daysailer in maryland for sale

Classic 16ft Traditional Dayboat

Classic 16ft traditional dayboat

A professionally constructed 1949 lifting keel wooden daysailer in high quality marine ply, endorsed by the late John Leather. Design loosely based...

1980 O'Day Daysailer sailboat for sale in Maryland

O day Daysailer

The perfect sailboat to get the family on the water! The large cockpit can comfortably seat 4 adults. Solid construction and a 6 beam give the boat a stable feel....

O'Day Daysailer sailboat for sale in Maryland

Updated 2014 standing rigging and sails, including spinnaker. Standard Daysailer configuration. Trailer and hand dolly included.

1978 American Fiberglass 16' Daysailer sailboat for sale in Maryland

American Fiberglass 16 daysailer

Boat and trailer in very good condition with all new standing rigging new paint and more.Boat always stored inside.

1960 O'Day Daysailer sailboat for sale in Maryland

Traditionally built by master builder Jack Stone of Wisscasset Maine. Construction is wood planks and copper rivets above the waterline and composite glass fiber...

1893 Catalina sailboat for sale in Maryland

Catalina

1983 Catalina Sailboat 27’. This boat comes with custom cradles (Trailer Not Included) Recently replaced on the boat: New Master Panel New Master Switch New Sub...

1988 Presicion 23 sailboat for sale in Maryland

Presicion 23

Beautiful compact cruiser, very well known builder and trusted. A much sought after design for its easy sailing capabilities and its transport-ability. Easy to store...

1990 Macgregor S sailboat for sale in Maryland

Macgregor S

Great Weekender sailboat. Easy to handle 2-Jibs 1 Main Safety Equipment Depth finder Cushions inside and out Trailer 9.9 HP outboard

Tanzer sailboat for sale in Maryland

Tanzer

Tanzer 22' in great shape. Main sail, jib, and spinnaker provided. 15 HP Honda on back, low hours. Trailer included.

1999 Hunter 24 sailboat for sale in Maryland

Hunter 24

This is a beautiful trailerable sailboat. Freshly painted bottom. Waxed hull. Sails are in excellent condition. Upholstery is perfect. Must see boat! Land storage...

2006 Hutchins Picnic Cat sailboat for sale in Maryland

Hutchins Picnic cat

Picnic Cat in excellent condition. Bimini, sail cover, sail all in great condition. Kept in garage in Naples, Fl. Now in barn in Laytonsville, Maryland since move. White hull with blue boot-stripe. We sailed on the coastal Gulf of Mexico for five years and found the boat easy to rig, handle, and very capable in strong tidal currents. The bimini is a must in Florida and here in Maryland...

2017 Schock Harbor 20 sailboat for sale in Maryland

Schock Harbor 20

Thistle sailboat for sale in Maryland

Thistle

Ready to sail! Great boat with three sets of sails (brand new spinnaker) and a trailer. Cover included as-is. Perfect for one-design racing or taking out on the...

AMG Sunfish sailboat for sale in Maryland

Amg Sunfish

Beautiful Sunfish Sailboat - 2 Sails, one brand new with window, mast carry bags.

2004 Penobscot sailboat for sale in Maryland

Penobscot

Penobscot 17' gaff-rigged wood sailboat, with jib. Handmade by Gerald Rooney in 2004. Glued lapstrake construction. Finished with epoxy resin; easy to maintain....

Sanderling Marshal 18 Trailer Only sailboat for sale in Maryland

Sanderling Marshal 18 trailer only

TRAILER customized for a Marshal 18 cat boat or similar Heavy duty galvanized rebuilt in 2022: new springs, new tires (plus a spare), new lights, bearings, coupler...

1983 Tillotson Pearson Inc Freedom 21 sailboat for sale in Maryland

Tillotson Pearson inc freedom 21

1983 Freedom 21 with a Draft, fin keel Yamaha F4 motor 4hp (Model F4LMHA), purchased in 2017 with less than 1,000 hours LOA 21'8" Beam 8'0" Draft, fin keel 3'9"...

1982 Hobie 16 sailboat for sale in Maryland

Hobie 16

Well kept, charming Hobie Cat. "Potassium Overload" has yellow hulls and beautiful red sails. Sails in great condition. New shrouds, blocks, rigging all around,...

1985 Catalina Tall Rig sailboat for sale in Maryland

Catalina Tall rig

Well-maintained, upgraded 1985 Catalina 27 TR. Perfect for the exploring bay, racing. Beautiful teak interior. Comfortable accommodations for bringing family, friends....

1986 Cornish Crabbers Cornish Shrimper Gaff Sloop sailboat for sale in Maryland

Cornish Crabbers cornish shrimper gaff sloop

This is a 1986 Cornish Shrimper that has been barn stored and unused for over ten years due to the owner's illness. As you can see it is very dusty - the barn has...