Watch Sailing & Boating Adventures Around the World

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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Solo Dad Van Life with 2 Toddlers in Minneapolis! | MORE WEST
Roaming Rupps

Solo Dad Van Life with 2 Toddlers in Minneapolis! | MORE WEST

Ashley flew out to Chicago for a work trip, leaving Colin on solo dad duty in Minneapolis for a week of family time! 🚐👶👶 While dodging heavy Canadian wildfire smoke, we spent the week visiting family, exploring the Como Park Zoo, and tackling a massive resupply—stocking up on everything from Costco...
We Drove 1,000 Miles to 3 #NationalParks! | MORE WEST Leg 1
Roaming Rupps

We Drove 1,000 Miles to 3 #NationalParks! | MORE WEST Leg 1

Welcome to Episode 1 of our "More West" series! We’re kicking off our cross-country road trip with a massive 1,000-mile first leg from Charlotte, NC, all the way up to Minneapolis, MN! To cover serious ground, we put in lots of heavy highway driving, but we made sure to pack in some amaz...
2 Under 3 Across America | MORE WEST Series Trailer
Roaming Rupps

2 Under 3 Across America | MORE WEST Series Trailer

7 Episodes. 2 Adults. 2 Kids Under 3. 1 DIY Camper Van. We packed up our self-converted van in Charlotte, NC, and hit the highway for an epic cross-country adventure out west! While Glacier, Yellowstone, and Grand Teton were the headline destinations, our route was packed with incredible stops—fro...
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...
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...
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...
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,...
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...
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...
Cheapest Yamaha #SX190 in the Country?! Our Family Boat Takes a Turn!
Roaming Rupps

Cheapest Yamaha #SX190 in the Country?! Our Family Boat Takes a Turn!

We just picked up the cheapest 2016 Yamaha SX190 in the country… and it’s officially our new family adventure boat. This isn’t just a purchase—it’s the start of a new chapter. From local lakes to bigger trips, we’re planning to take this boat to the Outer Banks, Charleston, and maybe even all the w...
A Introduction to #LakeNorman. The 2026 Boater’s Guide | Where to Go & What to Avoid
Roaming Rupps

A Introduction to #LakeNorman. The 2026 Boater’s Guide | Where to Go & What to Avoid

Everything you need to know before hitting Lake Norman in 2026. From the most popular sandbars and party coves to quieter local spots, we cover it all. Learn peak times to avoid, best waterfront restaurants, and real fuel costs so you can plan your day right. Map - Chapters 00:19 - Intro 03:17 - ...
Behind the Scenes at the 12 Hours of Sebring | IMSA Weekend Vlog
Roaming Rupps

Behind the Scenes at the 12 Hours of Sebring | IMSA Weekend Vlog

In today’s vlog, I drive down to Sebring and spend the full weekend at the track—from practice sessions all the way to the iconic 12-hour race. I get a behind-the-scenes look at staff-only areas, take in some incredible views, and finally meet coworkers I’ve only worked with remotely. Plus, I jump ...
Everything Changed This Year
Roaming Rupps

Everything Changed This Year

A lot has changed lately — some planned, some not. We made a few big decisions, welcomed another tiny human, and found ourselves rethinking what the next chapter looks like for our family. For now, we’re trading slip fees for open roads, slowing things down, and giving the kids time to grow while w...
Saying Goodbye to the Bahamas ⛵ Storms & Surprises Ahead!
Roaming Rupps

Saying Goodbye to the Bahamas ⛵ Storms & Surprises Ahead!

We wrap up this season’s Bahamas adventures with a dramatic exit! Cold fronts are rolling through and the squalls just won’t stop, forcing us to change our course. Instead of making it all the way to Jacksonville, we’re faced with tough decisions and shifting plans. Come along for our final Bahamas...
My wife and child left me | #Hurricane season in the #Bahamas
Roaming Rupps

My wife and child left me | #Hurricane season in the #Bahamas

In today's video, Ashley and Fleix make their way back to the States. Colin hunkers down for some serious squalls before a new crew arrives to sail the boat back to the States. #hurricane #bahamas #liveaboard #family Read more about today's vlog and our #sailing adventure on our site! ...
Hope Town, Abacos: Cruisers Tips, Tricks & The Golf Cart We Didn’t Need
Roaming Rupps

Hope Town, Abacos: Cruisers Tips, Tricks & The Golf Cart We Didn’t Need

In today’s vlog, we sail into Hope Town, Abacos, to ride out a blow, stock up on provisions, and share our best tips for visiting this charming Bahamian town. But the day takes an unexpected turn when we’re manipulated into renting an unnecessary golf cart—only to find the grocery store had closed i...
Egg Island to Hope Town: A Calm Start… Then It Got WILD!
Roaming Rupps

Egg Island to Hope Town: A Calm Start… Then It Got WILD!

We set sail from beautiful Egg Island with hopes of a peaceful anchorage—but Mother Nature had other plans. With rolling anchor conditions and dark skies closing in, we made a split‑second decision: head for the safety of Hope Town in the Abacos. Read more about today's vlog and our #sailing a...
Goodbye #Eleuthera: Devil’s Backbone, Shallow Water Drama, Gorgeous Anchorages
Roaming Rupps

Goodbye #Eleuthera: Devil’s Backbone, Shallow Water Drama, Gorgeous Anchorages

We finally said farewell to #Eleuthera—but not before taking on the legendary Devil’s Backbone. With a local pilot guiding us through the razor-thin shallows, we made our way off the island and into some of the trickiest water we’ve seen yet. Spoiler: it was absolutely worth it. After the nerve-wra...
Off the Grid in Eleuthera: Caves, History, and Hidden Roads
Roaming Rupps

Off the Grid in Eleuthera: Caves, History, and Hidden Roads

In today’s vlog, we explore abandoned Navy bases, visit the stunning #CathedralCaves, and take a scenic drive across #Eleuthera. #bahamas ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @ We share more of our daily lives on our Instagram stories, so give u...
Locked Out by Disney: What Happened to This Bahamian Beach?
Roaming Rupps

Locked Out by Disney: What Happened to This Bahamian Beach?

Today, we finally stepped off the boat to explore one of our favorite spots in the Bahamas—only to find out we couldn't get there. What used to be a peaceful, easy-to-reach beach has now been taken over by Disney. We were shocked to discover restricted access, fences, and signs that redirected ...
Devil’s Backbone: Spanish Wells to Harbour Island (Why You NEED a Pilot!)
Roaming Rupps

Devil’s Backbone: Spanish Wells to Harbour Island (Why You NEED a Pilot!)

The Devil's Backbone is no joke! Watch us navigate this challenging reef passage from Spanish Wells to Harbour Island. We hired a pilot for $100; it is cheap insurance and calmed our nerves. See the stunning but dangerous beauty of this route. #Caribbean #liveaboard #sailboat #TravelVlog #baham...
Sailing to Meeks Patch: Bonfires, Beach Bliss & a Freezer Fail
Roaming Rupps

Sailing to Meeks Patch: Bonfires, Beach Bliss & a Freezer Fail

Join us as we set sail from Royal Island to the beautiful Meeks Patch! We have the entire beach to ourselves for a perfect beach day, let the dogs run free (while dodging the island’s famous wild pigs), and soak in the peaceful cruising life. But, of course, no adventure is complete without a little...
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