Sailboats 20-27 feet Sailboats Boats

Are you looking for that perfect sailboats 20-27 feet? This is the perfect place to start shopping. We have built up a great collection of sailboats 20-27 feet, and it has never been easier to find the exact model you are looking for. This is a great size for a boat and allows you the ability to easily tow it wherever you need, and still have plenty of room when you are on board. Whether you are upgrading to sailboats 20-27 feet from a smaller model, or you are brand new to owning a boat, this is a great size to have.

wharram Tiki 8m catamaran



wharram Tiki 8m catamaran

Buy It Now: $56,400.00

Sale

Ends In:
8d 14h 18m

1986 Marshall 22' Catboat - Great condition



1986 Marshall 22' Catboat - Great condition

Buy It Now: $33,500.00

Sale

Ends In:
5d 21h 26m

PRICE IS FIRM SURVEY VALUE $32, 000.REPLACE VALUE 53, 000



PRICE IS FIRM SURVEY VALUE $32, 000.REPLACE VALUE 53, 000

Buy It Now: $27,700.00

Sale

Ends In:
19d 46m

Cheoy Lee 26, Frisco Flyer I



Cheoy Lee 26,  Frisco Flyer I

Price: $19,500.00

Sale

Ends In:
2d 21h 46m

Vancouver 25 Off Shore Crusing Yacht Use Today



Vancouver 25 Off Shore Crusing Yacht Use Today

Buy It Now: $15,000.00

Sale

Ends In:
1d 22h 49m

2002 Macgregor 26X



2002 Macgregor 26X

Price: $14,600.00

Sale

Ends In:
1d 8h 36m

1974 MacGregor Venture 25ft SAILBOAT & Trailer Restored



1974 MacGregor Venture 25ft SAILBOAT & Trailer Restored

Price: $8,000.00

Sale

Ends In:
2d 22h 3m

Macgregor 26X Sailboat with Honda 50 HP



Macgregor 26X Sailboat with Honda 50 HP

Price: $8,000.00

Sale

Ends In:
4d 21h 33m

1981 Beneteau First 25 sailboat



1981 Beneteau First 25 sailboat

Price: $8,000.00
Buy It Now: $9,500.00

Sale

Ends In:
5d 11h 1m

26' Evelyn Sailboat Inboard Motor and Trailer T153077



26' Evelyn Sailboat  Inboard Motor and Trailer T153077

Price: $7,315.00

Sale

Ends In:
5d 22h 49m

23' TRAILERABLE SAILBOAT



23' TRAILERABLE SAILBOAT

Price: $7,000.00

Sale

Ends In:
7d 20h 15m

23' Sailboat with trailer W D Shock



23' Sailboat with trailer W D Shock

Buy It Now: $6,800.00

Sale

Ends In:
3d 22h 31m

Custom Sailboat Able Poitin 24' designed by Evelyn



Custom Sailboat Able Poitin 24' designed by Evelyn

Price: $6,000.00
Buy It Now: $9,500.00

Sale

Ends In:
2d 21h 37m

Nimble Sailboat, Trailer & 3.5 HP Sears O B



Nimble Sailboat,  Trailer & 3.5 HP Sears O B

Price: $5,500.00

Sale

Ends In:
2d 21h 21m

24' S2 Cuddy Sailboat OMC In outboard Motor T145378



24' S2 Cuddy Sailboat OMC In outboard Motor T145378

Price: $5,495.00

Sale

Ends In:
3d 23h 34m

Catalina 27 with Trailer in Maryland



Catalina 27 with Trailer in Maryland

Price: $5,000.00

Sale

Ends In:
21h 49m

1986 22' Starwind Spindrift Sailboat



1986 22' Starwind Spindrift Sailboat

Price: $5,000.00

Sale

Ends In:
1d 11h 24m

1984 Catalina 22' sailboat



1984 Catalina 22' sailboat

Buy It Now: $5,000.00

Sale

Ends In:
3d 19h 2m

Capri 22 by Catalina cruising, racing, fun day sailing



Capri 22 by Catalina cruising,  racing,  fun day sailing

Price: $4,400.00

Sale

Ends In:
5d 15h 40m

FISH BOAT FOR SALE



FISH BOAT FOR SALE

Price: $4,000.00

Sale

Ends In:
3d 22h 46m

27' Catalina Sailboat Evinrude Outboard Motor T136734



27' Catalina Sailboat Evinrude Outboard Motor T136734

Price: $3,995.00

Sale

Ends In:
3d 23h 38m

1978 Columbia 8.3 - 27' Used Sailboat - FL



1978 Columbia 8.3 - 27' Used Sailboat - FL

Price: $3,750.00

Sale

Ends In:
19h 16m

71 Flying Scot One Design Daysailer



71 Flying Scot One Design Daysailer

Price: $3,000.00

Sale

Ends In:
3d 1h 39m

22 ft South Coast Sail Boat 1975



22 ft South Coast Sail Boat 1975

Price: $2,400.00

Sale

Ends In:
6d 22h 50m

1977 S-2 Yacht Sail Boat



1977 S-2 Yacht Sail Boat

Price: $2,000.00

Sale

Ends In:
2d 19h 35m

1974 HUNTER 25 Sailboat w Pop Top Cabin in Connecticut



1974 HUNTER 25 Sailboat w Pop Top Cabin in Connecticut

Buy It Now: $1,888.00

Sale

Ends In:
2d 13h 1m

Coastal Cruiser Balboa 26 Sailboat in MA



Coastal Cruiser Balboa 26 Sailboat in MA

Price: $1,600.00
Buy It Now: $1,850.00

Sale

Ends In:
2d 19h 57m

1988 O'day 240 Sailboat



1988 O'day 240 Sailboat

Price: $1,546.00

Sale

Ends In:
5d 17h 49m

24' Laguna Yachts Pop-Top swing keel NO RESERVE



24' Laguna Yachts Pop-Top swing keel NO RESERVE

Price: $1,451.00

Sale

Ends In:
1d 4h 3m

1967 Columbia Sailboat 22ft with 9.9 Evinrude outboard



1967 Columbia Sailboat 22ft with 9.9 Evinrude outboard

Buy It Now: $1,350.00

Sale

Ends In:
2d 15h 26m

Balboa 20 Weekender



Balboa 20 Weekender

Price: $1,250.00

Sale

Ends In:
3d 13h 35m

1988 Ericson 26' Used Sailboat - NC



1988 Ericson 26' Used Sailboat - NC

Price: $1,175.00

Sale

Ends In:
3d 19h 9m

1973 27' Catalina sloop



1973 27' Catalina sloop

Price: $1,160.00

Sale

Ends In:
3d 22h 19m

1977 Bristol 22' Sailboat



1977 Bristol 22' Sailboat

Price: $1,025.00

Sale

Ends In:
2d 15h 41m

1974 Hughes Northstar 600 Cruising Sloop



1974 Hughes Northstar 600 Cruising Sloop

Price: $1,000.00
Buy It Now: $2,500.00

Sale

Ends In:
8d 21h 19m

1960 24' O'day Dolphin Sloop



1960 24' O'day Dolphin Sloop

Buy It Now: $925.00

Sale

Ends In:
4d 15h 9m

Macgregor sailboat



Macgregor sailboat

Buy It Now: $900.00

Sale

Ends In:
3d 23h

1975 22' O'Day Sloop - Project



1975 22' O'Day Sloop - Project

Buy It Now: $850.00

Sale

Ends In:
4d 15h 15m

Sailboat - O'Day Outlaw 26 foot - LOW RESERVE



Sailboat - O'Day Outlaw 26 foot - LOW RESERVE

Price: $810.00
Buy It Now: $2,500.00

Sale

Ends In:
1d 14h 18m

1975 Venture 21' Sailboat



1975 Venture 21' Sailboat

Price: $700.00

Sale

Ends In:
3d 22h 23m

1972 Cal 27' Used Sailboat - WA



1972 Cal 27' Used Sailboat - WA

Price: $610.00

Sale

Ends In:
5d 19h 46m

1977 Hunter 24'11" Used Sailboat - GA



1977 Hunter 24'11" Used Sailboat - GA

Price: $560.00

Sale

Ends In:
1d 19h 46m

1976 Ericson 26'9" Used Sailboat - GA



1976 Ericson 26'9" Used Sailboat - GA

Price: $500.07

Sale

Ends In:
5d 19h 46m

1965 Tidewater 24' Used Sailboat - MD



1965 Tidewater 24' Used Sailboat - MD

Price: $102.50

Sale

Ends In:
3d 19h 46m

1982 24 FOOT MACGREGOR SAIL BOAT PROJECT WITH TRAILER



1982 24 FOOT MACGREGOR SAIL BOAT PROJECT WITH TRAILER

Price: $100.99

Sale

Ends In:
5d 22h 1m

22 Tanzer Swing Keel 1974 NO RESERVE nd repair cleanup



22 Tanzer Swing Keel 1974 NO RESERVE nd repair cleanup

Price: $100.00

Sale

Ends In:
2d 22h 46m

1976 MacGregor 22' Used Sailboat & Trailer - CA



1976 MacGregor 22' Used Sailboat & Trailer - CA

Price: $81.00

Sale

Ends In:
5d 19h 46m

1971 O'Day Tempest 23' Used Sailboat w Cradle - NY



1971 O'Day Tempest 23' Used Sailboat w  Cradle - NY

Price: $10.55

Sale

Ends In:
5d 18h 48m

Discount & Bargain

By going with sailboats 20-27 feet, you can usually save money on docking fees as well. These boats are very convenient, and still offer a level of comfort that you would expect. Browse through our amazing selection of sailboats 20-27 feet now and see just how many great deals you can find. We’ve made it easy to find just the right sized boat by putting all of our sailboats 20-27 feet in one easy to shop place.
 
You can take advantage of some truly incredible deals on sailboats 20-27 feet by shopping at our boat shop. Whether you need a used sailboats 20-27 feet, or a brand new model, chances are you’ll find it right here and at a significant discount. Start shopping for your new sailboats 20-27 feet right now before they are all sold out. Even though we add them on a continuous basis, our low prices mean that nothing sticks around for long.

Cheap


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