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1990 Bruce Roberts 53

A$  169,000*
Bayview, stateprovince.NSW, Australia
Interested in this boat? Tel: +61 2 9999 3311
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Price just reduced

Engine/Fuel Type:
Located In:
Bayview, stateprovince.NSW, Australia
Hull Material:
Current Price:
A$  169,000 

1990 Bruce Roberts 53 is now for sale with DBY Boat Sales.

This beautiful boat has been dearly loved by the current owners and after a wonderful adventure they are now ready to pass her on to the next owner for more fun and excitement. From the current owners -

Bear is a serious blue water cruiser that has circumnavigated two and a half times around the world with three different families. She is strong, safe, and a very well built boat. Bear has been lovingly maintained over the years. She can be a high latitude expedition boat, or a tropics cruiser. The next adventure awaits a serious sailor who with his crew or family can safely navigate the world.

Sailing vessel Bear is a custom made steel hulled ketch designed by Bruce Roberts and was built by Mr. Perry Smith, a professional electrician and welder. Bear was built at a small airport in Minnesota over nine years where Perry was the airport manager. Bear started to be built in 1981 as the hull number reflects, but was not launched until 1990. We, quite uncommonly, have photos from Perry that detail from the lofting through the construction on how Bear was built. Perry knew exactly how many welding rods, 14,200 it took to build the boat.

The beauty of Bear is that she was built by one man. She can be readily maintained by one man. Bear is a rugged yet comfortable, no nonsense yacht that has proven herself through several circumnavigations.

We spoke to the designer Bruce Roberts while we cruised Ireland and he remembers Perry Smith and the building of Bear. He states if he was to buy one of his built designs, Bear would have been the boat. Perry followed the plans exactly.

Bear was originally named Linda Marie, for his wife, who raised two boys and worked as a nurse while the boat was being built. Perry and Linda sailed the boat down the Mississippi to Florida and back, and then sold the boat around 1993.

We are also friends with the two previous circumnavigators of Bear.

In 1993, John and Karen Flannigan bought Linda Marie and sailed her to the Chesapeake where she was re-rigged with larger winches, anchor windlass and open ocean safety gear to be made ready for circumnavigation. Linda Marie was renamed Jump up Bear. John and Karen, both physicians and their two small children, aged 4 and 8, sailed around the world and returned to the Chesapeake around 1999. During their stop in New Zealand, John had a new stainless steel galley top with two sink basins installed and a bathtub. They are now retired and sailing their steel schooner in the northeast USA.

In July, 2000, Chuck and Dianne Osgood bought Bear from The Flannigans and delivered her to Maine where she spent three years being upgraded, including sails, rigging, epoxy barrier coated hull, water maker and fuel lines, all professionally installed. Jump up Bear name was then shortened to Bear.

Chuck and Dianne left Maine and sailed to the Mediterranean for two years, then sailed to Trinidad where Bear was fitted out for a second circumnavigation. The Osgood’s left Trinidad and circumnavigated between 2008 and 2010 and returned to Trinidad where the hull was again epoxied and painted. They returned to the Chesapeake where my wife and I purchased Bear in the Autumn of 2010.

We brought Bear to Florida, installed new Furuno Radar, new navigation panel, new engine muffler and our personal items and sailed off to Europe with our 6 and 7 year old daughters. sailed to Cork, Ireland in June 2011, and stored her in Ardrossan, Scotland for the winter. We returned to Scotland in May of 2012, installed new engine control systems and wind generator. During 2012 sailing season, we sailed to northern Scotland, the Outer Hebrides, and Orkney Island. Then set off for Sagafjord in Norway and eventually wintered Bear outside Bergen in Norheimsund.

In 2013, we sailed Bear to Gothenburg, Sweden and through the Yota canal to Stockholm. Then to the Alland Islands, Tallinn, Estonia and over to St. Petersburg Russia. We then sailed to Finland, Gotland Island and onto Copenhagen and eventually stored Bear in Fehman, Germany for the winter of 2013.

In 2014, we left in May for Kiel and over to London. A trip down the English Channel and over the Bay of Biscay to Spain, Portugal, Madeira, Canaries and across to St. Thomas and arrived in Florida December 2014.

2015 through January 2017 was spent refurbishing Bear. The improvements are listed in detail in the specifications here. We then left Florida Jan 20, 2017 and sailed to Panama via the Cayman Islands. In May, we went through the Panama canal and onto Columbia, the Galapagos, the Marquesas, the Society Islands, Tonga, and then onto Fiji where Bear was stored ashore in a Cyclone Pit at Vuda Point Marina.

We are now in Australia where we plan to pass Bear on to another loving owner.

For sale with DBY Boat Sales Pittwater Office in Newport. Please call +61 2 9999 3311 for an inspection. For additional high resolution photos and detailed inventory, please email

Please contact DBY Admin at +61 2 9999 3311

Interested in this boat? Tel: +61 2 9999 3311
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