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Sailing Zingaro
October 1, 2024
Sailing Zingaro

Sailing Zingaro

Over the last 7 years, Sailing Zingaro has been to some of the most remote areas on the planet in search of Adventure and experiences of a lifetime. Follow along with Captain James as he sails around the world, documenting the whole time…

Sailing Zingaro Journey and Videos Locations

Sailing Zingaro Latest Episode

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Sailing Zingaro Lastest Videos

How to Choose the Best (and Avoid the Worst) Bluewater Sailboats
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/...
My Oyster 485 Yacht Isn’t Selling – Come See What Buyers Are Missing
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...
Unbelievable Opportunity: Owning A Vineyard In Portugal! | S5E7
Unbelievable Opportunity: Owning A Vineyard In Portugal! | S5E7
Buying a Portugese vineyard in the UNESCO Douro Valley!! 🍇🇵🇹 Join us on this unexpected adventure as we explore a charming small vineyard nestled in the heart of Portugal's stunning countryside. Owning a vineyard was never part of the plan, but so...
Disaster Strikes! Our Dream Property Search in Portugal Takes a Wild Turn  |  S5/E6
Disaster Strikes! Our Dream Property Search in Portugal Takes a Wild Turn | S5/E6
Our quest for the perfect property in Portugal turned into an unexpected adventure—and not in the way we hoped! In this episode, what should have been a straightforward property tour takes a dramatic twist when Ana suffers a broken foot amidst the excite...
The Dark Side of Cruising: Why This Sailing Family Finally Gave Up the Dream  | BTS Podcast 14
The Dark Side of Cruising: Why This Sailing Family Finally Gave Up the Dream | BTS Podcast 14
Ever wonder why sailors give up their dream life at sea? This family’s story will shock you. After years of cruising the world’s most beautiful waters, they’ve decided to leave it all behind—and the reason might make you rethink sailing life altoge...
The Hidden Challenges of Buying a Dream Property in Portugal: A Turn for the Worst? | S4/E5
The Hidden Challenges of Buying a Dream Property in Portugal: A Turn for the Worst? | S4/E5
In this video, we’re back at the enchanting old sawmill in Portugal, but things take a surprising turn as we uncover the hidden challenges of making this magical place our own. 🏡✨ We’ve brought along a professional broker to guide us through the l...

Watch Sailing Zingaro From The Beginning!

1984 crowther spindrift 37′ catamaran walkthrough  | Sailing Zingaro
1984 crowther spindrift 37′ catamaran walkthrough | Sailing Zingaro
Quick walkthrough three weeks into refit. She's pretty trashed inside now, but necessary. Her deck is all cut up, everything is taken apart. Should give you a good idea what's involved with purchasing and outfitting a boat for long distance cruising. [ S...
Solo sailing to the keys & the 6 minute refit  | Sailing Zingaro Ep-1
Solo sailing to the keys & the 6 minute refit | Sailing Zingaro Ep-1
Finally done with the first episode! Super exited to share this. Flew from Hawaii to Ft Myers, Florida to look at a catamaran, and ended up living there for 2 months while refitting and getting her ready for sea. It was tough, and a great learning experi...
How to replace Speargun Bands  | Sailing Zingaro
How to replace Speargun Bands | Sailing Zingaro
In this video we get a walkthrough on how to change the bands on your speargun. Good skill to have when sailing around the world... The salty air rots these bands FAST! I keep the spare rubber in the refrigerator. Big thank you to Nautilus Spearfishing fo...
How-to: Install an LED tricolor masthead light | Sailing Zingaro
How-to: Install an LED tricolor masthead light | Sailing Zingaro
Sailboat how-to video brought to you by sv Zingaro! In this episode I take you through everything I did to install a new tri-color masthead light. This one is unique as it has a photo-sensor and shuts off when the sun comes up! Plus you can make it blink...
How-to: Paint nonskid on your boat’s deck | Sailing Zingaro Live
How-to: Paint nonskid on your boat’s deck | Sailing Zingaro Live
In this video I take you through the necessary steps to paint the nonskid on your boat. This is very important so you or your guests don't slip. Especially important if you're going offshore. One thing I didn't mention is after everything was dry I gave i...
How-to: Build a hardtop bimini on your sailboat  | Sailing Zingaro
How-to: Build a hardtop bimini on your sailboat | Sailing Zingaro
The hardest, and best addition during the refit. THE hardtop vid. I couldn't find anything like this while I needed it, so I hope it helps someone. Love, peace, and fair winds. ;) Get the Zingaro CREW t-shirt: https://www.bonfire.com/germaid/ Become Part...
New Years Eve in Key West | Sailing Zingaro Ep-2
New Years Eve in Key West | Sailing Zingaro Ep-2
Capt. James sails solo for two weeks, rounding the western Cape of Cuba, and sat on the concrete in a plaza for 6+ hours to upload this. Enjoy! Ep2 - We continue where we left off: broken rudders, as well as macbooks, autopilots, and phones. Everything g...
How-to: Install solar panels on your sailboat | Sailing Zingaro
How-to: Install solar panels on your sailboat | Sailing Zingaro
How to install solar panels on your sailboat! This is an in-depth video on how I installed my 300W solar system. I'm not advocating any particular vendor, just using what worked best for me. This keeps up with everything I need electricity-wise on my 38'...
How To: Clean the carb on your generator  | Sailing Zingaro
How To: Clean the carb on your generator | Sailing Zingaro
Having trouble with your generator? Running funny, or not at all? It's probably gum the in the carburetor. In this video I show you how to clean it out so it runs like new again!! Please keep in mind I'm not a pro-tech, please cunsult your manual before t...
Freediving in the Cayman islands | Sailing Zingaro
Freediving in the Cayman islands | Sailing Zingaro
We met up with Caryn and Gary from s/v Illimite in Grand Cayman and they took us out to one of the most beautiful dive sites! This particular one is at ~65ft. There are over 300 mooring balls surrounding the island for boats to use so they don't have to an...
Sailing to Cuba 101
Sailing to Cuba 101
Here's everything you need to know about sailing to Cuba. Well, not really sailing, more checking-in to Cuba via sailboat. It's overwhelming at first, and information was sketchy - so here's my first-person account of arriving and checking into customs in ...
Havana locals show us the real city | Sailing Zingaro Ep-3
Havana locals show us the real city | Sailing Zingaro Ep-3
A look at the REAL Cuba! We sail overnight FL-Havana, go to the markets, dinner with the mayor, get a guided tour around Old Havana, Hotel Nacional and see the crew off onto their next adventure. [ SUPPORT OUR VIDEOS] Patreon: https://www.patreon.com/sv...
Solo sailing to southern Cuba | Sailing Zingaro Ep-4
Solo sailing to southern Cuba | Sailing Zingaro Ep-4
Sailing solo to the southern archipelagoes of Cuba. Freediving, spearfishing, sightseeing... Explore Nueva Gerona with me as I take you into a real Cuban restaurant where the food is $1 (and fantastic)! We welcome a new crew member. Welcome Mel! And get t...
Six months of sailing around the world! | Sailing Zingaro Ep-5
Six months of sailing around the world! | Sailing Zingaro Ep-5
Beautiful locations, crazy problems... Grounding the boat, losing both rudders, ripping the sails… It certainly was not an easy trip so far. But the rewards I got were incredible: freediving the kittiwake in the Cayman Islands, seeing the sun set over th...
Left the boat for the first time in 1 year | Zingaro LIVE
Left the boat for the first time in 1 year | Zingaro LIVE
Update on the channel, how I make money underway, and the trials and tribulations of cruising in a home-built catamaran. Also answering some youtube questions. Here's the link to the Cuba interview if you're interested: https://www.youtube.com/watch?v=Rz...
Interview with a happy socialist in Cuba | Sailing Zingaro
Interview with a happy socialist in Cuba | Sailing Zingaro
We sailed to Cuba, and rented a house from Sr. Pepe. He was nice enough to grant us an interview about his thoughts on Cuba, Socialism, History, and quality of life in this interesting country. Get a T-shirt: https://www.bonfire.com/zingaro/ Please LIKE ...
With love from Berlin… headed back to the boat!  | Zingaro LIVE
With love from Berlin… headed back to the boat! | Zingaro LIVE
Our last night in Berlin together, I'm still figuring out this software, the best place to get internet here, and how to make this live stream work. I'd really love to make this a usual part of the channel... Give me some time to get this down. Thanks! Ge...
Diving in Cancun and we GROUND the boat! | Sailing Zingaro Ep-7
Diving in Cancun and we GROUND the boat! | Sailing Zingaro Ep-7
Diving, boat crashing, Mexican hospitals... This is a crazy episode... Melissa and me sail to Isla Mujeres, Cozumel, & Punta Allen, MX. I throw a knife through his hand opening a coconut. We realize how expensive it is in the tourist islands, visit the...
Building a daggerboard scarfing wood | Sailing Zingaro
Building a daggerboard scarfing wood | Sailing Zingaro
How I built my daggerboards. In this video you'll learn the method I used to rebuild my broken daggerboards. Even if you don't have daggerboards, you can use this to fix rudders, centerboards, and the like. Hope you find this useful. Let me know if you h...
Live from Bocas Del Toro, Panama! | Zingaro LIVE
Live from Bocas Del Toro, Panama! | Zingaro LIVE
Hello from Bocas Del Toro, Panama!! A little update on the trip schedule, announcement on the NEW SAILS! And a meet and greet with my buddy Prince, crewing for us for a couple weeks. :) Cheers! Get a T-shirt: https://www.bonfire.com/germaid/ Please LIKE...
The cheapest yard to refit your boat | Sailing Zingaro Ep-8
The cheapest yard to refit your boat | Sailing Zingaro Ep-8
In this video we take you through a whole MONTH in the boatyard! We fixed the damaged spots, rebuilt the daggerboards, and generally refit the boat. It was a TON of work, everyday 10-12 hours. I lived in the yard during this whole operation. But she's read...
Say Guten Tag to my new editor! | Sailing Zingaro Ep-9
Say Guten Tag to my new editor! | Sailing Zingaro Ep-9
In this Episode Kim joins the Zingaro Crew and we take the boat from Isla Mujeres, Mexico to Cozumel. Unfortunately Cozumel was a paradise for cruise ships and not cruisers. Expensive compared to the rest of Mexico and no authentic tacos to be found (A NIG...
¡Adios Mexico! | Sailing Zingaro Ep-10
¡Adios Mexico! | Sailing Zingaro Ep-10
An Island floating on nothing but used plastic bottles? How sick is that! All the little details in his house... RichArt is really a master of recycling. We had a lot of fun with him and the guys from Project Atticus. But after the island and the sail was ...
How to TIE your own anchor bridle | Livin la Vida Broka
How to TIE your own anchor bridle | Livin la Vida Broka
Livin la Vida Broka is a new format, all about living on the cheap with the necessary skillset to cruise on a sailboat. In the first LVB video, we show you how to save a couple bucks with making bridles out of your own lines. So tell us what You think ab...
Introducing Kimmi to Freediving (Spoiler: She’s a Natural!)  | Sailing Zingaro Ep-11
Introducing Kimmi to Freediving (Spoiler: She’s a Natural!) | Sailing Zingaro Ep-11
S/v Zingaro makes it to Cayman Islands, and we take it easy with a little kiteboarding and diving. The Kittywake was a really cool wreck to dive, and Kimmi's first freedive! She did amazing! Little fish. After that's all over we realize we've got a little...
Livin la Vida Broka: Build your own boat parts | Sailing Zingaro
Livin la Vida Broka: Build your own boat parts | Sailing Zingaro
In this episode of LVB, Zingaro lost her rudder off the coast of the Cayman Islands, so Captain James had to build another. :) Working in a shed, surrounded by roosters, rastas, and rain, we were actually able to finish everything and sail to Jamaica! A ...
Reality sailing. Turning back after sailing 700 miles. | Sailing Zingaro Ep-12
Reality sailing. Turning back after sailing 700 miles. | Sailing Zingaro Ep-12
Come SAILING with Zingaro!!!! Go to https://sailingzingaro.com/ to see availability. Please welcome Kris, our Patreon that came down to Grand Cayman to sail to Jamaica with us. With the new and improved rudder we let the wind fill our sails and GO! Unfort...
Sail off anchor on a catamaran | Livin La Vida Broka
Sail off anchor on a catamaran | Livin La Vida Broka
Join us while we sail off anchor with our Catamaran! This is an essential part of owning a sailboat... sometimes that trusty motor just doesn't cooperate. Plus, in true Zingaro fashion, it doesn't cost a thing, and doesn't pollute. Win win. Get the Zinga...
What is left of the Boat after 9,500 miles | Sailing Zingaro
What is left of the Boat after 9,500 miles | Sailing Zingaro
LIVE UPDATE: Zingaro is shipwrecked. Find out more on Kickstarter: https://www.kickstarter.com/projects/sailingzingaro/sailing-zingaro-season-two-of-the-web-series A hilarious look at life on our home-built sailboat after 9,500 miles of cruising the world...
Want to VISIT Zingaro??? | Zingaro LIVE
Want to VISIT Zingaro??? | Zingaro LIVE
We're giving BACK to the community that has made this adventure possible. We hit some major milestones this month. 1M views, 20K subs, the PACIFIC! In this livestream we'll be discussing: -1 MILLION views -20,000 subscribers -Transiting the Panama Canal -C...
Immigration FIGHT, Losing the 2nd Rudder & Celine Dion on the beach | Sailing Zingaro Ep- 14
Immigration FIGHT, Losing the 2nd Rudder & Celine Dion on the beach | Sailing Zingaro Ep- 14
Major boat parts missing. Again. So we involuntarily landed on Cayman Brac (the most expensive place Zingaro has been so far) and even on this little island, we were ale to find a hardware store. YES! The Captain got his angle grinder out and got to work i...
Sailing to JAMAICA & the DUCT TAPE sail repair… Sailing Zingaro Ep-15
Sailing to JAMAICA & the DUCT TAPE sail repair… Sailing Zingaro Ep-15
The improved Zingaro is (finally!!) leaving the Cayman Islands. The ride to Jamaica started out very pleasantly, until we got smashed by a wave that killed all our electronics. I don’t think there is ever going to be a longer passage without a major Dram...
Hanging with locals in the Cayman Islands! | Sailing Zingaro Ep-6
Hanging with locals in the Cayman Islands! | Sailing Zingaro Ep-6
The Zingaro Crew left the wonderful Cuban waters to see the Cayman Islands. What made the experience on the island so special was not the magnificent water, neither was it the regional food, the thousand jewelers or the tourist traps. It was the local, Mis...
Mistake out to sea almost cost us everything  | Sailing Zingaro Ep- 16
Mistake out to sea almost cost us everything | Sailing Zingaro Ep- 16
We leave to sail to Jamaica, but a latch fails 150nm offshore and we have some serious problems. See what the crew does to save the boat, and learn what it's really like out to sea with the unexpected problems that crop up. [ SUPPORT OUR VIDEOS] Patreon:...
What doesn’t kill us…  | Sailing Zingaro Ep-17
What doesn’t kill us… | Sailing Zingaro Ep-17
We didn't even look at a picture before we arrived in Cartagena... we thought we were in the WRONG place! It was a HUGE city, awesome people, great nightlife, and a Russian submarine turned bar. This is a cool one. Enjoy folks! [ SUPPORT OUR VIDEOS] Patr...
Q/A with Zingaro! LIVE & with LOVE from San Fran | Zingaro LIVE
Q/A with Zingaro! LIVE & with LOVE from San Fran | Zingaro LIVE
Just a little update to let you know why we've been radio silent, announce a couple really cool things going on with Zingaro, and set to rest some questions we've had from our viewers. We're going to be talking about Cats vs Monos, cruising routes, our fav...