me directly. I open a limited number of 1:1 calls each week. 👉 Join the I...
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