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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 2530 matches of 109924 sailboats posted to date

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Montgomery Marine Montgomery 17
1980 West Palm Beach Florida 17.08 Montgomery Marine Montgomery 17
Length: 17.08'     Beam:  7.33'     Draft:  3.5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: West Palm Beach, Florida
Asking: $18,000
Sailboat Added 10-Apr-2025  More Details

Hunter Passage 450 center cockpit
2001 Miami Florida 45' Hunter Passage 450 center cockpit
Length: 45''     Beam:  14''     Draft:  5'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Miami, Florida
Asking: $119,900
Sailboat Added 09-Apr-2025  More Details

Gulfstar 41 sloop Center cockpit
Gulfstar 41 sloop Center cockpit
Length: 41'     Beam:  12'     Draft:  5'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Placida, Florida
Asking: $16,000
Sailboat Added 09-Apr-2025  More Details



Sam Holmes Sailing Cape Dory 28
Sam Holmes Sailing Cape Dory 28
Length: 28'     Beam:  8.5'     Draft:  4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fort Myers Beach, Florida
Asking: $18,000
Sailboat Added 09-Apr-2025  More Details

Seaward Hake Seaward 32 RK
2014 Jensen beach Florida 34.5 Seaward  Hake Seaward 32 RK
Length: 34.5'     Beam:  10.5'     Draft:  1.7'
Year: 2014
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jensen beach, Florida
Asking: $120,000
Sailboat Added 09-Apr-2025  More Details

Rival Yachts UK Rival 41 AC
1982 Indiantown Marina Florida 41 Rival Yachts UK Rival 41 AC
Length: 41'     Beam:  12.3'     Draft:  6'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Indiantown Marina, Florida
Asking: $105,000
Sailboat Added 09-Apr-2025  More Details

Jeanneau Sun Odyssey 40
Jeanneau Sun Odyssey 40
Length: 40'     Beam:  13'     Draft:  5.5'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pensacola, Florida
Asking: $97,500
Sailboat Added 07-Apr-2025  More Details

Cape Dory CD30B
1985 Pensacola Florida 30 Cape Dory CD30B
Length: 30'     Beam:  8.3'     Draft:  4.3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pensacola, Florida
Asking: $16,000
Sailboat Added 22-Jun-2025  More Details

Tayana Vancouver
1981 St Petersburg Florida 42 Tayana Vancouver
Length: 42'     Beam:  12'     Draft:  6'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $105,000
Sailboat Added 03-Apr-2025  More Details



RS Aero
RS Aero
Length: '
Year: 2021
Type: dinghy
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Englewood Florida, Florida
Asking: $7,500
Sailboat Added 03-Apr-2025  More Details

PSA ILCA
2023 Coconut Grove Florida 14 PSA ILCA
Length: 14'
Year: 2023
Type: dinghy
Hull: fiberglass  monohull
Location: Coconut Grove, Florida
Asking: $7,500
Sailboat Added 02-Apr-2025  More Details

Beneteau 473
2003 Marathon Florida 47 Beneteau 473
Length: 47'     Beam:  14'2'     Draft:  5'6'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $160,000
Sailboat Added 01-Apr-2025  More Details

McLaughlin Optimist
McLaughlin Optimist
Length: 8'     Beam:  4'     Draft:  1'
Year: 2008
Type: dinghy
Hull: fiberglass  monohull
Location: Fort Lauderdale, Florida
Asking: $2,200
Sailboat Added 01-Apr-2025  More Details

Dickerson 41 CC
1997 St Augustine Florida 41 Dickerson 41 CC
Length: 41'     Draft:  4.5'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Augustine, Florida
Asking: $69,900
Sailboat Added 01-Apr-2025  More Details

Beneteau 390
1992 St Augustine Florida 39 Beneteau 390
Length: 39'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Augustine, Florida
Asking: $52,500
Sailboat Added 01-Apr-2025  More Details

Beneteau Oceanis 43
Beneteau Oceanis 43
Length: 43'     Beam:  13'     Draft:  6'
Year: 2010
Type: cruiser
Hull: fiberglass  
Engine: 1 diesel inboard
Location: Fajardo Puerto Rico, Florida
Asking: $150,000
Sailboat Added 01-Apr-2025  More Details

Seaward Hake 25
1992 Cocoa Florida 26.7 Seaward Hake 25
Length: 26.7'     Beam:  8.5'     Draft:  2.7'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cocoa, Florida
Asking: $13,400
Sailboat Added 01-Apr-2025  More Details

Reverso Reverso Air
2020 BOCA RATON Florida 11.5 Reverso Reverso Air
Length: 11.5'     Beam:  6.5'
Year: 2020
Type: cruiser
Hull: other  monohull
Engine: other inboard
Location: BOCA RATON, Florida
Asking: $10,000
Sailboat Added 31-Mar-2025  More Details

Colgate Sloop
2015 St Petersburg Florida 26 Colgate Sloop
Length: 26'     Beam:  8'6'     Draft:  4'6'
Year: 2015
Type: daysailer
Hull: fiberglass  monohull
Location: St Petersburg, Florida
Asking: $34,000
Sailboat Added 31-Mar-2025  More Details



Colgate Sloop
2013 St Petersburg Florida 26 Colgate Sloop
Length: 26'     Beam:  8'6'     Draft:  4'6'
Year: 2013
Type: daysailer
Hull: fiberglass  monohull
Location: St Petersburg, Florida
Asking: $33,000
Sailboat Added 31-Mar-2025  More Details

Colgate Sloop
2007 St Petersburg Florida 26 Colgate Sloop
Length: 26'     Beam:  8'6'     Draft:  4'6'
Year: 2007
Type: daysailer
Hull: fiberglass  monohull
Location: St Petersburg, Florida
Asking: $25,000
Sailboat Added 31-Mar-2025  More Details

Catalina 250
1996 Tampa Florida 25 Catalina 250
Length: 25'     Beam:  8.5'     Draft:  1.67'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Tampa, Florida
Asking: $9,999
Sailboat Added 29-Mar-2025  More Details

Corsair F-31 -1D- with C-Foil
2005 Anna Maria Island Florida 31 Corsair F-31 -1D- with C-Foil
Length: 31'     Beam:  22.5'     Draft:  5.6'
Year: 2005
Type: racer/cruiser
Hull: composite  trimaran
Engine: 1 other outboard
Location: Anna Maria Island, Florida
Asking: $115,000
Sailboat Added 29-Mar-2025  More Details

Featured Sailboat:  Hunter Vision 36
1992 Port Charlotte Florida 36 Hunter Vision 36
Length: 36'     Beam:  12'     Draft:  4.8'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $32,000
Featured Sailboat Added 12-Jul-2025  More Details

Beneteau Oceanis 55
2015 Lighthouse Point Florida 55 Beneteau Oceanis 55
Length: 55'     Beam:  16'     Draft:  5.7'
Year: 2015
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Lighthouse Point, Florida
Asking: $479,000
Sailboat Added 26-Mar-2025  More Details

MFG Bandit
1997 Tavares Florida 19 MFG Bandit
Length: 19'     Beam:  4'     Draft:  2.5'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Tavares, Florida
Asking: $2,200
Sailboat Added 25-Mar-2025  More Details

Seidelmann Seidelmann 37
1981 Clearwater Florida 37 Seidelmann Seidelmann 37
Length: 37'     Beam:  12'     Draft:  5.92'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Clearwater, Florida
Asking: $11,500
Sailboat Added 14-Jun-2025  More Details

Bayfield Cutter 29
Bayfield Cutter 29
Length: 29'     Beam:  10.2'     Draft:  3.6'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tarpon Springs, Florida
Asking: $15,500
Sailboat Added 17-Mar-2025  More Details

Wildcat 350
2004 Tampa Florida 35 Wildcat 350
Length: 35'     Beam:  21.3'     Draft:  3.4'
Year: 2004
Type: cruiser
Hull: fiberglass  catamaran
Engine: diesel inboard
Location: Tampa, Florida
Asking: $134,500
Sailboat Added 14-Mar-2025  More Details

Beneteau 37
2009 Saint Petersburg Florida 37.8 Beneteau 37
Length: 37.8'     Beam:  13'     Draft:  4'7'
Year: 2009
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Saint Petersburg, Florida
Asking: $104,750
Sailboat Added 14-Mar-2025  More Details

Benford Dory
2004 Green Cove Springs Florida 34 Benford Dory
Length: 34'     Beam:  11'     Draft:  4.5'
Year: 2004
Type: cruiser
Hull: composite  monohull
Engine: 1 gas inboard
Location: Green Cove Springs, Florida
Asking: $32,500
Sailboat Added 14-Mar-2025  More Details



Nautical Development Offshore 40
Length: 39.58'     Beam:  13.25'     Draft:  5.16'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $30,000
Sailboat Added 12-Mar-2025  More Details

Endeavour Ketch
1981 Fort Pierce Florida 43 Endeavour Ketch
Length: 43'     Beam:  14'     Draft:  5.5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fort Pierce, Florida
Asking: $78,000
Sailboat Added 13-Mar-2025  More Details

Beneteau Oceanis 390
1990 Fort Pierce Florida 39 Beneteau Oceanis 390
Length: 39'     Beam:  13'     Draft:  4.6'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fort Pierce, Florida
Asking: $74,900
Sailboat Added 13-Apr-2025  More Details

Fountaine Pajot Venezia
1999 Marathon Fl Florida 43 Fountaine Pajot Venezia
Length: 43'     Beam:  23'     Draft:  4'
Year: 1999
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Marathon Fl, Florida
Asking: $209,000
Sailboat Added 11-Mar-2025  More Details

Beneteau 311
2001  Florida 31 Beneteau 311
Length: 31'     Beam:  10.5'     Draft:  2.58'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $36,000
Sailboat Added 10-Mar-2025  More Details

CS Yachts Cs33 sailboat
1982 Indiantown Florida 33 CS Yachts Cs33 sailboat
Length: 33'     Beam:  10.8'     Draft:  4.7'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Indiantown, Florida
Asking: $10,000
Sailboat Added 10-Mar-2025  More Details

Seaward 26RK
Seaward 26RK
Length: 27.9'     Beam:  8.4'
Year: 2011
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Englewood, Florida
Asking: $58,000
Sailboat Added 08-Mar-2025  More Details

Catalina MK II
1995 Miami Florida 42 Catalina MK II
Length: 42'     Beam:  13'     Draft:  4'10"'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Miami, Florida
Asking: $109,900
Sailboat Added 06-Mar-2025  More Details

Catalina MK11
1997 Vero Beach Florida 42 Catalina MK11
Length: 42'     Beam:  13'10'     Draft:  4'10'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Vero Beach, Florida
Asking: $167,200
Sailboat Added 05-Mar-2025  More Details

Jeanneau Sun Odyssey 35
2003 Cruising the East coast of the USA Florida 35 Jeanneau Sun Odyssey 35
Length: 35'     Beam:  11.6'     Draft:  6'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cruising the East coast of the USA, Florida
Asking: $68,000
Sailboat Added 05-Mar-2025  More Details

Hunter Legend
1990 Green Cove Springs Florida 35.7 Hunter Legend
Length: 35.7'     Beam:  11'9'     Draft:  4'7'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $18,000
Sailboat Added 04-Mar-2025  More Details

Beneteau Oceanis 41
2012 Jupiter Florida Florida 41 Beneteau Oceanis 41
Length: 41'     Beam:  13.8'     Draft:  5'
Year: 2012
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jupiter Florida, Florida
Asking: $148,000
Sailboat Added 04-Mar-2025  More Details

Hake Seaward 23
Hake Seaward 23
Length: 24'     Beam:  8'     Draft:  2'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Palm Coast FL, Florida
Asking: $12,000
Sailboat Added 03-Mar-2025  More Details

Seaton 56 Pilothouse
2014 Miami Florida 56' Seaton 56 Pilothouse
Length: 56''     Beam:  15''     Draft:  5'6'
Year: 2014
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Miami, Florida
Asking: $265,000
Sailboat Added 02-Mar-2025  More Details

Etchell 1981
 Miami Florida 30 Etchell 1981
Length: 30'
Type: racer
Hull: fiberglass  monohull
Location: Miami, Florida
Asking: $14,000
Sailboat Added 28-Feb-2025  More Details

Morgan Catalina sloop
1989 Key West Florida 44 Morgan Catalina sloop
Length: 44'     Beam:  13'     Draft:  5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Key West, Florida
Asking: $85,000
Sailboat Added 01-Mar-2025  More Details

Freedom Yachts Freedom 30
1987 Cortez Florida 30 Freedom Yachts Freedom 30
Length: 30'     Beam:  10.75'     Draft:  4'6'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cortez, Florida
Asking: $16,500
Sailboat Added 01-Mar-2025  More Details

Beneteau 51.1
2020 Tampa Florida 51 Beneteau 51.1
Length: 51'     Beam:  15.9'     Draft:  6'
Year: 2020
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tampa, Florida
Asking: $648,000
Sailboat Added 27-Feb-2025  More Details

International Marine West Wight Potter
2005 Westland Marina Florida 19 International Marine West Wight Potter
Length: 19'     Draft:  4-6'
Year: 2005
Type: daysailer
Hull: fiberglass  monohull
Engine: other outboard
Location: Westland Marina, Florida
Asking: $4,900
Sailboat Added 27-Feb-2025  More Details

Lagoon 380
2000 Jensen Beach Florida 38 Lagoon 380
Length: 38'     Beam:  21.5'     Draft:  4'
Year: 2000
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Jensen Beach, Florida
Asking: $190,000
Sailboat Added 27-Feb-2025  More Details

Nacra 460
2020 fort walton Florida 14.9 Nacra 460
Length: 14.9'     Beam:  7.6'     Draft:  0.5'
Year: 2020
Type: daysailer
Hull: fiberglass  catamaran
Location: fort walton, Florida
Asking: $7,000
Sailboat Added 25-Feb-2025  More Details

Hunter 28.5
Hunter 28.5
Length: 28.5'     Beam:  10.5'     Draft:  4'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Punta Gorda, Florida
Asking: $13,000
Sailboat Added 25-Feb-2025  More Details

Morgan Out Island 30
1977 NAS Key West Florida 29.83 Morgan Out Island 30
Length: 29.83'     Beam:  9.16'     Draft:  3.33'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: NAS Key West, Florida
Asking: $7,500
Sailboat Added 25-Feb-2025  More Details

WETA TRIMARAN
2011 Palmetto Florida 14.5' WETA TRIMARAN
Length: 14.5''     Beam:  11.5''     Draft:  3''
Year: 2011
Type: daysailer
Hull: fiberglass  trimaran
Location: Palmetto, Florida
Asking: $7,700
Sailboat Added 18-Feb-2025  More Details

Catalina 34 Mk II
Length: 34'     Beam:  12'     Draft:  4.5'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Gulfport, Florida
Asking: $75,000
Sailboat Added 17-Feb-2025  More Details

Schock wavelength 24
1984 Tampa Florida Odessa Florida 24 Schock wavelength 24
Length: 24'     Beam:  9.5'     Draft:  4.5'
Year: 1984
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Tampa Florida Odessa, Florida
Asking: $4,900
Sailboat Added 16-Feb-2025  More Details

Hunter Hunter 27
Hunter Hunter 27
Length: 27'     Beam:  10'     Draft:  3.25'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stuart, Florida
Asking: $7,500
Sailboat Added 13-Feb-2025  More Details

Marshall Catboat
1983 Stuart Florida 22 Marshall Catboat
Length: 22'     Beam:  10.3'     Draft:  2-5'
Year: 1983
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stuart, Florida
Asking: $36,000
Sailboat Added 24-Jun-2025  More Details

Lagoon 42
2017 Cape Coral Florida 42 Lagoon 42
Length: 42'     Beam:  2'     Draft:  4.5'
Year: 2017
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Cape Coral, Florida
Asking: $510,000
Sailboat Added 12-Feb-2025  More Details

catalina 270
catalina 270
Length: 27'     Beam:  10'     Draft:  3.5'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: miami, Florida
Asking: $24,000
Sailboat Added 10-Mar-2025  More Details

Hunter Legend
1994 Punta Gorda Florida 40.5 Hunter Legend
Length: 40.5'     Beam:  13'5'     Draft:  4'11'
Year: 1994
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $89,990
Sailboat Added 11-Feb-2025  More Details

Hirondelle Mk I
1972 st pete Florida 23 Hirondelle Mk I
Length: 23'     Beam:  10'     Draft:  1.25'
Year: 1972
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 gas outboard
Location: st pete, Florida
Asking: $16,000
Sailboat Added 11-Feb-2025  More Details

Corsair 28
Length: 28 5'     Beam:  19' 9'     Draft:  1' 2'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Nokomis, Florida
Asking: $65,000
Sailboat Added 08-Feb-2025  More Details

Lagoon 42 - 4 Cabin
2018 Miami Florida 42 Lagoon 42 - 4 Cabin
Length: 42'     Beam:  25'3'     Draft:  4'1'
Year: 2018
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Miami, Florida
Asking: $449,000
Sailboat Added 06-Feb-2025  More Details

C&C 29 mkII
1983 Green Cove Springs Florida 28.5 C&C 29 mkII
Length: 28.5'     Beam:  9.5'     Draft:  5.3'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $7,500
Sailboat Added 04-Feb-2025  More Details



Bayfield 32C
Bayfield 32C
Length: 32'     Beam:  10.8'     Draft:  3.10'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Englewood, Florida
Asking: $24,750
Sailboat Added 03-Feb-2025  More Details

North Wind Center Cockpit
2002 N Miami Florida 58 North Wind Center Cockpit
Length: 58'     Beam:  17'     Draft:  7' 6'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: N Miami, Florida
Asking: $300,000
Sailboat Added 03-Feb-2025  More Details

Catalina Yachts USA 34 MKII
2006 Punta Gorda Florida 34 Catalina Yachts USA 34 MKII
Length: 34'     Beam:  12'     Draft:  5.58'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $69,000
Sailboat Added 03-Feb-2025  More Details


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