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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Budget Sailing 💵 The New Rules📋for Buying a $10K Sailboat! ⛵#sailboat #boatbuying #advice #rules
Tim Labute from Lady K Sailing outlines new rules for buying a $10,000 sailboat, explaining how slip availability, marine insurance, and maintenance logistics have shifted over 20 or 30 years.
Catalina 36 Review: Is It the Best Used Sailboat Value? #shorts
Practical Sailor reviews the Mark 1 Catalina 36 used sailboat value, detailing how 30 to 40 grand delivers a 36-foot hull, generous headroom, and balanced cruising performance under $40,000.
Family of 5, Zero Sailing Experience, $500K Budget: What Boat Should They Buy? | LIVE
Captain James Evenson guides a Utah family of five through a $500,000 blue water sailboat consultation, analyzing offshore monohulls, performance catamarans, practical training pathways, and essential survey checks for older vessels.
Cheap 🤑 Sailboat ⛵ Ownership: The Maintenance Mistakes That Get Expensive 💵 #sailboat #ownership
Tim Labute analyzes the hidden risks of budget boat ownership, explaining how avoiding regular maintenance and ignoring small mechanical issues turns cheap sailboats into costly structural nightmares.
💰 Buying a $10,000 Sailboat?⛵ Get Insurance Answers First! 1️⃣#boatbuying #advice #sailboat #insure
Tim Labute analyzes the realities of purchasing an inexpensive sailboat, explaining why securing liability insurance before making an offer is essential for older vessels.
Buying an Older Sailboat? Why I Avoid Cored Hulls #shorts
Practical Sailor explains why prospective buyers of 30- to 40-year-old cruising sailboats should avoid cored hulls, weighing hidden moisture rot against manageable refit projects.
185.000 € für ein 32 Jahre altes Segelboot – und trotzdem eine gute Wahl?
Follow the BootsProfis team in Italy as they conduct a pre-purchase survey and sea trial on Hachiko, a 1994 Contest 43 sailboat priced at 185,000 euros, testing the hull, balsa-core teak deck, and Reckmann hydraulics.
Annapolis Sailboat Show 2026 FULL Tour
Adventureman Dan explores the 2026 Annapolis Sailboat Show at City Dock on the Chesapeake Bay, inspecting world-cruising monohulls, luxury catamarans, cutting-edge ground tackle, and innovative offshore sailing hardware.
I’m Buying a POWER YACHT?! Touring the Annapolis Boat Show 2026
Bobby White of Sailing Doodles tours the Annapolis Powerboat Show, evaluating aluminum expedition motor yachts, power catamarans, and vessel refit projects in Maryland.
Leaving My Home
Adventureman Dan departs his upstate New York family home with his $17,000 MacGregor 26X UMAR rig, trailing south to the Annapolis Sailboat Show.
What Our $15,000 Boat Really Cost
Sailing Nahoa provides a line-by-line financial audit of purchasing and refitting a $15,000 boat in Vancouver, British Columbia, calculating true DIY refit expenses.
Why Are Used Sailboats So Cheap in 2026?
Why are used sailboats so cheap in 2026? The used sailboat market has changed dramatically since the pandemic buying boom. Boats are sitting longer, asking prices are dropping, and many buyers are making offers thousands of dollars below list price. In this Lady K Sailing episode, we explore whether...
The Ultimate Test Sail Checklist-Don’t Buy a Money Pit
In episode 77 of Secondhand Sailors, we walk you through the test sail process of buying a secondhand sailboat. Before buying a used boat, you must perform a proper test sail. Learn how to spot expensive maintenance disasters before closing the deal. Performing a thorough test sail is the most crit...
Buying My Dream Boat (2001 MacGregor 26X)
This is the story of how I bought my dream power sailor boat, a 2001 MacGregor 26X for more than half of what it was originally listed for. It wasn't easy, but over the course of four days and three nights, I am one step closer to my dream of exploring EVERYWHERE in North America! ____________...
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...
We Flew to Florida to Buy Our Dream Boat…Then Everything Went Wrong| Season 2 Episode 1
Welcome back to Banana Pancakes 🍌🥞 Or if you’re new here… welcome to our beautiful little shit show. After waiting THREE years, we finally flew to Florida to survey what could become our future floating home — a 2021 Leopard 50 catamaran. This is the exact boat we first stepped on during spring bre...
We’re Back…..|Pre-Season 2
🌴 WE SOLD EVERYTHING… AND WE’RE DOING IT AGAIN | Sailing Around the World as a Family of 6 Welcome to Banana Pancakes… or if you’re new here—welcome to the chaos. After sailing the Caribbean for a year, selling our boat, and trying “normal life” again… we realized something: We’re not meant for n...
FROM DREAMERS TO OWNERS! ⚓ Buying a Nordhavn 57 (The Secret Reveal in Croatia!)
What is it actually like to buy a 60-ton ocean-crossing trawler when you've never lived on a boat before? This week, we’re joined by YouTube followers turned friends, Steven and Anna, who flew to Loreto, Mexico to interview us about the reality of the Nordhavn lifestyle. In this deep-dive inte...
BIG ANNOUNCEMENT + We Almost Bought a Dismasted Sailboat! EP 201
Big sailing announcement! In this episode, we share a long-overdue life update and explain why we almost bought a dismasted sailboat. It’s been a while, so we’re catching you up on everything we’ve been working on behind the scenes and what’s coming next for us and the channel. We talk through a r...
Is this a Good Boat?
My new book, "Be the Captain," is finally done! This is the field manual I wish I had when I first started sailing offshore. Ever wondered how I actually search for boats online? In today's video, I'm taking you behind the scenes and showing you my exact step-by-step process f...
We Bought a Boat! | Vision 444 Catamaran
Sailing Big Lost navigates a high-stakes survey day, haulout, travel lift collision, and Gulf Stream sea trial while buying a Vision 444 catamaran in Dania Beach, Florida.
Meet the Crew | Kelly – From Chaos to Calm: My Journey to Sea Life 💙⚓
Waiting on a catamaran survey in Fort Lauderdale, Kelly documents her transition from competitive equestrian arenas and high-stress real estate to full-time family ocean cruising.
The Truth About Our Boat Buying & Selling Journey
Kelly and Connor of Sailing Big Lost break down lessons learned from buying and selling their Leopard 62 catamaran, navigating brokerage disputes, and placing a Vision 444 under contract while based in Hallandale, Florida.