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Sailboats for Sale in Florida - Discover the Sailboat of Your Dreams, or sell your current Florida Sailboat to get ready for a new adventure today.
Your search returned 2523 matches of 110324 sailboats posted to date

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Featured Sailboat:  Beneteau Oceanis 400
1994 St Augustine Florida 40 Beneteau Oceanis 400
Length: 40'     Beam:  12.83'     Draft:  5.42'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Augustine, Florida
Asking: $73,000
Featured Sailboat Added 10-Oct-2025  More Details

Beneteau Oceanis 390
1990 St Petersburg Florida 38.5 Beneteau Oceanis 390
Length: 38.5'     Beam:  12.6'     Draft:  5.4'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $49,500
Sailboat Added 10-Oct-2025  More Details

Featured Sailboat:  C&C Yachts Landfall 38
1980 Port St Lucie Florida 38 C&C Yachts Landfall 38
Length: 38'     Beam:  12'     Draft:  5'
Year: 1980
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port St Lucie, Florida
Asking: $35,990
Featured Sailboat Added 09-Oct-2025  More Details

Featured Sailboat:  newick native
Length: 38'     Beam:  27'     Draft:  3'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Florida, Florida
Asking: $70,000
Featured Sailboat Added 09-Oct-2025  More Details

Corsair Marine F24 Mk2
2002 Sarasota Florida Florida 24 Corsair Marine F24 Mk2
Length: 24'     Beam:  18'     Draft:  1'
Year: 2002
Type: cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Sarasota Florida, Florida
Asking: $24,500
Sailboat Added 08-Oct-2025  More Details

Bluemagic Optimist Optimist
2014 Palm City Florida  Bluemagic Optimist Optimist
Length: '
Year: 2014
Type: dinghy
Hull: fiberglass  monohull
Location: Palm City, Florida
Asking: $2,800
Sailboat Added 08-Oct-2025  More Details

Winner Optimist 3D
2016 Palm City Florida - Winner Optimist 3D
Length: -'     Beam:  -'     Draft:  -'
Year: 2016
Type: dinghy
Hull: fiberglass  monohull
Location: Palm City, Florida
Asking: $3,000
Sailboat Added 08-Oct-2025  More Details

Featured Sailboat:  Ericson 38-200
1988 New Port Richey Florida 38 Ericson 38-200
Length: 38'     Beam:  12'     Draft:  5.3'
Year: 1988
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New Port Richey, Florida
Asking: $40,000
Featured Sailboat Added 05-Oct-2025  More Details

Beneteau Oceanis
1990 St Petersburg Florida 38.33 Beneteau Oceanis
Length: 38.33'     Beam:  12.83'     Draft:  4.6'
Year: 1990
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $54,900
Sailboat Added 01-Oct-2025  More Details



Pearson 365
Pearson 365
Length: 36.5'     Beam:  11.5'     Draft:  4.6'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Fort Meyers, Florida
Asking: $11,500
Sailboat Added 01-Oct-2025  More Details

Hunter 170
2000 Vero Beach Florida 17 Hunter 170
Length: 17'     Beam:  7'     Draft:  4'
Year: 2000
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Vero Beach, Florida
Asking: $1,200
Sailboat Added 30-Sep-2025  More Details

Morgan 1982 Morgan 41ft Out Island Ketch Rig 416
Morgan 1982 Morgan 41ft Out Island Ketch Rig 416
Length: 41'     Beam:  13'8'     Draft:  4'2'
Year: 182
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Florida Keys, Florida
Asking: $57,500
Sailboat Added 29-Sep-2025  More Details

Featured Sailboat:  precision boatworks Colgate 26
 Pensacola Florida 26 precision boatworks Colgate 26
Length: 26'     Beam:  8'     Draft:  3.5'
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Pensacola, Florida
Asking: $22,500
Featured Sailboat Added 27-Sep-2025  More Details

Macgregor 26M
2012 New Port Richey Florida 26 Macgregor 26M
Length: 26'     Beam:  8'     Draft:  6'
Year: 2012
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: New Port Richey, Florida
Asking: $25,000
Sailboat Added 27-Sep-2025  More Details

Melges 17
2008 Deerfield Beach Florida 17 Melges 17
Length: 17'     Beam:  6'     Draft:  3'
Year: 2008
Type: racer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Deerfield Beach, Florida
Asking: $3,950
Sailboat Added 26-Sep-2025  More Details

Featured Sailboat:  J Boats J/ 95
2010 St Augustine Florida 31 J Boats J/ 95
Length: 31'     Beam:  10'     Draft:  3-5.5'
Year: 2010
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: St Augustine, Florida
Asking: $108,500
Featured Sailboat Added 26-Sep-2025  More Details

Catalina 250
Catalina 250
Length: 25''     Beam:  9'6'     Draft:  3'5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Miami, Florida
Asking: $19,900
Sailboat Added 26-Sep-2025  More Details

Featured Sailboat:  Nautical Development 56
1985 Ft Lauderdale Florida 56 Nautical Development 56
Length: 56'     Beam:  15.5'     Draft:  7'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ft Lauderdale, Florida
Asking: $139,000
Featured Sailboat Added 25-Sep-2025  More Details

MacGregor 26X
2000 Fort Walton Beach Florida 26 MacGregor 26X
Length: 26'     Beam:  8'     Draft:  5'
Year: 2000
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Fort Walton Beach, Florida
Asking: $12,000
Sailboat Added 23-Sep-2025  More Details



Hinterhoeller Niagara 42
Hinterhoeller Niagara 42
Length: 42'     Beam:  12.5'     Draft:  5.5'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Titusville FL, Florida
Asking: $106,000
Sailboat Added 21-Sep-2025  More Details

Hunter Passage 450 center cockpit
2001 Miami Florida 45 Hunter Passage 450 center cockpit
Length: 45'     Beam:  14''     Draft:  5'6'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Miami, Florida
Asking: $119,000
Sailboat Added 20-Sep-2025  More Details

Weta Weta
2012 Palm Harbor Florida 14.4 Weta Weta
Length: 14.4'     Beam:  11.5'     Draft:  3'
Year: 2012
Type: other
Hull: fiberglass  trimaran
Location: Palm Harbor, Florida
Asking: $8,000
Sailboat Added 19-Sep-2025  More Details

Voyage Yachts Maxim 380
2004 Key Largo Florida 38 Voyage Yachts Maxim 380
Length: 38'     Beam:  20.10'     Draft:  3.4'
Year: 2004
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Key Largo, Florida
Asking: $229,000
Sailboat Added 18-Sep-2025  More Details

Featured Sailboat:  Bristol 40
1980 Ft Lauderdale Florida 40 Bristol 40
Length: 40'     Beam:  10.75'     Draft:  5.3'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ft Lauderdale, Florida
Asking: $49,900
Featured Sailboat Added 19-Sep-2025  More Details

Beneteau 393
2006 Merritt Island Florida 39 Beneteau 393
Length: 39'     Beam:  13.1'     Draft:  9.1'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Merritt Island, Florida
Asking: $99,900
Sailboat Added 17-Sep-2025  More Details

Admiral 40 Executive
2008 Satellite Beach Florida 40 Admiral 40 Executive
Length: 40'     Beam:  24'     Draft:  3.8'
Year: 2008
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Satellite Beach, Florida
Asking: $175,000
Sailboat Added 16-Sep-2025  More Details

Beneteau Oceanis 473
2004 Titusville Florida 47 Beneteau Oceanis 473
Length: 47'     Beam:  14.2'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Titusville, Florida
Asking: $195,000
Sailboat Added 16-Sep-2025  More Details

Hunter 35
Hunter 35
Length: 34.8'     Beam:  11.5'     Draft:  4.8'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Titusville, Florida
Asking: $27,900
Sailboat Added 10-Sep-2025  More Details

Featured Sailboat:  catalina 270
1995 coconut grove Florida 27 catalina 270
Length: 27'     Beam:  10''     Draft:  3' 6'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: coconut grove, Florida
Asking: $19,000
Featured Sailboat Added 08-Sep-2025  More Details

Pearson 424
1982 Port Charlotte Florida 42 Pearson 424
Length: 42'     Beam:  13'     Draft:  5.3'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $40,000
Sailboat Added 06-Sep-2025  More Details

Featured Sailboat:  MacGregor M-25
1984 St Petersburg Florida 25 MacGregor M-25
Length: 25'     Beam:  8'     Draft:  2.2'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: St Petersburg, Florida
Asking: $4,500
Featured Sailboat Added 04-Sep-2025  More Details



Catalina 34
1988 Carrabelle Florida 34 Catalina 34
Length: 34'     Beam:  11.75'     Draft:  4.5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carrabelle, Florida
Asking: $26,000
Sailboat Added 31-Aug-2025  More Details

Hunter 23.5
1993 Crystal River Florida 23.5 Hunter 23.5
Length: 23.5'     Beam:  8.3'     Draft:  1.5'
Year: 1993
Type: cruiser
Hull: fiberglass  monohull
Location: Crystal River, Florida
Asking: $9,995
Sailboat Added 31-Aug-2025  More Details

morgan oi33
1977 Lighthouse Pt FL Florida  morgan oi33
Length: '
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Lighthouse Pt FL, Florida
Asking: $12,000
Sailboat Added 31-Aug-2025  More Details

Featured Sailboat:  Sail Craft Ltd UK Iroquois 30 MKII
Sail Craft Ltd UK Iroquois 30 MKII
Length: 30'     Beam:  13.5'     Draft:  1.25'
Year: 1971
Type: racer/cruiser
Hull: fiberglass  catamaran
Engine: 1 gas outboard
Location: Gulfport, Florida
Asking: $24,999
Featured Sailboat Added 29-Aug-2025  More Details

Endeavour 43 Ketch
1978 Port Charlotte Florida 47 Endeavour 43 Ketch
Length: 47'     Beam:  14'     Draft:  5.5'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $59,900
Sailboat Added 29-Aug-2025  More Details

McConaghy Boats Waszp
McConaghy Boats Waszp
Length: 11'     Beam:  7.38'     Draft:  3.28'
Year: 2018
Type: racer
Hull: fiberglass  monohull
Location: Pensacola, Florida
Asking: $8,800
Sailboat Added 28-Aug-2025  More Details

Parker Dawson Parker Dawson 26
Parker Dawson Parker Dawson 26
Length: 26'     Beam:  8'     Draft:  1.8'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 diesel inboard
Location: Deland, Florida
Asking: $6,500
Sailboat Added 26-Aug-2025  More Details

Reliance 44 Sloop
1978 Stuart Florida 44 Reliance 44 Sloop
Length: 44'     Beam:  13'     Draft:  6.2'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stuart, Florida
Asking: $46,000
Sailboat Added 25-Aug-2025  More Details

Endeavour 42
1985 Placida Florida 42 Endeavour 42
Length: 42'     Beam:  13'     Draft:  5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Placida, Florida
Asking: $16,500
Sailboat Added 23-Aug-2025  More Details

Featured Sailboat:  Island Packet 35
1989 Merritt Island Florida 35 Island Packet 35
Length: 35'     Beam:  12'     Draft:  4.5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Merritt Island, Florida
Asking: $54,900
Featured Sailboat Added 24-Aug-2025  More Details

Hunter 376
1998 Punta Gorda Florida 37 Hunter 376
Length: 37'     Beam:  12.6'     Draft:  5'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $64,850
Sailboat Added 20-Aug-2025  More Details

Hunter Legend
Hunter Legend
Length: 26'     Beam:  9'     Draft:  20'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Coquina Beach, Florida
Asking: $5,500
Sailboat Added 18-Aug-2025  More Details

HUNTER 34
1983 Vero Beach Florida 345 HUNTER 34
Length: 345'     Beam:  117'     Draft:  43'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Vero Beach, Florida
Asking: $69,000
Sailboat Added 17-Aug-2025  More Details

Featured Sailboat:  Com-Pac Sun Cat
2009 Tampa Florida 17 Com-Pac Sun Cat
Length: 17'     Beam:  7'
Year: 2009
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Tampa, Florida
Asking: $16,000
Featured Sailboat Added 17-Aug-2025  More Details

dyer dyer dhow
 Sarasota Florida 7'11 dyer dyer dhow
Length: 7'11'     Beam:  4'     Draft:  1'
Type: dinghy
Hull: fiberglass  monohull
Engine: other inboard
Location: Sarasota, Florida
Asking: $3,700
Sailboat Added 15-Aug-2025  More Details

Ericson
1987 Melbourne Florida 26 Ericson
Length: 26'     Beam:  9'     Draft:  5'
Year: 1987
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Melbourne, Florida
Asking: $7,500
Sailboat Added 14-Aug-2025  More Details

Colvic Countess
1981 Palm Coast Florida 33 Colvic Countess
Length: 33'     Beam:  11.5'     Draft:  4.5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 other inboard
Location: Palm Coast, Florida
Asking: $7,500
Sailboat Added 13-Aug-2025  More Details

Island Packet 380
1999 Port Charlotte Florida 38 Island Packet 380
Length: 38'     Beam:  13'     Draft:  5'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $181,900
Sailboat Added 12-Aug-2025  More Details

Island Packet 380
1999 Port Charlotte Florida 38 Island Packet 380
Length: 38'     Beam:  13'     Draft:  5'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $181,900
Sailboat Added 12-Aug-2025  More Details

Tartan 34 MKII
1987 Pensacola Florida 34 Tartan 34 MKII
Length: 34'     Beam:  11'     Draft:  4.5'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pensacola, Florida
Asking: $29,900
Sailboat Added 06-Aug-2025  More Details

THE ANCHORAGE INC DYER DHOW 7'11''
THE ANCHORAGE INC DYER DHOW 7'11''
Length: 7'11''     Beam:  4'     Draft:  1'
Type: dinghy
Hull: fiberglass  monohull
Engine: inboard
Location: SARASOTA, Florida
Asking: $3,500
Sailboat Added 06-Aug-2025  More Details

Fusion 15 Fusion 15
2003 Winter Park Florida 15.8 Fusion 15 Fusion 15
Length: 15.8'
Year: 2003
Type: dinghy
Hull: fiberglass  monohull
Location: Winter Park, Florida
Asking: $3,000
Sailboat Added 05-Aug-2025  More Details

Pearson 323
1983 Apollo Beach Florida 323 Pearson 323
Length: 323'     Beam:  10'     Draft:  45'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Apollo Beach, Florida
Asking: $17,000
Sailboat Added 05-Aug-2025  More Details

Morgan Yachts 391
Morgan Yachts 391
Length: 38'     Beam:  12'     Draft:  5.5'
Year: 82
Type: cruiser
Hull: composite  monohull
Engine: 0 other inboard
Location: Port St Lucie, Florida
Asking: $25,000
Sailboat Added 06-Aug-2025  More Details

Pearson 323
1983 Apollo Beach Florida 323 Pearson 323
Length: 323'     Beam:  10'     Draft:  45'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Apollo Beach, Florida
Asking: $17,000
Sailboat Added 05-Aug-2025  More Details

J J30
1979 West Palm Beach Florida 29.7 J J30
Length: 29.7'     Beam:  12.08'     Draft:  5.3'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: West Palm Beach, Florida
Sailboat Added 04-Aug-2025  More Details

Hardin 45
1981 Key West Florida 45 Hardin 45
Length: 45'     Beam:  13'     Draft:  6'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Key West, Florida
Asking: $6,500
Sailboat Added 04-Aug-2025  More Details

Catalina 250
2005 Pensacola Florida 25 Catalina 250
Length: 25'     Beam:  8.5'     Draft:  3.5'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Pensacola, Florida
Asking: $16,000
Sailboat Added 03-Aug-2025  More Details

O'Day 1985 Sloop
1985 Marathon Florida 28'2 O'Day 1985 Sloop
Length: 28'2'     Beam:  10.3'     Draft:  4.5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $11,500
Sailboat Added 02-Aug-2025  More Details



Catalina 30
Length: 30'     Beam:  10.83'     Draft:  5.25'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 other inboard
Location: Tarpon Springs, Florida
Asking: $10,000
Sailboat Added 01-Aug-2025  More Details

Windrider 16
2000 Tampa Florida 16 Windrider 16
Length: 16'
Year: 2000
Type: other
Hull: composite  monohull
Location: Tampa, Florida
Asking: $2,000
Sailboat Added 01-Aug-2025  More Details

Beneteau Oceanis 351
Beneteau Oceanis 351
Length: 35'     Beam:  12.42'     Draft:  5'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Miami, Florida
Asking: $49,500
Sailboat Added 31-Jul-2025  More Details


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