Great choice! Your favorites are temporarily saved for this session. Sign in to save them permanently, access them on any device, and receive relevant alerts.

We will occasionally send you relevant updates. You can opt out or contact us any time.

Cruising World: 40 Best Sailboats

Cruising World polled their readers to determine the best sailboats of all time.

Check out the article to read more and learn how these were chosen.

Sailboat

Valiant 40

1973 • 39′ 11″ / 12.2 m
Sailboat

Hinckley Bermuda 40-1

1959 • 40′ 8″ / 12.4 m
Sailboat

Catalina 30

1976 • 29′ 11″ / 9.1 m
Sailboat

Hallberg-Rassy 42 (Enderlein)

1980 • 42′ 3″ / 12.9 m
Sailboat

Pacific Seacraft 37

1980 • 36′ 10″ / 11.3 m
Sailboat

Kelly-Peterson 44

1976 • 43′ 9″ / 13.4 m
Sailboat

Tayana 37

1976 • 41′ 11″ / 12.8 m
Sailboat

Passport 40

1980 • 39′ 5″ / 12 m
Sailboat

Island Packet 38

1986 • 37′ 11″ / 11.6 m
Sailboat

Alberg 30

1962 • 30′ 3″ / 9.2 m
Sailboat

CSY 44 (Mid-Cockpit)

1977 • 43′ 11″ / 13.4 m
Sailboat

Westsail 32

1971 • 39′ 11″ / 12.2 m
Advertisement
Sailboat

Beneteau 423

2002 • 43′ 1″ / 13.2 m
Sailboat

Cal 40

1963 • 39′ 4″ / 12 m
Sailboat

Hunter 356

2000 • 34′ 6″ / 10.5 m
No photo available
Sailboat

Morris 36 Justine

1983 • 36′ 3″ / 11.1 m
Sailboat

Columbia 50

1965 • 50′ 0″ / 15.2 m
Sailboat

Whitby 42

1972 • 41′ 11″ / 12.8 m
Sailboat

Contessa 26

1965 • 25′ 5″ / 7.8 m
Sailboat

Hylas 49

1992 • 48′ 10″ / 14.9 m
Sailboat

Morgan Out Island 41

1971 • 41′ 2″ / 12.6 m
Sailboat

Tartan 34 C

1968 • 34′ 4″ / 10.5 m
Sailboat

Bristol 40

1965 • 40′ 2″ / 12.3 m
No photo available
Sailboat

Gozzard 36

1985 • 35′ 11″ / 11 m
Advertisement
Sailboat

Islander 36

1971 • 36′ 1″ / 11 m
Sailboat

Pearson Triton

1958 • 28′ 3″ / 8.6 m
Sailboat

Sabre 36

1985 • 35′ 11″ / 11 m
Sailboat

Gulfstar 50

1975 • 50′ 0″ / 15.2 m
Sailboat

C&C Landfall 38

1979 • 37′ 6″ / 11.5 m
Sailboat

Swan 44 (S&S)

1972 • 43′ 11″ / 13.4 m
Sailboat

Nonsuch 30

1978 • 30′ 3″ / 9.2 m
Sailboat

Beneteau Sense 50

2010 • 49′ 1″ / 15 m
Sailboat

Freedom 40 CC

1976 • 39′ 11″ / 12.2 m
Sailboat

Nor'sea 27

1976 • 27′ 8″ / 8.5 m
Sailboat

Jeanneau Sun Odyssey 43 DS

1994 • 42′ 1″ / 12.8 m
Sailboat

Mason 43

1978 • 43′ 9″ / 13.4 m
Advertisement
Sailboat

Mason 44

1985 • 43′ 11″ / 13.4 m
Sailboat

Alerion Express 28

1990 • 28′ 2″ / 8.6 m
Sailboat

Dufour Arpege 30

1966 • 29′ 11″ / 9.1 m
Sailboat

Pearson Vanguard 33

1963 • 32′ 6″ / 9.9 m
Sailboat

Moore 24

1972 • 23′ 9″ / 7.2 m
Embed

Embed

View Demo

Embed this page on your own website by copying and pasting this code.

For Sale

1993 Queen Long Hylas 49 cover photo 1993 Queen Long Hylas 49 cover photo
Norfolk, VA, US
1993 Queen Long Hylas 49
$319,000 USD
1973 Morgan Classic 41 Yawl cover photo 1973 Morgan Classic 41 Yawl cover photo
Ponce Inlet, FL, US
1973 Morgan Classic 41 Yawl
$42,500 USD
Placeholder listing photo
South Haven, MI, US
1977 Catalina Catalina 30
$7,800 USD
Placeholder listing photo
South Haven, MI, US
1977 Catalina Catalina 30
$7,800 USD
1972 Bristol 40 cover photo 1972 Bristol 40 cover photo
Jacksonville, FL, US
1972 Bristol 40
$30,000 USD
1985 Nonsuch 30 Classic cover photo 1985 Nonsuch 30 Classic cover photo
Olympia, WA, US
1985 Nonsuch 30 Classic
$44,900 USD
Advertisement
1974 Valiant 40 cover photo 1974 Valiant 40 cover photo
Camden, ME, US
1974 Valiant 40
$30,000 USD
Placeholder listing photo
Panama
1998 Pacific Seacraft 37 Crealock Cutter
$149,000 USD
1978 Kelly Peterson 44 cover photo 1978 Kelly Peterson 44 cover photo
Saidia, Oriental, MA
1978 Kelly Peterson 44
€40,000 EUR
1981 Kelly Peterson KP44 cover photo 1981 Kelly Peterson KP44 cover photo
Coronado, CA, US
1981 Kelly Peterson KP44
$99,000 USD
1973 Whitby BoatworksTed Brewer Whitby 42 cover photo 1973 Whitby BoatworksTed Brewer Whitby 42 cover photo
Ventura, CA, US
1973 Whitby BoatworksTed Brewer Whitby 42
$49,900 USD
1992 Nor’Sea 27 cover photo 1992 Nor’Sea 27 cover photo
Beaufort, NC, US
1992 Nor’Sea 27
$20,000 USD
Advertisement
1972 Bristol 40 cover photo 1972 Bristol 40 cover photo
Salem, MA, US
1972 Bristol 40
$56,000 USD
1963 Pearson Triton cover photo 1963 Pearson Triton cover photo
Dennis, MA, US
1963 Pearson Triton
$11,000 USD
1979 Catalina 30 cover photo 1979 Catalina 30 cover photo
Freeport, TX, US
1979 Catalina 30
$20,000 USD
1976 Valiant 40 cover photo 1976 Valiant 40 cover photo
United States
1976 Valiant 40
$81,509 USD
1979 Mason 43 cover photo 1979 Mason 43 cover photo
San Carlos Nuevo Guaymas, Son., MX
1979 Mason 43
$80,000 USD
Nor'Sea 27 cover photo Nor'Sea 27 cover photo
Sheffield Lake, OH, US
Nor'Sea 27
$28,000 USD
Advertisement
2012 Beneteau Sense 50 cover photo 2012 Beneteau Sense 50 cover photo
Riviera Beach, FL, US
2012 Beneteau Sense 50
$330,000 USD
2005 Morris 36 sloop cover photo 2005 Morris 36 sloop cover photo
Miami, FL, US
2005 Morris 36 sloop
$275,000 USD
2003 New NorSea 27 cover photo 2003 New NorSea 27 cover photo
Sheffield Lake, OH, US
2003 New NorSea 27
$34,500 USD
1991 Island Packet 38 Center board cover photo 1991 Island Packet 38 Center board cover photo
Port Charlotte, FL, US
1991 Island Packet 38 Center board
$89,750 USD
1966 Pearson Vanguard cover photo 1966 Pearson Vanguard cover photo
Emeryville, CA, US
1966 Pearson Vanguard
$33,000 USD
1978 Contessa 26 cover photo 1978 Contessa 26 cover photo
Maine, US
1978 Contessa 26
$20,000 USD
Have a sailboat to sell?
List it for free and it will show up here.
Advertisement

Great choice! Your favorites are temporarily saved for this session. Sign in to save them permanently, access them on any device, and receive relevant alerts.

We will occasionally send you relevant updates. You can opt out or contact us any time.
Measurements:

©2024 Sea Time Tech, LLC

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.