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 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 ⛵

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!

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 198 results
Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR
BoatFools Sailing

Don’t Buy A Sailboat Until You See This | Pacific Seacraft 37 | $59,900 | TOUR

@boatfools #pacificSeacraft #sailboat #sailing #bluewatersailing #sailboattour Don't Buy A Sailboat Until You See This! | Pacific Seacraft 37 | $59,900 | TOUR Is the Pacific Seacraft 37 the Goldilocks boat—not too big, not too small, but just right? And at $59,900 she could be the best deal ...
A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour
BoatFools Sailing

A Rugged Classic for the Right DIY Sailor | 1971 Columbia 39 | Full Tour

@boatfools #columbia39 #BillTripp #Sailboat #Sailing #Classicsailboat They Don’t Build Sailboats Like This Anymore | Columbia 39 | Full Tour The asking price for this 1971 Columbia 39? Best reasonable offer. And for the right sailor, that could make NAIAD a very interesting opportunity. Designe...
This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR
BoatFools Sailing

This Herreshoff Classic Isn’t What It Looks Like | 1985 Molly’s Cove 38 $99k! | TOUR

@boatfools #herreshoff #classicsailboat #Sailboattour #sailing #fiberglasssailboat At first glance, GALATEA looks like the kind of classic wooden yacht that belongs to another era. Look again. This remarkable 38-foot Herreshoff-designed cruising sailboat combines the unmistakable lines, bronze ha...
Did Our Charter Gambit Work? | Mid Season Update
BoatFools Sailing

Did Our Charter Gambit Work? | Mid Season Update

@boatfools #sailboatcharter #bareboatcharter #morgan382 #morgan384 #sailingmaine Did Our Charter Gambit Work? | Mid Season Update Was putting our own sailboats into charter a brilliant idea—or a terrible mistake? We're halfway through our first charter season, and it's time for an hone...
3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour
BoatFools Sailing

3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour

@boatfools #southerncross #sailboatrefit #bluewatersailing #sailing #diyboat 3 Years After We Featured This Boat…We’re Back Aboard! | Southern Cross 39 | Full Tour Three years ago, Canadian Ken and I traveled up the Penobscot River to Winterport, Maine, to check out a very special sailboat: South...
We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic
BoatFools Sailing

We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic

@boatfools #Norseman447 #RobertyPerry #bluewatercruiser #sailing #yachttours We Tour a Norseman 447: Is This the Perfect Offshore Sailboat? | A $139,500 Bob Perry Classic Why do so many sailors love the Norseman 447? In this episode of BoatFools Sailing, Green Mountain Josh returns for his first ...
Browse All Videos
WeBoating
Logo
Shopping cart