Daysailer Sailboats for sale in Massachusetts

1-9 of 9

Sort By

1989 Pt. Jude 16' Daysailer

1989 Pt. Jude 16' Daysailer

$2,500

Mattapoisett, Massachusetts

OBO

Year 1989

Make Pt. Jude

Model 16' Daysailer

Category Daysailer Sailboats

Length 16

Posted Over 1 Month

New Rigging, New Mast, New Tiller, New Jib Sail Shoreline Trailer Easy Roll Off

1965 Cape Cod Shipbuilders Herreshoff Gemini

1965 Cape Cod Shipbuilders Herreshoff Gemini

$1,900

Agawam, Massachusetts

Category Daysailer Sailboats

Length 16

Posted Over 1 Month

16ft. Herreshoff Gemini fiberglass sailboat. This sailboat is inexcellant condition and has all of its original gelcoat finish. It was only dry sailed on the weekends in fresh water and stored covered inside during the winter. It comes with new sails and boom tent. The boat is fast and easy to sail and rig. It has two leeward boards tthat retract underneath the seats which gives you more room in the cockpit. You don't have to climb over a centeboard. The Shipmate trailer is also in excellant condition with buddy bearings and jackstand.

2010 Rhodes Rhodes 19 Centerboard Sailboat

2010 Rhodes Rhodes 19 Centerboard Sailboat

$19,900

Harwich Port, Massachusetts

Year 2010

Make Rhodes

Model Rhodes 19 Centerboard Sailboat

Category Daysailer Sailboats

Length 19'

Posted Over 1 Month

2010 Rhodes Rhodes 19 Centerboard Sailboat R19 Compass mooring cleat bouble chock kit outboard bracket kit R19 MAINSAIL Jib Sail R19 Boom cockpit tent Pr spreader boots Masthead wind indicator gusher bilge pump kit Fir Extinguisher 2012 Honda 2hp 4 cycle outboard with bracket Anti foulingg bottom paint Blue bottom with blue boot stripe VERY NICE BOAT LIKE NEW OFFERS ENCOURAGED

1982 Sabre 28

1982 Sabre 28

$16,500

Newburyport, Massachusetts

Year 1982

Make Sabre

Model 28

Category Daysailer Sailboats

Length 28'

Posted Over 1 Month

1982 Sabre 28 ARDEA - New to the market this 28 MKII is recognized as one of Roger Hewson's best designs for day sailing or weekending with family and friends. Built to very high standards ARDEA is well maintained and ready for her new owners.  Call today to schedule a private showing.

2003 Eldredge McInnis Sloop

2003 Eldredge McInnis Sloop

$34,900

Newburyport, Massachusetts

Year 2003

Make Eldredge McInnis

Model Sloop

Category Daysailer Sailboats

Length 31'

Posted Over 1 Month

2003 Eldredge McInnis Sloop READY to SAIL! This beautifully handcrafted Eldredge-McInnis designed "DIAMYO" class sloop has been meticulously maintained by a single owner. Cedar over Oak hull, white oak keel, white cedar planking, double planked curved mahogany transom and mahogany ceiling are just a few of HARMONYS features. Beautifully detailed, roomy and bright HARMONY is a single-hander or couples' dream. Come take and look - she must be seen to be appreciated!

1975 Catalina 27

1975 Catalina 27

$6,500

Newburyport, Massachusetts

Year 1975

Make Catalina

Model 27

Category Daysailer Sailboats

Length 27'

Posted Over 1 Month

1975 Catalina 27 New the Market - Miss D is a perfect daysailer or weekender with family or friends.  She has been well kept for her age and the owner has made many recent upgrades.  Call today!  See full specs for details.

1957 Herreshoff Bullseye

1957 Herreshoff Bullseye

$21,500

Rehoboth, Massachusetts

Year 1957

Make Herreshoff

Model Bullseye

Category Daysailer Sailboats

Length 15'

Posted Over 1 Month

1957 Herreshoff Bullseye, We have to part with our beautifully restored 1957 Herreshoff Bullseye. Built by Cape Cod Shipbuilding, this molded fiberglass hull is a direct copy of a Herreshoff 12 1/2 and makes for a seaworthy full displacement keel boat with a handsome wine glass transom. Incredible vessel. All work has been completed by The Hinckley Company (can show invoices) including new Awlgrip paint, standing rigging, running rigging, cockpit cushions, full cockpit cover, deck hardware, deck paint, varnish, re-painting of mast, boom, replace all sheets, etc. To much to list as far as what has been done. Sitting on her own trailer with new bearings, wheels and hub assemblies. Ready to roll and sail. Asking $21,500. Will consider reasonable offers. $21500.00

1996 Herreshoff Buzzards Bay Buzzards Bay 25

1996 Herreshoff Buzzards Bay Buzzards Bay 25

$98,000

Cataumet, Massachusetts

Category Daysailer Sailboats

Length 33'

Posted Over 1 Month

1996 Herreshoff Buzzards Bay Buzzards Bay 25 The Buzzards Bay 25 is one of the most admired designes of all time; her subtle curves and shapes have capitvated knowlegable sailors for nearly 100 years.  No less impressive is the stunning performance and docile manners of great classic .Ask anyone who has sailed or competed  with her sisterships and meet there owners.    Price to sell at $98,000 and now a great value in a well maintained classic.   "Eclipse" is cold molded, marconi rig edition, built by the talented Damien McLaughlin.Corp.  She is in excellent condition and is highly recommended to those who seek an elegant fast classic day sailor.egattas.Unlike many competitors The BB 25  requires no sail changes and can be raced successfully with a small crew.mark     This is a great value and is highly recommended. .

2002 Catalina Capri 16.5

2002 Catalina Capri 16.5

$5,900

Danvers, Massachusetts

Year 2002

Make Catalina

Model Capri 16.5

Category Daysailer Sailboats

Length 17'

Posted Over 1 Month

2002 Catalina Capri 16.5 2002 Catalina Capri 16.5, includes trailer and 2HP Yamaha outboard. In excellent condition and ready to sail throughout the fall.