Watch Sailing & Boating Adventures Around the World – Page 2 of 12
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 285 results
Light WIND SAILING in Montenegro… Then the Dinghy Fuel Problem RETURNED! The reality of cruising.
Sailing Clewless Crew navigates the fjord-like waters of the Bay of Kotor in Montenegro, practicing light-air sail handling before tackling persistent dinghy outboard fuel starvation.
Outrunning Hurricane Season
Beau and Brandy navigate SV Saoirse through challenging Caribbean waters, escaping the hurricane belt on an offshore passage toward safety in the ABC Islands.
Sailboat nearly sank in Cuba, then THIS happened.
When a catastrophic seawater pump failure floods Inesperada off the Cuban coast, the cruising crew of Sailorama executes emergency damage control and discovers extraordinary local ingenuity in Cienfuegos.
Finally, we are visiting the sight of Athens together! (Sailing Dakini – Leave to Roam Ep. 114)
Dan and Kika secure sailing vessel Dakini for winter haul-out at a Leros boatyard in the Greek Dodecanese before crossing the Aegean Sea to explore historic Athens, ancient monuments, and offshore cruising logistics.
We Sailed to Napoleon’s Exile Island…
Linn and Erik of Sail & Doxie navigate Italy's Tuscan Archipelago, outrunning Mediterranean thunderclouds from Capraia to anchor beneath the historic ramparts of Portoferraio on Elba Island.
Trapped on our boat for 7 days!
We're leaving the beautiful Whitsunday Islands behind and beginning the long sail south towards Hervey Bay, Queensland! ⛵️ With plenty of miles to cover, overnight sailing with two little kids, and stops at some of our favourite places along the Queensland coast, this leg of our family sailing...
A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour
@boatfools #columbia39 #BillTripp #Sailboat #Sailing #Classicsailboat They Don’t Build Sailboats Like This Anymore | Columbia 39 | Full Tour The asking price for this 1971 Columbia 39? Best reasonable offer. And for the right sailor, that could make NAIAD a very interesting opportunity. Designe...
This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR
@boatfools #herreshoff #classicsailboat #Sailboattour #sailing #fiberglasssailboat At first glance, GALATEA looks like the kind of classic wooden yacht that belongs to another era. Look again. This remarkable 38-foot Herreshoff-designed cruising sailboat combines the unmistakable lines, bronze ha...
How the $1000 Marine Survey Doubled as a Rebuild Blueprint
In episode 78 of Secondhand Sailors, we walk you through the process of using that expensive survey as a guide for all your boat rebuilding projects.
Hanse 360 Boat Tour: The 36 Footer That Feels Like a 40
Beneteau 38.1 Boat Review: The Hanse 360 is one of the most talked-about new cruising sailboats in the 36-foot range, and in this Practical Sailor boat tour we take a close look at what makes it different. Built by HanseYachts in Greifswald, Germany, and designed by Berret-Racoupeau, the Hanse 360...
Would You Save This Beautiful Swedish Hallberg Mistral 33 Sailboat? | $12k | Tour
#hallbergrassy #hallbergMistral33 #sailboat #Sailing #boattour #boatfools Would You Save This Beautiful Swedish Hallberg Mistral 33 Sailboat? | $12k | Tour Would you save this beautiful Swedish yacht? In this episode of BoatFools Sailing, Canadian Ken and I tour a classic 1970 Hallberg Mistral 33...
A Beneteau With No Backstay?!
Choosing and Securing Seat Cushions - The Beneteau Oceanis 34.1 is one of the most interesting modern cruising sailboats in the 34-foot range. With twin helms, an open transom, a bright cruising interior, three keel options, and a no-backstay rig, this compact Beneteau packs a surprising amount of...
Performance Sailing – Beneteau First 44 Review
C&C 40 Used Boat Review: The Beneteau First 44 Performance is not just another modern cruiser. In this Practical Sailor boat tour, we take a close look at the First 44 Performance and explain what makes this boat so different from the standard First 44, including the carbon mast, deeper perfor...
Broken Rudders, Sunken Boats: The Orcas Are Winning | Sailing Truth Show
Orcas have been ramming rudders and sinking sailboats off Spain, Portugal, and Gibraltar — and tonight we roll the tape. This is a Captain's Breakdown: I pause the footage, judge the crew's decisions in real time, and give the verdict — seamanship, panic, or pure luck. Then I'll tell ...
Is This Luders 33 Sailboat The One? | $25,000 | Full Tour
#BoatFools #sailing #luders33 #boattour #sailboat Is This Luders 33 Sailboat The One? | $25,000 | Full Tour What happens when someone spends six years searching for the right sailboat? Meet Sophia. For the past six years, she's been working with our good friend Captain Kew or Q (who unfort...
WE HAD TO CUT INTO OUR RUDDER!
Check out the Fitnexa SomniPods 3 here to apply $10 off: #Fitnexa #SomniPods3 #travelsleep What started as a few small cracks quickly turned into a more involved repair than we expected… While inspecting our sailboat’s rudder, Jase noticed cracking around the rudder stock. What seemed like a min...
S1E53. I Work on Boats All Day… Then Fix My Own | Shore Power MELTDOWN & $7,000 Transmission!
Some people clock out after work... I spend all day repairing other people's boats... then come home and work on my own until dark. In this episode of Sailing UV, you'll come along for another week of life balancing a full-time job in a professional boatyard while slowly bringing our neg...
Ignoring This Boat Upgrade Could Cost You Everything | TruDesign Install! Ep-229
What happens if a through-hull fitting fails offshore? As we prepare Escapade for a Pacific Ocean crossing, we're tackling one of the most important sailboat maintenance jobs we've ever done: replacing our through-hull fittings and seacocks with a complete TruDesign installation. While i...
🚩 RED FLAGS: How I Spot the Lemon Boats on Yacht World 🚩
Vetting a boat on Yacht World isn't just about finding something in your budget; it's about knowing how to spot the hidden warning signs before you lose your shirt. In this video, I’m breaking down 9 very different boats currently listed online to show you exactly how I analyze them thro...
The Sailboat With No Wires Holding Up the Mast
Thinking about buying a 30-foot sailboat, liveaboard cruiser, weekend sailboat, or easy singlehanded cruising boat? The Nonsuch 30 is one of the strangest and smartest used sailboats on the market. With no standing rigging, no shrouds, no forestay, no headsail, one huge sail, a freestanding mast, an...
Hans Christian 33: The Tiny Bluewater Legend Nobody Sells
Cabot 36 Used Boat Review: The Hans Christian 33 is one of the most beloved older bluewater cruising sailboats ever built, and in this Practical Sailor review we take a close look at why this heavy-displacement, full-keel cutter still has such a strong following. Designed by Harwood Ives and built ...
The Best Canadian Sailboat You’ve Never Heard Of | Sailing Truth Show
📕 GET THE BOOK: Be The Captain. Winner of the 2026 Eric Hoffer Award. 25 years of offshore decisions in one book → 🔓 FREE: The Captain's Locker. Printable watch schedules, pre-departure checklists, delivery tools → She's a 1996 Gozzard 44, built by one family in a small Ontario shop th...
Best 40 Foot Sailboat to Live On?
So you want to live on a sailboat. What is the best sailboat to live on, and how big should a sailboat be to live aboard comfortably? In this episode, we look at why a 40-foot sailboat may be the sweet spot for real liveaboard sailing. You can live on a smaller boat, but if you want adult comfort, r...