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

Support BoatFools Sailing

At WeBoating.com, we profoundly acknowledge the unwavering dedication that BoatFools Sailing invests in crafting each and every video or voyage. Their passion for delivering exceptional ocean content shines through every frame, and it's a labor of love that deserves your attention.

We invite you to watch their captivating videos here and actively engage with their content, including their social media links above. Liking, commenting, and sharing their work goes a long way in fueling their creative fire.

We're also inviting you to explore the gear, sponsorships, and boat partnerships highlighted in the "The COOLEST Sailboat You Never Knew You Needed! A 1968 Pearson Countess 44 at $59k. [[SOLD]]" video description, or directly on YouTube. By engaging with these offerings or purchasing services and items, you directly support BoatFools Sailing, their collaborators, and the brands they're associated with.

To ensure you never miss an offshore update, consider visiting their official YouTube Channel to subscribe, like, and join their community directly.

If you have any feedback, corrections, or additional information about BoatFools Sailing or their videos, please use the comment form below to share your thoughts with us.

Thank you for being a part of our community and supporting the creators we cherish. Your time and support truly matter!

#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 Pearson Countess 44 — a full-keel, ketch-rigged cruiser designed by the legendary John Alden office and built by Pearson Yachts. At just $65,000, this heavily built bluewater sailboat is ready to sail off-grid—or around the world as your very own escape pod!

00.00 Sneak Peek of the Interior
00:14 Intro
00:55 Exterior walkabout - Hull, Keel, Spars
05:40 Cockpit & Helm
09:37 On Deck
12:55 Down Below Tour
16:29 Galley!
18:40 The Head
19:22 The V-Berth & Sails
21:25 The Big Diesel
23:23 Final Thoughts & Why We Love This Boat!

Highlights:
⚓ Indoor storage for nearly 20 years before relaunch in 2020
⚓ Solid fiberglass hull, 110HP overhauled diesel, updated rigging and sails
⚓ Full cruising systems including electric windlass, Air Head, diesel heat, and 185 gal freshwater

📍 Location: Midcoast Maine (in storage)
💰 Asking Price: $65,000
📩 Seller Contact: XXXXX
📄 2020 survey available for review

Specs at a Glance

LOA: 44’

Beam: 12’

Draft: 5’3”

Displacement: 21,796 lbs

Engine: 110 HP Lathrop Diesel (2023 overhaul, 1,777 hrs)

Fuel: 130 gal (2 tanks)

Sails: New Genoa + Mizzen (Quantum, 2021), Schaefer RF

Systems: Electric windlass, diesel heater, composting toilet, pressurized shower

If you’re looking for a proven bluewater cruising sailboat under $100k, this Pearson Countess 44 is a rare find and Canadian Ken and I loved it!

Thanks for watching—and don’t forget to like, comment, and subscribe for more classic sailboat tours and cruising content.
– BoatFools Sailing ⛵

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

  • Maine (45.253783,-69.4454689)

Latest Episodes from BoatFools Sailing

Explore the most recent voyages. Subscribe to the channel to never miss an update!

Showing 1-6 of 205 results
The WORST Docking Advice EVER!
BoatFools Sailing

The WORST Docking Advice EVER!

@boatfools #sailboatdocking #SailingHumor #Shorts Docking a sailboat stressing you out? Canadian Ken and I have some advice: Just think about baseball. ⚾⛵ It may not improve your docking, but it might help you last longer. Real boats, real people, real fun! Sailboats for the Rest of Us! Join us ...
The Ultimate Sailboat for the Rest of Us | Pearson 36 Pilothouse | $62,500 | Tour
BoatFools Sailing

The Ultimate Sailboat for the Rest of Us | Pearson 36 Pilothouse | $62,500 | Tour

Tour the rare 1980 Pearson 36 Pilothouse sailboat Brunch with Canadian Ken and Tris in Rockland, Maine, featuring dual steering helms, 45 hp Westerbeke diesel, 4.5-foot shallow draft, and indoor heated storage.
Close Call! This Boat Owner’s Mistake Could Have Been Deadly! #boatlife #wtf
BoatFools Sailing

Close Call! This Boat Owner’s Mistake Could Have Been Deadly! #boatlife #wtf

@boatfools #WTF #boatlife #verybad This Boat Owner's Mistake Could Have Been Deadly! #boatlife #wtf A fuel line (or two) on your engine exhaust is a deadly combination! This is how SAVE THE DAY JAY earns his name. Real boats, real people, real fun! Sailboats for the Rest of Us! Join us for...
You Need to See the Inside of This 1971 Mariner 32 Sailboat! | $22,500 | Tour
BoatFools Sailing

You Need to See the Inside of This 1971 Mariner 32 Sailboat! | $22,500 | Tour

@boatfools #mariner32 #sailboat #sailing #ketchsailboat #sailboattour You Need to See the Inside of This 1971 Mariner 32 Sailboat! | $22,500 | Tour This 1971 Mariner 32 Ketch seemed like just another old sailboat forgotten in a boat yard. When Save the Day Jay and I first spotted her, wrapped in ...
Don’t get tossed by waves: Boat Head seating 101 🛥️ #boatingtips #safety #shorts
BoatFools Sailing
We Found a 1979 Cal 39 That’s Been Sitting in a Barn for 10 Years | Tour
BoatFools Sailing

We Found a 1979 Cal 39 That’s Been Sitting in a Barn for 10 Years | Tour

BoatFools Sailing conducts a forensic marine survey of a 1979 Cal 39 Mk II barn find sailboat dry-stored for ten years, evaluating Bill Lapworth naval architecture, fiberglass integrity, and auxiliary diesel resurrection.
Browse All Videos
WeBoating
Logo
Shopping cart