1969 Calkins 50 Pilot House
$99,000
Boat in San Diego, CA 92106 US
50 Pilot House
1 Engine (Perkins)
50 feet
Diesel
Wooden
Mike Dorgan w/ Marine Servicenter Yacht Sales San Diego Offers this Beautiful Classic 50' Pilot House Calkins 50 sailboat will sure to impress with her timeless beauty and with her partial refit in 2020/2022 looking as if she were just delivered to her new owners only yesterday.... Old Glory is a Calkins 50 designed by W. H. (Skip) Calkins and built in 1968 by Tokyo Marine in Yokohama, Japan. It is 50 feet LOA and beam of 11 feet 11 inches. It has a draft of 6 feet 6 inches and a displacement of 42,000 pounds. The hull is triple planked 3/8" mahogany with a total thickness of Old Glory, Sailing the 2009 Half-Pint Race January Flag Boat - Old Glory USA AZU ESTO 11/8 inches. With two layers at 45 degrees from the keelson the final exterior planking runs fore and aft with V grooved seams. The boat features plenty of varnish and a fair amount of teak. It seems to sail best and fastest in stiff winds.
In 2008 Old Glory was judged Best Maintained Classic Yacht and Best Maintained Yacht Overall during opening day festivities at the San Diego Yacht Club, no easy feat. In 2009 again was judged Best Maintained Classic Yacht at SDYC. Also in 2008 and 2009 Old Glory was voted the People's Choice Award at the 18th and 19th annual 'Wooden Boat Festivals' held at the Koehler Kraft Boat Yard. Old Glory has been primarily used for cruising by her long time San Diego residents, and SDYC members, but have also enjoyed participating in racing especially the Ancient Mariners Half-Pint-o'-Rum race. Please contact Central Listing Agent Mike Dorgan 619 459 1648 for details.
2025- RECENT SURVEY AVAILABLE and photos from recent Haul OUT. Contact Broker for full details.
Contact Central Listing Agent Mike Dorgan @ 619-459-1648 to get onboard this classic beauty and award winning Calkins 50 today! Available 24/7
Accommodations:
Large Pilot house houses salon and galley and amidships bunks
Up to six-eight persons in V-Berth, Midship Cabin and Salon/Pilot House
Galley Stove: Three Burner CNG Oven/stove top
Head: Vacuum Toilet w/ a Holding Tank
Water Heater: Electric water heater.
Diesel Heater
Engine is a Perkins Diesel 4-236
Approx. HP 85
Reportedly Replaced/Installed 2002 (By Owner)
Fresh Water Exchanged Cooled
Prop 3-Blade Bronze approx. 24" diameter prop
No engine meter noted.
Mast is made out of Aluminum
Boom is wood
Standing Rigging: Stainless Steal 316 (est. 3/8" and 5/16")
(Not original rigging, but age, unknown)
Back Stay appears to be newer, but age unknown
Garmin GPS Chart plotter
B& G Hornet 4 Digital Depth/Wind/Speed
Radar Furno
Autopilot: ComNav NX2
Radio: Icom VHF
Slip is NOT transferable or assumable
The Company 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.
Price History
| Date | Event | Price |
|---|---|---|
| 1/31/26 | Price decreased | $99,000(-16.8%) |
| 6/28/25 | Initial price | $119,000 |
Overview from around the web 1969 Calkins 50 Pilot House
Customers praise the 1969 Calkins 50 Pilot House for its classic design and sturdy construction, highlighting its spacious pilot house that offers excellent visibility and comfort for extended voyages
Many appreciate the vessel's solid build quality and timeless aesthetic, noting that it combines traditional craftsmanship with practical functionality. Users often mention the ample living and storage space, making it ideal for both cruising and liveaboard lifestyles. Overall, owners value the boat's reliability and charm, emphasizing its status as a well-maintained classic trawler that continues to perform admirably on the water.
The Biggest Pros and Cons
The 1969 Calkins 50 Pilot House offers a classic design with several advantages and a few considerations to keep in mind:
Pros
Sturdy Construction: Built with robust materials, the Calkins 50 is known for its durability and solid seaworthiness, making it reliable for extended cruising.
Spacious Pilot House: The large pilot house provides excellent visibility and protection from the elements, enhancing comfort and safety during navigation.
Timeless Design: Its classic styling appeals to enthusiasts of vintage yachts, offering a unique charm not often found in modern vessels.
Ample Living Space: With generous accommodations below deck, it is suitable for comfortable living aboard or entertaining guests.
Cons
Maintenance Requirements: As a vintage vessel, it may require more upkeep and refurbishment compared to newer boats, potentially leading to higher maintenance costs.
Older Systems: Electrical, plumbing, and engine components might be outdated, necessitating upgrades or replacements for optimal performance.
Fuel Efficiency: Due to its design and engine technology of the era, fuel consumption may be higher than more modern yachts.
Limited Modern Amenities: Lacking some contemporary conveniences and technology, it may not meet all expectations of today's boaters without modifications.
Made For
The 1969 Calkins 50 Pilot House is designed for boating enthusiasts who appreciate classic craftsmanship combined with functional design. Ideal for those seeking a sturdy and spacious vessel, it suits experienced captains and families looking for comfortable cruising and fishing adventures. Its robust build and pilot house configuration make it perfect for navigating various waters while providing protection from the elements, making it a great choice for both leisure and extended trips.
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Meet the Broker

Address
Boat Location
Contact Marine Servicenter - San Diego about 1969 Calkins 50 Pilot House
955 Harbor Island Dr. Suite 160, San Diego, CA, 92101
Contact Marine Servicenter - San Diego
955 Harbor Island Dr. Suite 160, San Diego, CA, 92101




































