Sailing Zingaro – Page 2

Watch Sailing Zingaro Latest videos

Showing 25-48 of 400 results
LIVE: How to find DEALS on used sailboats
Sailing Zingaro
LIVE: How to find DEALS on used sailboats
Looking for an offshore-capable boat that won’t destroy your wallet? In this livestream I’ll show you how I hunt for serious deals on YachtWorld — live. Whether you're looking for a bluewater cruiser, steel hull tank, or just a solid fixer-upper, thi...
  • Mar 30, 2025
  • Language: EN
  • Play Time: 00:00:00
The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)
Sailing Zingaro
The WORST Listings I’ve Ever Seen (15 MASSIVE Sailboat Red Flags)
I’m breaking down HUGE red flags I’ve seen in real boat listings—stuff that should make you think twice (or run for the hills). From hurricane damage to sketchy new paint jobs, I'll show you how to read between the lines of listings and photos so you...
  • Mar 26, 2025
  • Language: EN
  • Play Time: 00:29:40
Life at 14kts: Offshore Delivery of a 50′ Looping Catamaran
Sailing Zingaro
Life at 14kts: Offshore Delivery of a 50′ Looping Catamaran
Join Captain James and Crew aboard a delivery of a Looping 50' custom performance catamaran. See and FEEL what it's like to be offshore!. #sailing #bluewatersailboats #liveboatshopping #offshoreyachts #yachtworld #sailboatbuyer #cruisinglife Consultatio...
  • Mar 19, 2025
  • Language: EN
  • Play Time: 00:00:00
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: https://sailingzingaro.com/ Patreon: https://www.patreon.com/svzingaro Zingaro Merch: https://www.bonfire.com/store/zingaro/ Links Menti...
  • Feb 22, 2025
  • Language: EN
  • Play Time: 00:34:28
Best Bluewater Sailboats (MONO AND CATAMARANS) Under $300K
Sailing Zingaro
Best Bluewater Sailboats (MONO AND CATAMARANS) Under $300K
Join me live as I browse YachtWorld, searching for the best bluewater sailboats under $300K. I’ll break down the pros and cons of each boat, discuss their offshore capabilities, and share insider knowledge on what makes a great cruising yacht. If you’r...
  • Feb 16, 2025
  • Language: EN
  • Play Time: 00:00:00
Do You REALLY Need a Captain’s License? (The Truth)
Sailing Zingaro
Do You REALLY Need a Captain’s License? (The Truth)
You DO NOT NEED a captain's license to deliver boats — but is that true? In this video, I’ll explain everything you need to know about USCG and RYA captain's licenses. 🚀 Links Mentioned in This Video: Rules of the Road Book: https://shorturl.at/aL...
  • Feb 16, 2025
  • Language: EN
  • Play Time: 00:14:08
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: https://shorturl.at/fyiRy Buy me a beer: https://www.paypal.com/paypalme/svzingaro Watch Next: Bluewater Sailboats 101: https://youtu.be/jRBi5Y2Rac8 The WORST Boats to buy 20...
  • Feb 05, 2025
  • Language: EN
  • Play Time: 00:31:21
Will a $200K Boat Keep You Safe?
Sailing Zingaro
Will a $200K Boat Keep You Safe?
Looking for a bluewater boat around $200K? In this livestream, I’ll break down what you really get for that money, answer your burning questions from the comments, and help you figure out if that price tag equals safety offshore. Let’s talk boats! Co...
  • Feb 02, 2025
  • Language: EN
  • Play Time: 00:00:00
Did I Just Find the PERFECT Cruising Boat??
Sailing Zingaro
Did I Just Find the PERFECT Cruising Boat??
Link to this boat: Here is the boat: https://www.yachtworld.com/yacht/1999-najad-441-9573036/ Could this be the perfect cruising boat? The 1999 Najad 441 blew me away with its balance of comfort, performance, and low-maintenance design. In this video, I’...
  • Feb 01, 2025
  • Language: EN
  • Play Time: 00:09:48
LIVE: Boat-buying Workshop! (How to find the PERFECT BLUEWATER sailboat)
Sailing Zingaro
LIVE: Boat-buying Workshop! (How to find the PERFECT BLUEWATER sailboat)
Join me as we explore how to search for, find, and assess bluewater boats online. Download worksheet: https://drive.google.com/drive/folders/1m1M7zQHCEXxmEUv6OQU-fr8T9XIwyaPj?usp=sharing Consultations with James: https://sailingzingaro.com/ Support ou...
  • Jan 26, 2025
  • Language: EN
  • Play Time: 00:00:00
BEST Offshore Sailboats Under $125K
Sailing Zingaro
BEST Offshore Sailboats Under $125K
Want to sail around the world? Here are 15 incredible bluewater sailboats you can buy for less than $125,000. From classic cruisers to modern performance designs, these boats are seaworthy, comfortable, and ready for adventure. 🌎 ⛵ Want More? Support...
  • Jan 19, 2025
  • Language: EN
  • Play Time: 00:13:52
How to Heave-To Offshore: Real-Life Demo on a Yacht Delivery
Sailing Zingaro
How to Heave-To Offshore: Real-Life Demo on a Yacht Delivery
Join me aboard a Beneteau 47.7 as we tackle offshore conditions 400 nautical miles north of Cartagena, Colombia, during a yacht delivery from Exuma, Bahamas. In this video, I’ll show you step-by-step how to heave-to in the wind and waves, offering crucia...
  • Jan 12, 2025
  • Language: EN
  • Play Time: 00:13:12
10 Affordable Sailboats to Sail Around the World (Under $50K)
Sailing Zingaro
10 Affordable Sailboats to Sail Around the World (Under $50K)
In this video, I reveal 10 incredible, inexpensive sailboats under $50,000 perfect for bluewater sailing around the world. These boats are affordable, capable, and ready to take you on the adventure of a lifetime. From legendary designs like the Cal 40 an...
  • Jan 05, 2025
  • Language: EN
  • Play Time: 00:13:39
Best Bluewater Sailboats to Buy in 2025 (Under $50k)
Sailing Zingaro
Best Bluewater Sailboats to Buy in 2025 (Under $50k)
Join me as I search through YachtWorld to find the best sailboats under $50,000! I'll set up the search criteria, share my expert tips for identifying great deals, and go through all the boats currently available. Whether you're dreaming of your first boat...
  • Jan 01, 2025
  • Language: EN
  • Play Time: 01:23:10
Top 10 WORST Sailboats to Buy in 2025
Sailing Zingaro
Top 10 WORST Sailboats to Buy in 2025
Thinking about buying a cruising sailboat in 2025? 🚨 Before you invest your hard-earned cash, watch this video! I’m breaking down the top 10 worst sailboats under $50K that you should avoid. From poorly designed IOR-inspired racers to heavy, sluggish ...
  • Jan 01, 2025
  • Language: EN
  • Play Time: 00:11:47
LIVE: Zingaro is KEEPING THE BOAT??? (Live sailing offshore MERRY CHRISTMAS!)
Sailing Zingaro
LIVE: Zingaro is KEEPING THE BOAT??? (Live sailing offshore MERRY CHRISTMAS!)
Zingaro is on DAY 14 of an offshore passage Annapolis, USA - Cartagena, Colombia. Join us for the CRAZY STORY!
  • Dec 24, 2024
  • Language: EN
  • Play Time: 00:42:01
Is this the ULTIMATE Bluewater Sailboat??? Come See Inside!
Sailing Zingaro
Is this the ULTIMATE Bluewater Sailboat??? Come See Inside!
Tour of a Farr 56 Pilothouse by an offshore sailor. Check out Sailing Aurora Youtube Channel: https://www.youtube.com/@sailingaurora-Farr56 ❤️ Support this channel: Patreon: https://www.patreon.com/svzingaro T-shirts: https://www.bonfire.com/store/z...
  • Dec 01, 2024
  • Language: EN
  • Play Time: 00:27:35
MAYDAY!! BOAT AGROUND!! – What to Do When Grounded & How to Kedge Off
Sailing Zingaro
MAYDAY!! BOAT AGROUND!! – What to Do When Grounded & How to Kedge Off
Grounding a boat can happen to anyone, even the most experienced sailors. In this video, I’m showing you the essential technique of kedging off a reef—a lifesaving skill that can help you get your boat back afloat without waiting for rescue. Whether yo...
  • Nov 15, 2024
  • Language: EN
  • Play Time: 00:24:09
What’s Next for Sailing Zingaro? (EXCLUSIVE Interview w/Latitudes & Attitudes)
Sailing Zingaro
What’s Next for Sailing Zingaro? (EXCLUSIVE Interview w/Latitudes & Attitudes)
In this exclusive interview on the Three Sheets Podcast, hosted by the team behind Latitudes and Attitudes sailing magazine, I open up like never before. We dive deep into my sailing journey, recounting some of my best moments on the water and the challeng...
  • Oct 24, 2024
  • Language: EN
  • Play Time: 00:48:45
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 ...
  • Oct 15, 2024
  • Language: EN
  • Play Time: 00:16:51
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 T...
  • Oct 08, 2024
  • Language: EN
  • Play Time: 00:29:06
BEST Boat Cruising Tip
Sailing Zingaro
BEST Boat Cruising Tip
  • Oct 08, 2024
  • Language: EN
  • Play Time: 00:00:57
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: https://www.academia.edu/3113052/...
  • Oct 01, 2024
  • Language: EN
  • Play Time: 00:22:53
My Oyster 485 Yacht Isn’t Selling – Come See What Buyers Are Missing
Sailing Zingaro
My Oyster 485 Yacht Isn’t Selling – Come See What Buyers Are Missing
I'm going to be real with you—I hate selling things, especially when it's something as special as my Oyster 485 sailboat. After four months on the market and countless viewings, I haven't received a single offer. 😔 In this video, I invite you on an e...
  • Sep 16, 2024
  • Language: EN
  • Play Time: 00:18:52

Something AWESOME is coming!
Be the FIRST to know⛵

Sign up for exclusive updates and be the first to hear when we go live!
Get sneak peeks, exciting announcement, and special content straight to your inbox!

We don’t spam! Read our privacy policy for more info.


WeBoating
Logo
Shopping cart