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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The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show
Sailing Zingaro

The Best Affordable Sailboats Nobody Talks About (With Kyle Jachney) | Sailing Truth Show

Everyone chasing the cruising dream gets pointed at the same handful of "name" boats — and most of them are priced out of reach for a first-timer. So today Kyle Jachney and I are talking about the ones nobody puts on a list: the older, affordable fiberglass cruisers from the 70s and 80s th...
This 1997 Sailboat Costs $350,000… Here’s Why – Hampton 43
Practical Sailor

This 1997 Sailboat Costs $350,000… Here’s Why – Hampton 43

Diesel Repower From Scratch: Part 1: Can a 1997 sailboat really be worth $350,000? In this video, we take a deep dive into the Hampton 43 pilothouse cutter, a heavy-displacement offshore cruising sailboat built for serious passagemaking. We break down the specs, design philosophy, and real-world c...
ARE WE BUYING A NEW PERFORMANCE CATAMARAN?  ANNAPOLIS BOAT SHOW TOURS – PART 1
Sailing PILAR - Blue Dot Voyages

ARE WE BUYING A NEW PERFORMANCE CATAMARAN? ANNAPOLIS BOAT SHOW TOURS – PART 1

Is it time for a Performance Catamaran? What is the best blue water sail boat for us? Come along with us as we explore 3 performance catamarans - Balance, Outremer and Catana OC50 at the Annapolis Boat Show and beyond! We give you the pros and cons (in our opinion). Part 1 covers primarily the B...
Every Boat Has a Story… You’re Not Gonna Believe This One
Sailing Zingaro

Every Boat Has a Story… You’re Not Gonna Believe This One

FULL TOUR: ➡️ (Uploading... Give it 60 minutes...) Every boat has a story… but this one is on another level. This is the MCP 68 Global Expedition — a 32-ton aluminum yacht that sailed six thousand miles upwind on its maiden voyage, straight into hurricane season… and nothing meaningful broke. N...
Full Tour of the Bluewater 56 | Kevlar Offshore Yacht
Sailing Zingaro

Full Tour of the Bluewater 56 | Kevlar Offshore Yacht

Full in-depth walkthrough of the Bluewater 56 — a Kevlar/Twaron-reinforced offshore sailboat designed for real bluewater passagemaking. This isn’t just a quick deck shot; it’s a detailed 90-minute tour filmed after I spent six weeks commissioning this yacht in Mallorca. 📕 My book: Be The Captain →...
The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]
BoatFools Sailing

The NICEST Sailboat We’ve Ever Seen! A 1973 Custom Alden Ketch at $159k! [[SOLD]]

#AldenKetch #ClassicSailboat #BluewaterCruiser #SailboatTour #LiveaboardSailboat The NICEST Sailboat We've Ever Seen?! A 1973 Custom Alden Ketch for $159K – FULL TOUR [[SOLD AS OF 08/30/2025!]] This one’s WAY above our usual budget... but when Canadian Ken and I saw this stunning 47’ Custom A...
Best Bluewater Sailboats (& Catamarans!) Under $300K
Sailing Zingaro

Best Bluewater Sailboats (& Catamarans!) Under $300K

Looking for a monohull or catamaran under $300K? You may be surprised at the top choice... Offshore passage making: Patreon: Zingaro Merch: Links Mentioned in this Video: Jimmy Cornell Interview with OVNI: Steve and Linda Dashew books (FREE): Chapters: 00:00 Intro 1:15 Allures 44 9:51 Oys...
Real Questions? Real Answers. No BS.
Sailing Zingaro

Real Questions? Real Answers. No BS.

You asked, I answer. No BS, this is real advice. Here's my Yachtworld link: Buy me a beer: Watch Next: Bluewater Sailboats 101: The WORST Boats to buy 2025: Support the Channel: 👉 00:00-00:37 Intro 00:37 Do more production boats cross oceans? 1:30 Does tankage make a bluewater boa...
Upgrading a Coastal Cruiser for Offshore Sailing
Sailing Zingaro

Upgrading a Coastal Cruiser for Offshore Sailing

In this Q&A session, I’m diving into the best questions from my Bluewater Boats 101 series! Whether you're curious about upgrading a C&C 35 for offshore, the pros and cons of in-mast furling vs. slab reefing, or how to avoid container collisions, I’ve got you covered. We’ll also explore...
Bluewater Sailboats 101: Outside the Boat (Part 2)
Sailing Zingaro

Bluewater Sailboats 101: Outside the Boat (Part 2)

Learn how to choose the perfect bluewater sailboat for offshore cruising, focusing on critical topside features and rig setups. Avoid the common pitfalls and find the safest, most capable sailboat for sailing around the world. ❤️ THESE VIDEOS TAKE A TON OF WORK; CONSIDER SUPPORTING US ❤️ Patreon: ...
How to Choose the Best (and Avoid the Worst) Bluewater Sailboats
Sailing Zingaro

How to Choose the Best (and Avoid the Worst) Bluewater Sailboats

Looking to buy a bluewater sailboat? In this video, we dive deep into how to choose the best bluewater sailboat for offshore cruising—and more importantly, what to avoid! Helpful Links: USCG Capsize Report from 1972: Bob Perry Design Reviews (All): Sailboat Data: Data Numbers Explanation: ...
WHY Two Headsails? [Cutter vs Slutter vs Solent] | Sailing Wisdom
Rigging Doctor

WHY Two Headsails? [Cutter vs Slutter vs Solent] | Sailing Wisdom

▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] What do Cutters, Slutters, and Solents have in common? Two headsails! ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN ...
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