Point Jude 15, 15’10” Daysailer Asking $4,300

Exceptional Point Jude 15’10” Daysailer with Trailer.  It’s rare to come across a Point Jude Sailboat in such beautiful condition.  This boat has been trailer sailed, primarily in fresh water and kept under cover since new. Boat comes complete with mast, boom, main sail and jib. Also comes with fitted trailer with new wheels and tires. Sail Magazine has called the Point Jude Daysailor  ” The Finest Family Daysailor Ever Built.” 
Highly  Recommended.


Herreshoff Buzzards Bay 15

Herreshoff Buzzards Bay 15 – $Asking $29,900 Completely Refinished!

Contact:  Tim.classicsailboatshop@gmail.com          Telephone # 413-335-6402

BB15 1ABB15 6ABB15 D1BB15 D1ABB15 D10BB15 3ABB15 1B

She is currently located indoors at Snediker Yacht Restoration of Stonington Connecticut where in conjunction with Classic Sailboat Shop, her hull, deck finishes and bright finishes were completely removed as well as removal of seam compound above and below the waterline.   She has now been re-calked, painted and varnished and looking gorgeous!  

NOTE: Floorboards had not been reinstalled at time of Photographs 

The price listed is for the boat, includes  spars, sails, custom traditional rigging, boat covers and Custom lightweight aluminum trailer.

Professional Surveys may be conducted at Perspective Buyers expense. Reasonable Offers Will Be Considered.

2012 18′ Herreshoff Goldeneye by Cape Cod Shipbuilding Exceptional Condition Asking $37,900. In Storage For Past 5 Years. Feel free to contact us at 413-335-6402 or e-mail Tim McElroy at: tim.classicsailboatshop@gmail.com

Unused and in storage (indoors) since 2015, This Cape Cod Shipbuilding Herreshoff Goldeneye Sailboat shows as new. Loaded with extras beyond the Builders listed options, a new boat such as this would cost almost $80,000.

Self Bailing Cockpit
Mainsail, Jib, Genoa, Storm Jib and Mooring Tent
Self Tailing Jib Sheet Winches with teak bases
Mainsail Halyard Winch
Bulkhead Mounted Ritchie Compass with Inclinometer
Custom Cockpit SoleTeak Grating
Custom Cabin Sole Teak Grating
Custom Cockpit Cabin Bulkhead Woodwork
Custom Cabin Interior Woodwork
Motor Mount
VHF Radio
Hand Held Sonar Depth Finder
Hand Held GPS

3.5 HP Mercury 4 Stroke Engine, or available for additional charge Almost New Electric Torquito 3000 Travel.
Triad Trailer with brakes, ladder, mast carrier and spare tire. Custom built to fit the Goldeneye Sailboat.
Anchor, Line and Rhode


Length Overall
15’ 10”
Beam 6’ 4”
Sail Area 193 sq. ft.
Genoa 160 sq. ft.
Keel Lead 1320 lbs.
Displacement 2500 lbs

Gannon & Benjamin built Herreshoff Alerion

Classic Sailboat Shop is excited to announce our acquisition of the Gannon & Benjamin built Herreshoff Alerion.  We are currently working on updating all of her paint and varnish for her exhibition at the 2017 Wooden Boat Show at Mystic Seaport.  We’re thrilled to have the opportunity to own and exhibit this magnificent reproduction of Capt. Nat’s favorite boat, built to the MIT Herreshoff plan specifications.



Gannon & Benjamin Rowing Dingy Asking $4,900.

Coming from the drawing board of Nat Benjamin and built in Vineyard Haven by G&B in 2007, this beautiful rowing boat has spent most of it’s life, unused,and in covered storage at the Concordia Boat Yard.  She was painted and varnished by the Concordia yard in 2015 and remains in superior like new condition.  She is cedar planking on steam bent frames. She comes with a pair of custom Shaw & Tenney oars.                                                           Located in Western Massachusetts in the town of Williamsburg.
Call 413-335-6402 or email tim.classicsailboatshop@gmail.com

G&B Bow Length.jpg

Cape Dory Typhoon Daysailer/Weekender Completely Refinished $19,900.00

Professionally Restored Cape Dory Typhoon. Professional restoration in Rockport Maine Work completed January 2015.

1981 Cape Dory Typhoon
Hull professionally stripped and painted 2 part Awlgrip Blue
Botton professionally stripped, sanded and barrier coated with Interprotect
Decks and cockpit professionally painted 2 part Awlgrip
Nonskid professionally painted 2 part Awlgrip light beige
All Brightwork stripped and 7 coats of Epifanes Varnish
Professionally painted red boot stripe
New gold sheer pinstripe
New interior cockpit cushions 2014
Recent Mainsail with Stackpak and Harken Rollerfurling jib 2013
Depth and hull speed instruments, Hand Held VHF
Optional Triad Trailer
Anchor, Chain, Rode, life vests, flare gun safety package

Ready to sail. Asking $24,000/Offers Considered

Located in Western Massachusetts, near Northampton.
Call 413-335-6402 or email tim.classicsailboatshop@gmail.com

Stuart Knockabout with 2014 Triad Trailer


photo 2 DIAMOND LAKE DREAMER has just arrived on the east coast from Bambridge Island Washington, this 2000 Stuart Knockabout was maintained “Open Check Book.” This one owner Stuart has been impeccably maintained and very lightly used by her owner. She has Main, Jib, Genoa, Spinniker, full mooring cover and custom winter cover. Boat offered at $64,500 without trailer. Trailer offered separately at a price negotiable with buyer of the boat. Call 413-335-6402 or email tim.classicsailboatshop@gmail.com

Arey’s Pond Daysailer 18’10” Built 2007



This Exceptional Arey’s Pond Daysailer has been keept indoors, unused for the past three seasons.  In the past three seasons, she has only been taken out to bring to the Maine Boat Builders Show or The Wooden Boat Show at Mystic Seaport as she has all possible options and is a magnificent example of what can be built.  This one owner boat is now on the market for less than half the price as the cost of having one built today.

She is a cold molded wooden boat and includes Teak Decks, All Harken Hardware, Roller Furling, Custom Fitted Galvanized Trailer, Lazy Jacks, Reef Points in the Main Sail, two separare masts and booms (one pair is spruce, the second carbon fiber).

For details, call Tim at 413-335-6402 or email tim.classicsailboatshop@gmail.com

Bridges Point 24 – 1998 Joel White Design, Wade Dow Built

Bridges Point 24    (See Photos Below)

NAME:  Bear  TYPE: Bridges Point 24           YEAR: 1998

BUILDER: Wade Dow, Bridges Point Boat Yard    DESIGNER: Joel White

COMMENTS:  The Bridges Point 24 design has been a very popular weekender/daysailer.  She is a wonderful example of Joel White’s designs built by Maine Boat builder Wade Dow.  New Awlgrip Finish 2006, Complete exterior varnish and wood finish August 2013, Toe rails removed, stripped, refinished & re-bedded August 2013. Diesel flushed & winterized, oil and filter changed, & fuel storage treated November 2013.

DISPLACEMENT: 3,944 lbs   BALLAST: 2,100 lbs

LOA: 24’ 0”                                      BEAM: 7’ 9”

LWL:18’ 8”                                       DRAFT: 3’ 5”

SAIL AREA : 278 SQ. FT           JIB: 130% Genoa

ENGINE: Yanmar GM 10 Diesel, 9HP FUEL: 6 Gallons

CONSTRUCTION:  Hand laid molded fiberglass deck and cabin, green hull, internal lead ballast, solid fiberglass rudder and structural girders.  ‘Metalmast’  spars are painted Oyster white aluminum with internal rope halyards, Mast is keel stepped, aluminum boom painted Oyster white, forward cabin V Berth  with cushions (Beige) and shelves,  Lewmar opening hatch and screen  forward for ventilation, Companion-way screen for additional ventilation.  Four bronze port lights, Awlgrip white boot top, varnished teak exterior trim, all bronze deck hardware includes 8” bronze bow cleat, two bronze bow chocks, two bronze stern cleats and chocks.   Cockpit has fiberglass contoured seats. Small galley to port has stainless steel sink and cooler. Marine portable toilet at foot of V-berth. Teak varnished drop boards. Located in Northampton, Massachusetts.  Should you wish to visit and look over this exceptional boat, feel free to call 413-335-6402or e-mail tim.classicsailboatshop@gmail.com


mainsail  (178 sq ft)  Mainsail cover

jib 130% furling with UV Cover

roller furling

Two bronze  #16 self-tailing  sheet winches

Two bronze # 6 winches – one for Jib halyard and one for main halyard

Internal rope halyards, Stainless steel stays and chromed turnbuckles

Harken blocks and traveler Back stay adjuster, Boom vang

STEERING:  Varnished tiller steering


Standard Horizon Explorer VHF with mic,  1- 12 V Battery, Navigation lights

EQUIPMENT:     Wind vane, Bulkhead mount compass, Porta-potti, Whale bilge pump, V-Berth cushions, mainsail cover, Braided dock lines, Anchor, Chain and Rhode

Boat can be sold with or without the trailer shown.Profile1 Bright Coaming BEAR 1 Cockpit 3 Tiller Bright Coaming & Winch Cockpit 1 Diesel 1 Cabin Port Cabin Starboard Port Profile From Bow

Located in Northampton, Massachusetts.  Should you wish to inspect the boat see “BEAR” feel free to call 413-335-6402 or e-mail tazmanian_tigger@msn.com