Classic Yachts for Sale

Classic yachts exude character and class. Classic yacht owners appreciate the history of yachting and want their yacht to display their admiration for the classics. Typically built between the 1920s and 1970s, classic yachts have a timeless look and appeal.

A JFA Yacht & Ship consultant will be happy to assist you in narrowing down the many choices you will encounter while searching for the ideal yacht for you and your family.  Contact us today for your initial diagnostic consultation and need analysis.

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Antique and Classics Sail Boats for Sale

1-38 of 38 Vessel results for your search.
1
Antique and Classics Sail Boats for Sale
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160' - George Lawley & Sons - 1905 - Invader - Genoa, Italy
1905 / 2003
Genoa, Italy
  • Cabin Count 3
  • Sleep Count 6
  • Antique and Classics/Schooner
  • 3,195,000
  • Cabins 3 Sleeps 6
  • Price reduction!!
  • Invader
Genoa, Italy
3,195,000
2
Antique and Classics Sail Boats for Sale
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53' - Jeanneau - 2010 - 53 - Bradenton, Florida, United States53
2010 53
Bradenton, Florida, Uni...
  • Model 4JH4-HTE
  • Engine Qty 1
  • Cabin Count 3
  • Head Count 4
  • Cruiser-Racer/Antique and Classics
  • 329,000
  • Cabins 3 Heads 4
  • 1 yanmar 4JH4-HTE
Bradenton, Florida, United States
329,000
3
Antique and Classics Sail Boats for Sale
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51' - Custom - 1951 - Gösta Kyntzell Yawl - MILAN - Annapolis, Maryland, United StatesGösta Kyntzell Yawl
1951 / 1998 Gösta Kyntzell Yawl
Annapolis, Maryland, Un...
  • Model 90
  • Engine Qty 1
  • Cabin Count 1
  • Sleep Count 6
  • Head Count 1
  • Antique and Classics
  • 140,000
  • Cabins 1 Sleeps 6 Heads 1
  • 1 Beta 90
  • MILAN
Annapolis, Maryland, United States
140,000
4
Antique and Classics Sail Boats for Sale
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50' - Parker - 1952 - BELLINA - Brooklin, Maine, United States
1952
Brooklin, Maine, United...
  • Classic Expedition Motorsailer/Antique and Classics
  • 75,000
  • BELLINA
Brooklin, Maine, United States
75,000
5
Antique and Classics Sail Boats for Sale
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48' - Cherubini - 1983 - Schooner - Victoria - Newport, Rhode Island, United StatesSchooner
1983 Schooner
Newport, Rhode Island, ...
  • Model 2715
  • Engine Qty 1
  • Cabin Count 2
  • Antique and Classics
  • 360,000
  • Cabins 2
  • 1 Ford Lehman 2715
  • Victoria
Newport, Rhode Island, United States
360,000
6
Antique and Classics Sail Boats for Sale
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47' - Custom - 1947 - Eldredge McInnis-McInnis 47 Cutter - Prowess - Belmont, Maine, United StatesEldredge McInnis-McInnis 47 Cutter
1947 Eldredge McInnis-McInn...
Belmont, Maine, United ...
  • Model 64A-Four
  • Engine Qty 1
  • Head Count 1
  • Cutter/Antique and Classics
  • 90,000
  • Heads 1
  • 1 Westerbeke 64A-Four
  • Prowess
Belmont, Maine, United States
90,000
7
Antique and Classics Sail Boats for Sale
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46' - American Marine - 1964 - 46 - Portland, Maine, United States46
1964 46
Portland, Maine, United...
  • Cabin Count 2
  • Sleep Count 4
  • Antique and Classics
  • 99,000
  • Cabins 2 Sleeps 4
Portland, Maine, United States
99,000
8
Antique and Classics Sail Boats for Sale
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42' - CT - 1985 - Drifter - Florida, United States
1985
Florida, United States
  • Model 3QM30Y
  • Engine Qty 1
  • Cabin Count 2
  • Head Count 2
  • Antique and Classics
  • 135,000
  • Cabins 2 Heads 2
  • 1 Yanmar 3QM30Y
  • Drifter
Florida, United States
135,000
9
Antique and Classics Sail Boats for Sale
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41' - Formosa - 1973 - 41 - Merrymeeting - Pemaquid, Maine, United States41
1973 41
Pemaquid, Maine, United...
  • Model 4JH45
  • Engine Qty 1
  • Ketch/Antique and Classics
  • 89,500
  • 1 Yanmar 4JH45
  • Merrymeeting
Pemaquid, Maine, United States
89,500
10
Antique and Classics Sail Boats for Sale
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41' - Hanse - 2014 - 415 - Eleanor - Charleston, South Carolina, United States415
2014 415
Charleston, South Carol...
  • Model D2-40
  • Engine Qty 1
  • Cabin Count 3
  • Head Count 2
  • Cruisers/Antique and Classics
  • 210,000
  • Cabins 3 Heads 2
  • 1 Volvo D2-40
  • Eleanor
Charleston, South Carolina, Unite...
210,000
11
Antique and Classics Sail Boats for Sale
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41' - Concordia - 1955 - 41 Yawl - Sarah - St. Augustine, Florida, United States41 Yawl
1955 41 Yawl
St. Augustine, Florida,...
  • Model 4JH4AE
  • Engine Qty 1
  • Cabin Count 1
  • Sleep Count 4
  • Head Count 1
  • Antique and Classics
  • 29,900
  • Cabins 1 Sleeps 4 Heads 1
  • 1 Yanmar 4JH4AE
  • Sarah
St. Augustine, Florida, United St...
29,900
12
Antique and Classics Sail Boats for Sale
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40' - Hinckley - 1965 - 40 Bermuda - WHIRLWIND - San Diego, California, United States40 Bermuda
1965 40 Bermuda
San Diego, California, ...
  • Model Four-107
  • Engine Qty 1
  • Sleep Count 6
  • Head Count 1
  • Yawl/Antique and Classics
  • 114,900
  • Sleeps 6 Heads 1
  • 1 Westerbeke Four-107
  • WHIRLWIND
San Diego, California, United States
114,900
13
Antique and Classics Sail Boats for Sale
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40' - Bristol - 1979 - Yawl - Balandra Rose - North Kingstown, Rhode Island, United StatesYawl
1979 Yawl
North Kingstown, Rhode ...
  • Model W 40
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 5
  • Cruisers/Antique and Classics
  • 44,900
  • Cabins 2 Sleeps 5
  • 1 Westerbeke W 40
  • Balandra Rose
North Kingstown, Rhode Island, Un...
44,900
14
Antique and Classics Sail Boats for Sale
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40' - Hinckley - 1961 - Bermuda 40 - Sabrina - St. Simons Island, Georgia, United StatesBermuda 40
1961 Bermuda 40
St. Simons Island, Geor...
  • Model K41045
  • Engine Qty 1
  • Yawl/Antique and Classics
  • 69,000
  • Bring Offers!
  • 1 Beta Marine K41045
  • Sabrina
St. Simons Island, Georgia, Unite...
69,000
15
Antique and Classics Sail Boats for Sale
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40' - Wirth Munroe - 1958 - Cutter - Pirouette - Indiantown, Florida, United StatesCutter
1958 Cutter
Indiantown, Florida, Un...
  • Engine Qty 1
  • Cabin Count 1
  • Sleep Count 6
  • Antique and Classics/Cruiser-Racer
  • 48,500
  • Cabins 1 Sleeps 6
  • Priced to Sell!
  • 1 Yanmar
  • Pirouette
Indiantown, Florida, United States
48,500
16
Antique and Classics Sail Boats for Sale
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39' - David Bud MacIntosh - 1965 - CEDAR - York, Maine, United States
1965
York, Maine, United States
  • Antique and Classics
  • 80,000
  • CEDAR
York, Maine, United States
80,000
17
Antique and Classics Sail Boats for Sale
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39' - Herreshoff - 1930 - Thirty Square Meter - Oriole II - Greenport, New York, United StatesThirty Square Meter
1930 Thirty Square Meter
Greenport, New York, Un...
  • Antique and Classics
  • 30,000
  • Oriole II
Greenport, New York, United States
30,000
18
Antique and Classics Sail Boats for Sale
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38' - Irwin - 1987 - Mk II - Mariner - Newport, Rhode Island, United StatesMk II
1987 Mk II
Newport, Rhode Island, ...
  • Model 4JH3-E
  • Engine Qty 1
  • Cabin Count 2
  • Head Count 2
  • Center Cockpit/Antique and Classics
  • 86,000
  • Cabins 2 Heads 2
  • 1 Yanmar 4JH3-E
  • Mariner
Newport, Rhode Island, United States
86,000
19
Antique and Classics Sail Boats for Sale
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38' - Pearson - 1967 - Invicta - Superior, Wisconsin, United StatesInvicta
1967 Invicta
Superior, Wisconsin, Un...
  • Model 30C
  • Engine Qty 1
  • Cabin Count 1
  • Head Count 1
  • Cruisers/Antique and Classics
  • 47,500
  • Cabins 1 Heads 1
  • Saltine is a classic "Good Old Boat."
  • 1 Westerbeke 30C
Superior, Wisconsin, United States
47,500
20
Antique and Classics Sail Boats for Sale
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38' - Luders - 1944 - L24 - Leaf - Bristol, Rhode Island, United StatesL24
1944 L24
Bristol, Rhode Island, ...
  • Antique and Classics
  • 67,000
  • Leaf
Bristol, Rhode Island, United States
67,000
21
Antique and Classics Sail Boats for Sale
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37' - Casey Boat Building - 1940 - 37' Cutter - BOLDWATER - Stockton Springs, Maine, United States37' Cutter
1940 37' Cutter
Stockton Springs, Maine...
  • Antique and Classics
  • 30,000
  • BOLDWATER
Stockton Springs, Maine, United S...
30,000
22
Antique and Classics Sail Boats for Sale
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36' - Islander - 1977 - 36 - Windancer - Roper, North Carolina, United States36
1977 36
Roper, North Carolina, ...
  • Model 4-108
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 1
  • Cruiser-Racer/Antique and Classics
  • 35,500
  • Cabins 2 Sleeps 6 Heads 1
  • Price Lowered!
  • 1 Perkins 4-108
  • Windancer
Roper, North Carolina, United States
35,500
23
Antique and Classics Sail Boats for Sale
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35' - Heritage Yacht - 1976 - Intrepid 35 - Lollygag III - North Kingstown, Rhode Island, United StatesIntrepid 35
1976 Intrepid 35
North Kingstown, Rhode ...
  • Model 44B
  • Engine Qty 1
  • Sleep Count 6
  • Head Count 1
  • Cruisers/Antique and Classics
  • 29,500
  • Sleeps 6 Heads 1
  • 1 Westerbeke 44B
  • Lollygag III
North Kingstown, Rhode Island, Un...
29,500
24
Antique and Classics Sail Boats for Sale
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35' - Fuji - 1975 - Chester, Maryland, United States
1975
Chester, Maryland, Unit...
  • Cruisers/Antique and Classics
  • 29,000
Chester, Maryland, United States
29,000
25
Antique and Classics Sail Boats for Sale
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35' - Ohlson - 1958 - ELLIDA - Shelburne, Vermont, United States
1958
Shelburne, Vermont, Uni...
  • Antique and Classics/Yawl
  • 35,000
  • ELLIDA
Shelburne, Vermont, United States
35,000
26
Antique and Classics Sail Boats for Sale
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35' - Starling Burgess - 1934 - LITTLE DIPPER - Stonington, Maine, United States
1934
Stonington, Maine, Unit...
  • Antique and Classics/Cutter
  • 109,000
  • LITTLE DIPPER
Stonington, Maine, United States
109,000
27
Antique and Classics Sail Boats for Sale
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34' - Herreshoff - 1996 - ECLIPSE - Manchester, Massachusetts, United States
1996
Manchester, Massachuset...
  • Antique and Classics/Sloop
  • 80,000
  • ECLIPSE
Manchester, Massachusetts, United...
80,000
28
Antique and Classics Sail Boats for Sale
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33' - Concordia - 1948 - FREE SPIRIT - Brooklin, Maine, United States
1948
Brooklin, Maine, United...
  • Antique and Classics/Sloop
  • 80,000
  • FREE SPIRIT
Brooklin, Maine, United States
80,000
29
Antique and Classics Sail Boats for Sale
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32' - Buzzards Bay - 1914 - 25 - Vitessa - Round Pond, Maine, United States25
1914 25
Round Pond, Maine, Unit...
  • Engine Qty 1
  • Antique and Classics
  • 195,000
  • 1 Evinrude
  • Vitessa
Round Pond, Maine, United States
195,000
30
Antique and Classics Sail Boats for Sale
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32' - Cheoy Lee - 1977 - 32 Offshore - Venice, Florida, United States32 Offshore
1977 / 2016 32 Offshore
Venice, Florida, United...
  • Model 21A
  • Engine Qty 1
  • Sleep Count 4
  • Head Count 1
  • Antique and Classics
  • 29,900
  • Sleeps 4 Heads 1
  • 1 Westerbeke 21A
Venice, Florida, United States
29,900
31
Antique and Classics Sail Boats for Sale
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30' - CAL - 1969 - 2-30 - Synergy - Atlantic Highlands, New Jersey, United States2-30
1969 2-30
Atlantic Highlands, New...
  • Engine Qty 1
  • Antique and Classics
  • 14,900
  • 1 Universal
  • Synergy
Atlantic Highlands, New Jersey, U...
14,900
32
Antique and Classics Sail Boats for Sale
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30' - Bristol - 1980 - 29.9 - Iolare - Deale, Maryland, United States29.9
1980 29.9
Deale, Maryland, United...
  • Model 2QM15
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 5
  • Antique and Classics
  • 15,000
  • Cabins 2 Sleeps 5
  • 1 Yanmar 2QM15
  • Iolare
Deale, Maryland, United States
15,000
33
Antique and Classics Sail Boats for Sale
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28' - Bristol Channel Cutter - 2003 - Lyman Mo - Adventure - Sausalito, California, United StatesLyman Mo
2003 Lyman Mo
Sausalito, California, ...
  • Model 3GM30F-YEU
  • Engine Qty 1
  • Head Count 1
  • Antique and Classics
  • 150,000
  • Heads 1
  • 1 Yanmar 3GM30F-YEU
  • Adventure
Sausalito, California, United States
150,000
34
Antique and Classics Sail Boats for Sale
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28' - Heard - 1997 - Gaff Cutter - Sender - Exumas, BahamasGaff Cutter
1997 Gaff Cutter
Exumas, Bahamas
  • Model 3GM30
  • Engine Qty 1
  • Cabin Count 1
  • Sleep Count 4
  • Head Count 1
  • Antique and Classics
  • 49,000
  • Cabins 1 Sleeps 4 Heads 1
  • Unique Opportunity
  • 1 Yanmar 3GM30
  • Sender
Exumas, Bahamas
49,000
35
Antique and Classics Sail Boats for Sale
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27' - Herreshoff - 1919 - S Class - Swallow - Portsmouth, Rhode Island, United StatesS Class
1919 S Class
Portsmouth, Rhode Islan...
  • Antique and Classics
  • 63,000
  • Swallow
Portsmouth, Rhode Island, United ...
63,000
36
Antique and Classics Sail Boats for Sale
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25' - Crosby - 2003 - Wianno Senior - Alleyoop - Barnstable, Massachusetts, United StatesWianno Senior
2003 / 2012 Wianno Senior
Barnstable, Massachuset...
  • Antique and Classics
  • 45,000
  • Alleyoop
Barnstable, Massachusetts, United...
45,000
37
Antique and Classics Sail Boats for Sale
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22' - Custom - 1965 - Echo - Wickford, Rhode Island, United States
1965
Wickford, Rhode Island,...
  • Model 4F
  • Engine Qty 2
  • Cabin Count 1
  • Sleep Count 2
  • Head Count 1
  • Antique and Classics/Sloop
  • 19,500
  • Cabins 1 Sleeps 2 Heads 1
  • 2 Yamaha 4F
  • Echo
Wickford, Rhode Island, United St...
19,500
38
Antique and Classics Sail Boats for Sale
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16' - Custom - 2019 - Haven 15.5 - Lily - Bristol, Rhode Island, United StatesHaven 15.5
2019 Haven 15.5
Bristol, Rhode Island, ...
  • Antique and Classics
  • 26,500
  • Lily
Bristol, Rhode Island, United States
26,500
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About Classic Yachts

Classic yachts are generally described as yachts built between the 1920s and the mid 1970s. These classic yachts are most often built from either wood or steel. Many yachting enthusiasts are of the opinion that for a yacht to be considered classic it must not have been made using modern materials.

A classic yacht has beautiful, timeless lines and is built with fine craftsmanship. Classic yachts often draw inspiration from classic military and industrial ships. They have the aura of a bygone era, eliciting strong feelings of nostalgia and days past.

Racing classic yachts is an enjoyable pastime for classic yacht owners. There are many classic yacht regattas held around the world. Whether you’re racing your classic yacht or taking your friends, family, and business partners on trips, a classic yacht is perfect for discerning gentlemen and ladies. Chartering different types and styles of classic yachts can be a good place to start when looking at classic yachts for sale.

Discuss Classic Yachts with a Broker

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