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1968 58' Alden Boothbay Challenger

$ 189,000 USD

Mattapoisett, MA, US

Alden 58' Boothbay Challenger

The Alden Boothbay Challenger was designed by John G. Alden and built by the Hodgdon Bros. in East Boothbay, Maine.  She is a stoutly built ketch rigged yacht capable of taking her crew anywhere in the world.  Her interior cabin spaces and saloon feature superb joinery throughout.  The owner of Windigo customized her original interior; moving the galley forward and down to starboard which made the saloon much more comfortable and spacious as well as providing perfectly situated nav station.  

She is now ready to sail and explore the coasts and to provide her crew with the same memorable adventures her current owner has enjoyed.


SYS Yacht Sales offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.

SYS Yacht Sales is pleased to assist you in the purchase of this vessel. This boat is centrally listed by K. McCann Yacht Sales.


  • Category Sail
  • Condition Used
  • Hull Material Fiberglass
  • Make Alden
  • Model Boothbay Challenger
  • Length Overall 58' 8''
  • Model Year 1968
  • Beam 15' 2''
  • Max Draft 10' 3''
  • Fuel Tank1 x 320|gallon
  • Heads 2
  • Length 58'
  • Fresh Water 2 x 100|gallon
  • Displacement 64,000 lb
  • Displacement Type Full Load
  • Stock Number Marions
  • Drive Up 5' 3''

Full Details


From the forward end of the cockpit there are three easy steps down to the saloon.  Immediately to starboard is a hanging locker for foul weather gear.  Just forward is the Nav station with a comfortable nav chair secured to the floor, chart table with all the navigation equipment within easy reach.  Just forward is a counter top serving as the top of the top loading freezer and refrigerator beneath.  Outboard is storage for glasses and bottles.
On the port side of the saloon is an L shaped settee with a varnished dining table with drop leaves allowing seating for 6 or 7. 2 or 3 of these seats are folding chairs which can be moved aft three or four feet, opening up the entire space to be used in a comfortable environment, made more so by much light from relatively large plexiglass windows on three sides.
Moving forward from the saloon one goes down steps to the galley to starboard and a head to port.  The galley offers an excellent layout for prepping meals while in a seaway, or at anchor, with everything required within easy reach.  Outboard of the double sinks is the galley refrig.  To port of the galley is a cabin with upper and lower berths and ample storage.
Next forward is the foc’sle with berths for 2, port and starboard with storage shelves, drawers and a hanging locker.  Overhead there is a large hatch which provides light and ample ventilation with folding steps to allow a passage to the foredeck.
Going aft from the cockpit one descends to the aft cabin with comfortable berths port and starboard, a large hanging locker and a stunning bank of drawers and shelving centerline between the berths.  Just forward of the port berth is the head, with shower.  


Galley stove, Force 10, new 2016
Propane instant hot water heater for/in galley, new 2021
Hot water heater, engine driven, servicing both heads and galley
Espar hot air heater, new 2004
Refrigeration: Sea Frost engine driven compressor, new 2016, cold plates in 1 “large” freezer, 1 drinks cooler, 1 galley refrig. PLUS 12V refrig compressor. (both systems operated manually)

Propane – 2 20 lb bottles


Cummings engine Model # 6B 5.9 = M new in 2000


AC - There is a 50 amp shore power connection that is connected to the AC side of the ship’s panel. Connected to the battery charger and one outlet located under the saloon sole.

Battery charger connected to a breaker on the ship’s panel.
DC – 3 AGM battery banks: 2 for house, 1 for engine starting. With appropriate alternators and switches all new in 2019.

Hot Water

Hot water: engine generated tank serving both heads and galley.  Plus a propane instant hot water heater, mounted in galley with one faucet at galley sink (not in heads)

Plumbing and Tankage

Forward head pumps directly to a holding tank or directly overboard or emptied by shore facility.
Aft head pumps directly to a holding tank or overboard, or emptied by shore facility.

Fuel - 4 tanks, 2 of 100 gallons each and 2 with 60 gallons each.

Fresh water - 2 100 gallon tanks both are fiberglass.

All tanks are fiberglass.

Bilge Pumps

Rule submersible pump in main bilge with float switch alarm
Edson diaphragm pump under main steps in main saloon.

On Deck

Winches: All manual Lewmar, except main + mizzen sails have reel winches
Ideal capstan windlass rebuilt in 2015
106 lb CQR with chain and rope rode
120 lb 3-piece Yachtsman anchor
65 lb 3-piece Fortress anchor
600 ft 1” nylon anchor rode
300 ft ½” chain
200 ft 5/8 chain

Life Raft

Offshore Commander 6 person raft canister, inspected Jan 2022

Main Mast

Carbon fiber GMT, new in 1994, with Hood electric Stoway furling system.

Mizzen Mast

Aluminum Hood, new in 1994, with manual Stoway furling system with line drive led to cockpit.


Head stay: manual Harken furling system
Staysail stay was moved up mast to within 4’ of masthead
Staysail stay: Harken furling system (for long distance cruising) or removeable wire stay (for local sailing).


Stoway furling North mainsail, new 2011
Stoway furling North, mizzen, new 2011
150% genoa
120% genoa (Squeteague Sailmakers)
2 staysails, 1 with furl luff, 1 with hanks
Asymmetrical spinnaker - (Squeteague Sailmakers)
Mizzen staysail - (Squeteague Sailmakers)


Radar – Furuno new 2015
GPS - Furuno GPS/WAAS Navigator, new 2015
Auto pilot Simrad 24, new 2015
Wind + Depth  Raymarine, new 2015
VHF radio
Blue Sea System: DC M2 OLED meter PN 1830 new 2019

Main Saloon Windows

All main saloon windows are equipped with heavy Lexan covers for offshore protection.

Raw Water

1 through hull fitting services both heads and anchor wash down.

Sump Tanks

One for forward head and gally sink, another for aft head; both have Henderson Mark V diaphragm pumps activated by a float switch to discharge directly overboard.


Forward centerboard is a thick bronze board new in 1990.  The board, cables and sheeves were serviced in 2019.  Aft centerboard is bronze and was serviced in 2019.

Owner's Remarks:

I have owned Windigo since 1986 and have cruised extensively.  From Buzzards Bay, her home port, across the Atlantic, spending 4 summers cruising Sctoland, Norway, Sweden, Finland, recrossed the Atlantic.  In addition, she has taken me and 5 - 6  friends comfortably and safely along and around Newfoundland and Labrador and reached Cape Chidley, the northern tip of Labrador.  Most summers I'd be underway 3 +/- months covering some 3,000 to 4,000 miles.  I'd have no qualms of taking her on any of those summers in 2022, but being over 80 years old myself I find it's time to downsize.

I became familiar with the Boothbay Challengers when my prior boat, another boat named Windigo - a 72 foot Hinckley yawl - wintered at Fairhaven Shipyard beside Charles Adam's Auk.  Auk's lines simply spoke volumes to me, as did her layout.  Windigo has surpassed all of my dreams and, in my opinion, is still capable of providing someone else the pleasures she has provided me.

Broker's Comments

From the moment you step aboard, you are at once intrigued and impressed with the quality, design and layout of this beautiful John G. Alden design.  Only twelve were built between the years 1968-1976 and in a time where yacht construction featured exemplary craftsmanship.  Windigo shows in person exactly as in the photos and will not disappoint any who venture to view her in person. Highly Recommended!

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