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The Ultimate Test Sail Checklist-Don’t Buy a Money Pit
Secondhand Sailors

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...
Your Boat Could Be Hiding Major Problems- And AI Won’t Find Them
Secondhand Sailors

Your Boat Could Be Hiding Major Problems- And AI Won’t Find Them

In episode 76 of Secondhand Sailors, we examine the question: Is a professional boat survey really necessary before you buy a sailboat? We break down why skipping this step is a major risk. Buying a used sailboat is a significant investment that requires careful due diligence. Many viewers have ask...
Don’t Get Fleeced-How to Buy a 2ndhand Sailboat Without Wasting $MONEY$
Secondhand Sailors

Don’t Get Fleeced-How to Buy a 2ndhand Sailboat Without Wasting $MONEY$

Are you thinking about buying a boat? See the reality behind online listings and the practical challenges of starting your sailing journey. In episode 74 of Secondhand Sailors, we walk you through the step by step process that we used to buy our secondhand sailboat, SV Daisy Mae. Buying a used boat...
He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026
Sailing Zingaro

He’s Built 400 Boats. The Cheap Used Sailboats He’d Buy in 2026

A 40-year boatbuilder and former charter-fleet operator breaks down which cheap, used cruising sailboats are actually worth buying, and which ones will eat your savings and your dream. If you are shopping for a first bluewater boat on a budget, watch this before you wire a deposit. Kyle Jachney has...
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...
Should We Rescue This Free Sailboat??
Practical Sailor

Should We Rescue This Free Sailboat??

Should We Rescue This Free Sailboat? A friend is giving away an old sailboat for free, and now we have to answer the dangerous question every sailor secretly loves: is this a cheap sailing adventure waiting to happen, or is a “free boat” just the most expensive kind of boat? In this Practical Sailo...
The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. [[SOLD]]
BoatFools Sailing

The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. [[SOLD]]

#sailboattour #bluewatersailboat #cruisingsailboat #liveaboardlife [[SOLD 08/08/2025]] The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. Full Tour PRICE DROP FROM $65K DOWN TO $59K! Could this be the ultimate bluewater cruiser under $100k? Meet the 1968 Pear...
Do Used SAILBOATS Actually Sell? You’ll Be Surprised How Quickly THEY DO And For HOW MUCH! ’24 Recap
BoatFools Sailing

Do Used SAILBOATS Actually Sell? You’ll Be Surprised How Quickly THEY DO And For HOW MUCH! ’24 Recap

Do Used SAILBOATS Actually Sell? You’ll Be Surprised How Quickly THEY DO And For HOW MUCH! (2024 Recap) In this year-end episode of BoatFools Sailing, we dive into the fascinating world of used sailboat sales in 2024. 🚤 Out of the 25 boats we featured this year, 16 sold, and today, we’re highlighti...
Buying Your First Sailboat? Start Here
BoatFools Sailing

Buying Your First Sailboat? Start Here

#boatbuying #howtobuyaboat #sailboats #sailing How To Select The Right Sailboat For You has the tools to help you winnow down the myriad boats out there for sale and help you select the right boat for you and your needs. In Episode 12, Don't Make These 3 Costly Boat Buying Mistakes, we talked...
Will they take our cash offer? EP10
Sailing Pachamama

Will they take our cash offer? EP10

This is real life footage of receiving a response to our cash offer we placed on the Jeanneau Sun Fizz 40. Will the owner accept our offer or will he counter with a higher price? Will we be able to afford this live aboard cruiser that is ready to sail south to the Caribbean sea? This was three y...
We’re SELLING our sailboat | BOAT TOUR of our 28ft SAILBOAT | Chasing Currents Ep53
Chasing Currents

We’re SELLING our sailboat | BOAT TOUR of our 28ft SAILBOAT | Chasing Currents Ep53

WE HAVE A COOKBOOK! - grab it on Kindle here. Please let us know if there's any issues in purchasing :) Thanks all x UK SITE- WORLDWIDE- ALL INFORMATION ABOUT OUR BOAT CAN BE FOUND IN THIS LINK. Original boat tour from before our upgrades - The full B&G package video here - Our r...
This Will Make Or Break The Sale Of Our Boat
Gone with the Wynns

This Will Make Or Break The Sale Of Our Boat

You can watch the extended version of the interview with Nikki, Anne and Jamie on Patreon. Your membership is what keeps these videos flowing: If you didn't realize we were selling CURIOSITY watch this vid: If you want a sneak peek of our next catamaran watch this vid: ☝As Always,...
We Bought a Bluewater Sailboat | S05E11
Sailing Project Atticus

We Bought a Bluewater Sailboat | S05E11

We fall in love and put an offer on a Pacific Seacraft 40. Our offer is accepted, so all that’s left to secure our new boat is a survey, sea trial and rig inspection. We’re super nervous but excited to take what could be our new home out on the water and test all of it’s systems. After the survey w...
Sea Stories: Deleted Scenes from Sailing the Islands! (Podcast)
Sailing Zingaro

Sea Stories: Deleted Scenes from Sailing the Islands! (Podcast)

Join us for the REAL story behind Sailing Zingaro's newest video! Deleted scenes, embarrassing moments, and banter with the NEW sailing channel: Sailing Aequus. [ SUPPORT OUR VIDEOS] Patreon: Paypal: Merch: [FOLLOW US] Website: Facebook: Instagram: [COMPANIES WE LOVE] OC Tenders: S...
Choosing a Family-Friendly Bluewater Sailboat  | S05E10
Sailing Project Atticus

Choosing a Family-Friendly Bluewater Sailboat | S05E10

Buying a Used Sailboat Boat Series VOTE HERE: What makes a Bluewater Sailboat? Why haven’t we looked at catamarans or modern production boats? Are we limiting our options too much by only looking at fin keel boats with fully skegged rudders? Why aren’t we looking at BIGGER boats? We’ll dive into...
Last Sailboat on our List & WE LOVE IT… Now what?! | Pacific Seacraft 40 | S05E09
Sailing Project Atticus

Last Sailboat on our List & WE LOVE IT… Now what?! | Pacific Seacraft 40 | S05E09

Buying a Used Sailboat Boat Series Last week we fell head over heels for the Valiant 42 and put a low-ball offer on one that’s just outside of our budget. We still need a plan B in case our offer is rejected, so fingers crossed this Pacific Seacraft 40 stacks up to it! Photo Credit: Bill Kund at...
This Could be THE ONE  | S05E07
Sailing Project Atticus

This Could be THE ONE | S05E07

Buying a Used Sailboat Boat Series Based on all of our research, this boat has the potential to check all of our boxes, so the day has come to jump aboard and see how it actually feels! Fingers crossed…. This could be the one! Listing: Asking Price: $230,000 Location: Annapolis, Maryland Email...
How Small is Too Small? Najad 370 Sailboat | S05E06
Sailing Project Atticus

How Small is Too Small? Najad 370 Sailboat | S05E06

Buying a Used Sailboat Boat Series We’ve heard so many great things about Swedish sailboats, and in particular that the Najad 370 manages to squeeze in a lot of interior accommodations in a small space, so we’re checking it out this week to see how we fit! Listing: Asking Price: $129,000 Locati...
The BIGGEST Boat on our List | Too Big or Just Right | Shannon 43 | S05E05
Sailing Project Atticus

The BIGGEST Boat on our List | Too Big or Just Right | Shannon 43 | S05E05

Buying a Used Sailboat Boat Series This week we’re checking out a Shannon 43, the biggest sailboat on our list, to see if a boat with three cabins would be better suited for our sailing family. This huge, beautiful boat is an example of a classic American yacht that checks all of our boxes. Could...
Is this World Cruiser Right for Us? Caliber 40 LRC | S05E04
Sailing Project Atticus

Is this World Cruiser Right for Us? Caliber 40 LRC | S05E04

Buying a Used Sailboat Boat Series This week we’re checking out a boat that already has 1 circumnavigation under its belt, seems to be in near perfect condition, and has a couple very unique design characteristics that we’re excited about. It’s not on the market, so if this boat is right for us, ...
A Big Boat…  Do We Want It? Tayana 42 | S05E03
Sailing Project Atticus

A Big Boat… Do We Want It? Tayana 42 | S05E03

Buying a Used Sailboat Boat Series Last week we saw a boat in perfect condition that was too small, so this week we’re checking out a Tayana Vancouver 42 because we’ve heard great reviews about it’s sailability and huge interior. Join us as we figure out if this is the boat for us! Asking Price:...
Is this Bluewater Sailboat Big Enough For A Family? Pacific Seacraft 37 | S05E02
Sailing Project Atticus

Is this Bluewater Sailboat Big Enough For A Family? Pacific Seacraft 37 | S05E02

Buying a Used Sailboat Boat Series The Pacific Seacraft 37 has been at the top of our list for Atticus II based on our research so far. Today we finally get to see it in person. This Pacific Seacraft has a unique story-- although it was built in 1988, the owner completely refit it at the Pacific Se...
Buying a used sailboat? Here’s what you can expect.
Sailing Zingaro

Buying a used sailboat? Here’s what you can expect.

For the last month I've been tearing this 48' Oyster sailboat apart, getting ready to sail it back to Florida and start the real work. My Covid escape plan is going well, but I need to be in Florida before January 15, and right now there is a TON of work left to do. Come for a tour. [ S...
Ep 20 Sailboat Shopping-Grand Soleil GS 50
Sailing Talisman

Ep 20 Sailboat Shopping-Grand Soleil GS 50

We head to Fajardo, Puerto Rico to look at a 2004 Grand Soleil GS 50 sailboat. The 2001-2007 GS 50s are Judel/Vrolijk designed, and have naturally beautiful lines. Slight changes were made starting in 2008, and the boats were produced until 2013. A new Botin and Carkeek designed GS 50 was introduced...
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