Watch Sailing & Boating Adventures Around the World – Page 3 of 14

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 328 results
Berry Islands to Nassau Madness, a 15HP 2-Smoker… & Finally Relaxing!
Roaming Rupps

Berry Islands to Nassau Madness, a 15HP 2-Smoker… & Finally Relaxing!

Join us on another real-life Bahamas cruising adventure! We make the jump from the Berry Islands to Nassau, where things get a little crazy! From the hustle and chaos of Nassau to navigating busy waters, we also pick up a 15HP Yamaha 2-stroke to add some extra speed car. But after all the madness, w...
Bahamas Cruising Gone Wrong? Bimini to Berry Islands & Riding Out a 40kt Blow!
Roaming Rupps

Bahamas Cruising Gone Wrong? Bimini to Berry Islands & Riding Out a 40kt Blow!

Join us on our real-life Bahamas cruising adventure! Everything isn’t always perfect as we hop from Bimini to the Berry Islands, facing the challenges of boat life along the way. From breathtaking island views to unexpected surprises, we finally find shelter in Great Harbour Cay as a 40-knot blow ro...
Can We Jump to Bimini before Disaster Strikes?
Roaming Rupps

Can We Jump to Bimini before Disaster Strikes?

In this weeks video we make the jump to #Bimini #Bahamas and hit a few road blocks along the way. #sailing ▬ 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 us a follow! Ashley: Colin:
Testing our Relationship in New Smyrna | Sailing 42
Roaming Rupps

Testing our Relationship in New Smyrna | Sailing 42

In this week's video, we test our relationship with a broken shifter cable during anchoring and make our way to Cape Canaveral. Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @...
Cumberland Island to St Augustine | Sailing 41
Roaming Rupps

Cumberland Island to St Augustine | Sailing 41

In today's vlog we #sail our way south and stop at some great locations. We also get a little bit of help from before we jump into #Flordia. #sailing Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreon to get our journey s...
Quick Trip to Cannes to See Some Yachts and Excess Catamarans
Roaming Rupps

Quick Trip to Cannes to See Some Yachts and Excess Catamarans

Come with me as Colin takes a quick trip to Cannes to see the boats how and visit the #Excess Catamaran factory. $50 hotel - ▬ 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 us a follow!...
Sailing South and Knocking Out Nautical Miles | Sailing 40
Roaming Rupps

Sailing South and Knocking Out Nautical Miles | Sailing 40

In today's vlog, we knock out a few miles offshore in our never-ending love to get to the Bahamas. Things got a bit spooky offshore with near-zero visibility!!! Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreon to get our jo...
We are sailing to the Bahamas! | Sailing 39
Roaming Rupps

We are sailing to the Bahamas! | Sailing 39

Join the Roaming Rupps family as they embark on their first sailing voyage from Charleston, SC to the Bahamas. Learn about their boat preparations, shakedown sail, and what's next in their adventure!
Entering the port of Jacksonville
Roaming Rupps

Entering the port of Jacksonville

Read more about today's vlog and our #sailing adventure on our site! ▬ 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 us a follow! Ashley: Colin: ▬ Song credits ▬
Ep54 Hidden Gems in Italy.
Sailing Rhumor

Ep54 Hidden Gems in Italy.

Join Sailing Rhumor on their unforgettable voyage through Italy's hidden gems. They navigate calm seas while encountering diverse marine life, ancient cliff-side villages, and explore charming anchorages along the stunning Italian Riviera coastlines.
Ep53 We made it to Italy
Sailing Rhumor

Ep53 We made it to Italy

Ep53 Rhumor leaves the beautiful Marina at Cap d' Ail and travels along the coast east towards Italy. With the wind coming from the south east it is hard going, as we get closer to a headland half way into the trip the wind decides to make a switch to the east meaning that Rhumor was now not ab...
New Fridge / Freezers and Composting Toilet | Sailing 40
Roaming Rupps

New Fridge / Freezers and Composting Toilet | Sailing 40

Roaming Rupps transform their sailboat's living space with new fridge, freezer, and composting toilet upgrades, improving functionality while preparing for an offshore journey.
Unlimited Drinking Water with our SeaWater Pro Watermaker | Sailing 39
Roaming Rupps

Unlimited Drinking Water with our SeaWater Pro Watermaker | Sailing 39

Watch this episode as we install a 40GPH SeaWater Pro Watermaker on our sailboat. We're getting ready to head off grid and make unlimited drinking water on our sailing adventures! 🌊
Hauling out and winterising our sailboat on Leros island, Greece (Ep 11)
Sailing Wishful Thinking

Hauling out and winterising our sailboat on Leros island, Greece (Ep 11)

Wishful Thinking is hauled out on Leros island in eastern Greece for the European winter. We pack away the sails, service the engine and seacocks, fog our dinghy outboard and do lots of other jobs to prepare to leave her for the winter. We engage a technician from the boat yard to service and repack...
The Kitchen is DONE! So Close to Cruising | Sailing 36
Roaming Rupps

The Kitchen is DONE! So Close to Cruising | Sailing 36

Roaming Rupps embark on a sailing adventure to upgrade their boat's outdated kitchen while traveling. The family tackles a challenging renovation with limited space but is rewarded with a functional, stylish oasis perfect for their voyages.
Last weeks in Turkey and sailing to Symi and Nisyros in Greece (Ep 10)
Sailing Wishful Thinking

Last weeks in Turkey and sailing to Symi and Nisyros in Greece (Ep 10)

We spend our last few weeks in Turkey with our friends Beth, Paul, Gabi, Alex and Belinda. We then sail back to Greece as our Schengen visa time had finally reset. We check in at Symi and explore the island. We sail to Tilos and Nisyros as we make our way north towards Leros where Wishful Thinking w...
Renovating our 33 year old Sailboat’s Galley / Kitchen | Sailing 35
Roaming Rupps

Renovating our 33 year old Sailboat’s Galley / Kitchen | Sailing 35

In today's video, we tackle one of our biggest projects to date, the galley renovation! Also, we make the boat a little safer with some lifeline netting. Netting link - ▬ Support Us! ▬ We share more of our daily lives on our Instagram stories, so give us a follow! Ashley: Colin: ▬ Song ...
Sailing the Infamous Whale Cay Cut to Top 10 Most Beautiful Beach – Ep. 227
Sailing Zephyr

Sailing the Infamous Whale Cay Cut to Top 10 Most Beautiful Beach – Ep. 227

Embark on a thrilling journey with us as we navigate through the treacherous waters of the infamous Whale Cay Cut aboard our sailboat. Witness the breathtaking beauty of one of the world's top 10 most stunning beaches as we finally reach our destination. Experience the magical moment when the s...
Full-Time Liveaboard life | Sailing Sunday Vlog 236
Sailing Sunday

Full-Time Liveaboard life | Sailing Sunday Vlog 236

This week we take you through what its like as full-time liveaboards trying to head south in USA. Right now we are in North Carolina in winter headed to Florida before crossing to the Bahamas. Follow our travel vlog with myself Ryan, Brittni and our rescue pup Jackson as we travel the world on our...
Arriving in the Bahamas on our Sailboat: Cold Surprise | Sailing Zephyr – Ep. 225
Sailing Zephyr

Arriving in the Bahamas on our Sailboat: Cold Surprise | Sailing Zephyr – Ep. 225

Embark on an unforgettable sailboat voyage with us as we set sail for the Bahamas, meticulously planning our route around weather windows to ensure a smooth journey. Despite our meticulous preparations, we were taken by surprise upon our arrival – the Bahamas greeted us with an unexpected cold snap!...
Sailing Turkey: Fethiye to Kas and Kekova (Ep 9)
Sailing Wishful Thinking

Sailing Turkey: Fethiye to Kas and Kekova (Ep 9)

We continue exploring around Fethiye before sailing to Kas and Kekova. We check out some sights around Kas, including the ancient cities at Patara and Myra as well as Duden Waterfalls in Antalya. Luke heads off to continue his travels through Europe and Wig, Andy and my brother Peter join the crew.
Our biggest project to date. Creating an owners version
Roaming Rupps

Our biggest project to date. Creating an owners version

In today's video, we take on the biggest and most rewarding project yet. We create an owner's version by removing a beauty wall between two cabins to create one massive owner's cabin. Follow along as we show you step, by step how we added value and practicality to our #Beneteau Oceani...
Sailboat Refit Continues (Floorboard Restoration) | Sailing 33
Roaming Rupps

Sailboat Refit Continues (Floorboard Restoration) | Sailing 33

In today's video we give the floors a new lease on life and sew up some new stantons, I mean, shroud covers for the old girl! Bye Bye pacific blue, and good riddances! ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @ We share more of our daily lives...
On the Hard Again, Bottom Paint Failure | Sailing 32
Roaming Rupps

On the Hard Again, Bottom Paint Failure | Sailing 32

In today's vlog, we have to #HaulOut again due to the keel paint failing. We see if they honor it under warranty and add a few cosmetic upgrades while she's out of the water. #sailing ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @ We share mor...
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