Sailing

If you’re interested in a technical kind of boating that puts you in tune with both wind and water, then it’s time you tried your hand at sailing. Operating a sailboat does require extensive training, especially if you want to take part in team racing, but don’t let the technicality scare you away. Sign up for sailing lessons, master your craft, and become part of this close knit community. Popular sailboats include dinghies, cutters, sloops, schooners, catamarans, laser sailboats, and 49er sailboats.

New & Used Boats For Sale

36 results

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View 1980 Reliance 44 Ketch - Listing #404139
1980 Reliance 44 Ketch
Shady Side, Maryland
$39,900 USD
View 1980 Reliance 44 Ketch - Listing #405300
1980 Reliance 44 Ketch
Stevensville, Maryland
$39,900 USD
View 1978 Morgan 45 - Listing #420531
1978 Morgan 45
Lancaster, Virginia
$78,000 USD
View 1964 Colvin 40 Bugeye Ketch - Listing #327450
1964 Colvin 40 Bugeye Ketch
Hampton, Virginia
$33,700 USD
View 1974 Hinckley Bermuda 40 Mark III Yawl - Listing #437168
1974 Hinckley Bermuda 40 Mark III Yawl
Toms River, New Jersey
$144,000 USD
View 1977 Pearson 365 - Listing #376343
1977 Pearson 365
Bayport, New York
$19,000 USD
View 1972 Morgan Out Island 413 CC - Listing #439890
1972 Morgan Out Island 413 CC
St Catharines, Ontario
$49,647 USD
View 1985 LYMAN MORSE Hood 55 Stoway Ketch - Listing #401397
1985 LYMAN MORSE Hood 55 Stoway Ketch
Little River, South Carolina
$339,500 USD
View 1953 Custom Built 34 Nielsen - Listing #233006
1953 Custom Built 34 Nielsen
Marine City, Michigan
$42,000 USD
View 1963 Stevens and Goudy 45 - Listing #378241
1963 Stevens and Goudy 45
Charleston, South Carolina
$14,400 USD
View 1956 William Garden 45 Yawl - Listing #52715
1956 William Garden 45 Yawl
Wilmington, California
$45,000 USD
View 1983 Morgan Out Island 41 - Listing #49838
1983 Morgan Out Island 41
Placida, Florida
$45,000 USD
View 1975 Fuji 45 - Listing #446731
1975 Fuji 45
Nay
$83,400 USD
View 1983 Horizon 39 - Listing #415509
1983 Horizon 39
Tracys Landing, Maryland
$88,900 USD
View 1978 CSY 44 Pilot House Ketch - Listing #392844
1978 CSY 44 Pilot House Ketch
Placida, Florida
$59,000 USD
View 1978 Pearson 365 - Listing #362165
1978 Pearson 365
Hayes, Virginia
$32,500 USD
View 1982 Irwin Yachts 46 Ketch - Listing #354807
1982 Irwin Yachts 46 Ketch
Tavernier, Florida
$56,000 USD
View 1978 Hughes 40 - Listing #327189
1978 Hughes 40
Parlin, New Jersey
$19,950 USD
View 2001 Endurance 35 - Listing #145622
2001 Endurance 35
Quebec City, Quebec
$48,500 USD
View 1982 Offshore Wings 33 - Listing #379984
1982 Offshore Wings 33
Harrison, Tennessee
$19,250 USD
View 2005 Roberts 45 - Listing #392848
2005 Roberts 45
Racine, Wisconsin
$110,000 USD
View 2008 Custom Windward 28 - Listing #408617
2008 Custom Windward 28
Middleburg, Florida
$34,900 USD
View 1967 Pearson Wanderer 30 - Listing #50752
1967 Pearson Wanderer 30
Madison, Wisconsin
$10,750 USD
View 1984 South Coast Marine 25 - Listing #350467
1984 South Coast Marine 25
Princeton, Wisconsin
$50,000 USD