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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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Finot Custom Aluminum Racer-Cruiser Sloop
Finot Custom Aluminum Racer-Cruiser Sloop
Length: 39.5'     Beam:  12'     Draft:  2'
Year: 1985
Type: racer/cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Indiantown, Florida
Asking: $99,000
Sailboat Added 19-Jun-2024  More Details

pacific seacraft Cutter
1987 Port Charlotte Florida 34.2 pacific seacraft Cutter
Length: 34.2'     Beam:  10.6'     Draft:  4'11'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $8,888,888
Sailboat Added 15-Jun-2024  More Details

Featured Sailboat:  catalina 36 mark 1
catalina 36 mark 1
Length: 36'     Beam:  11.9'     Draft:  5.75'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Belle Hatchee Marina LaBelle FL, Florida
Asking: $21,800
Featured Sailboat Added 02-Aug-2025  More Details



Endeavour Endeavourcat 36
1998 Fort Myers Florida 36 Endeavour Endeavourcat 36
Length: 36'     Beam:  15'     Draft:  2'10'
Year: 1998
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Fort Myers, Florida
Asking: $149,500
Sailboat Added 11-Jun-2024  More Details

Beneteau 473
2003 Pensacola Florida 47 Beneteau 473
Length: 47'     Beam:  14.17'     Draft:  5.6'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pensacola, Florida
Asking: $220,000
Sailboat Added 10-Jun-2024  More Details

Cape Dory 36
1981 Vero Beach Florida 36 Cape Dory 36
Length: 36'     Beam:  12'     Draft:  5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Vero Beach, Florida
Asking: $26,000
Sailboat Added 11-Jun-2024  More Details

Endeavour Catamaran Corporation Victory 35 Sailing Catamaran
2001 Ft Myers Florida 35 Endeavour Catamaran Corporation Victory 35 Sailing Catamaran
Length: 35'     Beam:  16'     Draft:  3.5'
Year: 2001
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 diesel inboard
Location: Ft Myers, Florida
Asking: $149,500
Sailboat Added 08-Jun-2024  More Details

Custom Norwegian Pram
2000 Wellington Florida 12 Custom Norwegian Pram
Length: 12'     Beam:  4'     Draft:  2'
Year: 2000
Type: dinghy
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Wellington, Florida
Asking: $6,500
Sailboat Added 09-Jun-2024  More Details

Hobbie Cat Wave
2010 St Pete Beach Florida 13 Hobbie Cat Wave
Length: 13'     Beam:  12'     Draft:  12'
Year: 2010
Type: daysailer
Hull: fiberglass  catamaran
Engine: 0 gas inboard
Location: St Pete Beach, Florida
Asking: $5,500
Sailboat Added 07-Jun-2024  More Details



Lagoon 410
2002 Port Charlotte Florida 41 Lagoon 410
Length: 41'     Beam:  23.3'     Draft:  3.11'
Year: 2002
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Port Charlotte, Florida
Asking: $199,900
Sailboat Added 07-Jun-2024  More Details

C&C
C&C
Length: 27'     Beam:  9'
Year: 1972
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Key Largo, Florida
Asking: $6,200
Sailboat Added 07-Jun-2024  More Details

Morgan Classic
Morgan Classic
Length: 30'     Beam:  9.25'     Draft:  3.5'
Year: 1969
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jacksonville, Florida
Asking: $13,000
Sailboat Added 07-Jun-2024  More Details

Lagoon 440
2009 Georgia Florida 44 Lagoon 440
Length: 44'     Beam:  25.3'
Year: 2009
Type: cruiser
Hull: fiberglass  catamaran
Engine: diesel inboard
Location: Georgia, Florida
Asking: $370,000
Sailboat Added 06-Jun-2024  More Details

Pearson 424
Pearson 424
Length: 42'     Beam:  13'     Draft:  5'3'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tierra Verde, Florida
Asking: $65,000
Sailboat Added 06-Jun-2024  More Details

Tartan 34-2
1985 Tarpon Springs Florida 34 Tartan 34-2
Length: 34'     Beam:  11'     Draft:  4'5'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tarpon Springs, Florida
Asking: $39,000
Sailboat Added 06-Jun-2024  More Details

Rhodes Swiftsure 33
1965 North miami Florida 33 Rhodes Swiftsure 33
Length: 33'     Beam:  10'     Draft:  3'
Year: 1965
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North miami, Florida
Asking: $11,500
Sailboat Added 04-Jun-2024  More Details

Morgan Out Island 416
1983 Shell Point Florida 41'3 Morgan Out Island 416
Length: 41'3'     Beam:  13.8'     Draft:  4'2'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Shell Point, Florida
Asking: $35,000
Sailboat Added 01-Jun-2024  More Details

catalina 34mkii
2006 Isla Mujeres Florida 34 catalina 34mkii
Length: 34'     Beam:  11'     Draft:  4.3'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Isla Mujeres, Florida
Asking: $75,000
Sailboat Added 30-May-2024  More Details

Downeaster 38
1976 Boot key Harbor Marathon FL Florida 38 Downeaster 38
Length: 38'     Beam:  12'     Draft:  5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Boot key Harbor Marathon FL, Florida
Asking: $15,000
Sailboat Added 29-May-2024  More Details



Wind Rider Trimaran
Wind Rider Trimaran
Length: 17'     Beam:  12'     Draft:  1.5'
Year: 2011
Type: daysailer
Hull: fiberglass  trimaran
Engine: gas outboard
Location: Apollo Beach, Florida
Asking: $5,500
Sailboat Added 28-May-2024  More Details

Bayfield 40
Bayfield 40
Length: 40'     Beam:  12'     Draft:  5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sarasota, Florida
Asking: $74,999
Sailboat Added 01-Jun-2024  More Details

c e ryder southern cross
Length: 31'     Beam:  9.5'     Draft:  4.5'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 diesel inboard
Location: lynn bros marina st marks fl, Florida
Asking: $8,000
Sailboat Added 20-May-2024  More Details

Lagoon 380
2009 North East Florida 38 Lagoon 380
Length: 38'     Beam:  22'     Draft:  3'
Year: 2009
Type: cruiser
Hull: fiberglass  catamaran
Engine: diesel inboard
Location: North East, Florida
Asking: $239,000
Sailboat Added 17-May-2024  More Details

Moody 36
1979 LaBelle Florida 36 Moody 36
Length: 36'     Beam:  12'     Draft:  5.5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: LaBelle, Florida
Asking: $38,500
Sailboat Added 18-May-2024  More Details

Prout Quasar
1983 Pensacola Florida 50 Prout Quasar
Length: 50'     Beam:  20'     Draft:  4'
Year: 1983
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Pensacola, Florida
Asking: $115,000
Sailboat Added 24-May-2024  More Details

Pearson 323
Pearson 323
Length: 32.33'     Beam:  10'     Draft:  4' 6'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $29,900
Sailboat Added 12-May-2024  More Details

alcort sunfish
1985 Venice Florida Florida 14 alcort sunfish
Length: 14'
Year: 1985
Type: daysailer
Hull: fiberglass  monohull
Location: Venice Florida, Florida
Asking: $800
Sailboat Added 11-May-2024  More Details

Columbia Mark 2
1972 Ruskin Florida 34 Columbia Mark 2
Length: 34'     Beam:  10'     Draft:  5'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ruskin, Florida
Asking: $9,500
Sailboat Added 10-May-2024  More Details

Hunter 376
Hunter 376
Length: 37'     Beam:  12'     Draft:  5'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Miami, Florida
Asking: $85,000
Sailboat Added 09-May-2024  More Details

Endeavour E35
1985 Daytona Beach Florida 35 Endeavour E35
Length: 35'     Beam:  12'     Draft:  4'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Daytona Beach, Florida
Asking: $30,900
Sailboat Added 08-May-2024  More Details

RS Sailing RS AERO
2021 Stuart Florida 13'2' RS Sailing RS AERO
Length: 13'2''
Year: 2021
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Stuart, Florida
Asking: $8,000
Sailboat Added 06-May-2024  More Details



Marine Concepts Sea Pearl 21
1986 Vero Beach Florida 21 Marine Concepts Sea Pearl 21
Length: 21'     Beam:  7'     Draft:  1'
Year: 1986
Type: daysailer
Hull: fiberglass  monohull
Location: Vero Beach, Florida
Asking: $5,500
Sailboat Added 07-May-2024  More Details

Fountaine Pajot Helia 44
Fountaine Pajot Helia 44
Length: 44'     Beam:  24'     Draft:  3.8'
Year: 2015
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Marco Island, Florida
Asking: $499,000
Sailboat Added 05-May-2024  More Details

Hunter 36
2005 Dinner Key Miami FL Florida 35.5 Hunter 36
Length: 35.5'     Beam:  12'     Draft:  5'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Dinner Key Miami FL, Florida
Asking: $77,000
Sailboat Added 04-May-2024  More Details

Hunter 36
2005 Dinner Ke Marinay Miami FL Florida 35.5 Hunter 36
Length: 35.5'     Beam:  12'     Draft:  5''
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Dinner Ke Marinay Miami FL, Florida
Asking: $77,000
Sailboat Added 02-May-2024  More Details

Catalina 30 Mark I Tall Rig
1981 BRADENTON Florida 30 Catalina 30 Mark I Tall Rig
Length: 30'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: BRADENTON, Florida
Asking: $22,250
Sailboat Added 02-May-2024  More Details

Hunter 340
1998 Apollo Beach Florida 33.6 Hunter 340
Length: 33.6'     Beam:  11.8'     Draft:  4.6'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Apollo Beach, Florida
Asking: $54,900
Sailboat Added 03-May-2024  More Details

Beneteau 40 CC
1999 Marathon Florida 40 Beneteau 40 CC
Length: 40'     Beam:  13'     Draft:  5.6'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $98,000
Sailboat Added 11-Nov-2024  More Details

Downeast 38 Cutter
Downeast 38 Cutter
Length: 38'     Beam:  11.7'     Draft:  4.9'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Apollo Beach, Florida
Asking: $27,000
Sailboat Added 30-Apr-2024  More Details

Marlow-Hunter Hunter 27
2013 Daytona Beach Florida 27 Marlow-Hunter Hunter 27
Length: 27'     Beam:  9.11'     Draft:  5'
Year: 2013
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Daytona Beach, Florida
Asking: $55,000
Sailboat Added 29-Apr-2024  More Details

Lagoon 450F
2015 Fort Pierce Florida 45 Lagoon 450F
Length: 45'     Beam:  25.10'     Draft:  4.3'
Year: 2015
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Fort Pierce, Florida
Asking: $569,900
Sailboat Added 28-Apr-2024  More Details

Watkins 32 Seawolf
Watkins 32 Seawolf
Length: 32'     Beam:  10'     Draft:  3.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sarasota, Florida
Asking: $7,200
Sailboat Added 28-Apr-2024  More Details

nacra 17
2013 key west Florida 17 nacra 17
Length: 17'     Beam:  9'     Draft:  1'
Year: 2013
Type: racer
Hull: fiberglass  catamaran
Location: key west, Florida
Asking: $10,000
Sailboat Added 25-Apr-2024  More Details

Morgan-Catalina Classic 41
1986 Marathon Florida 41 Morgan-Catalina Classic 41
Length: 41'     Beam:  14'     Draft:  4.8'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $70,000
Sailboat Added 24-Apr-2024  More Details

Nacra 17
2013 Pensacola Florida 17 Nacra 17
Length: 17'     Beam:  8'     Draft:  3'
Year: 2013
Type: other
Hull: fiberglass  monohull
Engine: gas inboard
Location: Pensacola, Florida
Asking: $12,500
Sailboat Added 24-Apr-2024  More Details

Lagoon 380 S2
2005 PUNTA GORDA Florida 38 Lagoon 380 S2
Length: 38'     Beam:  22'     Draft:  4'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 2 diesel inboard
Location: PUNTA GORDA, Florida
Asking: $280,000
Sailboat Added 24-Apr-2024  More Details

Benetau Idylle 1150
1986 Naples Florida 38 Benetau Idylle 1150
Length: 38'     Beam:  12'     Draft:  4.5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Naples, Florida
Asking: $27,000
Sailboat Added 22-Apr-2024  More Details

Featured Sailboat:  Beneteau Oceanis 323
2006 Miami Florida 32.83 Beneteau Oceanis 323
Length: 32.83'     Draft:  5.2'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Miami, Florida
Asking: $55,000
Featured Sailboat Added 10-Aug-2025  More Details

Morgan M45
1967 North Florida Florida 45 Morgan M45
Length: 45'     Beam:  11'     Draft:  6'
Year: 1967
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: North Florida, Florida
Asking: $20,000
Sailboat Added 20-Apr-2024  More Details

Pearson P39
1974 Port charlotte Florida 39.25 Pearson P39
Length: 39.25'     Beam:  11.67'     Draft:  4.5'
Year: 1974
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port charlotte, Florida
Asking: $28,000
Sailboat Added 19-Apr-2024  More Details

Pacific Seacraft Crealock 37
1994 Port Charlotte Florida 37 Pacific Seacraft Crealock 37
Length: 37'     Beam:  10.9'     Draft:  5'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $65,000
Sailboat Added 17-Apr-2024  More Details

Endeavour Center cockpit
1984 Port Charlotte Florida 40 Endeavour Center cockpit
Length: 40'     Beam:  13'     Draft:  5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $25,000
Sailboat Added 17-Apr-2024  More Details

Hunter 295
1996 Chattahoochee Florida 29.5 Hunter 295
Length: 29.5'     Beam:  10 7'     Draft:  4'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chattahoochee, Florida
Asking: $12,000
Sailboat Added 18-Apr-2024  More Details

Catalina 270
1986 St Petersburg Municipal Marina Florida 27 Catalina 270
Length: 27'     Beam:  9'     Draft:  4'
Year: 1986
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg Municipal Marina, Florida
Asking: $13,000
Sailboat Added 16-Apr-2024  More Details

Henderson SR 27
1993 Miami Florida 27 Henderson SR 27
Length: 27'     Beam:  9.7'
Year: 1993
Type: racer
Hull: fiberglass  monohull
Engine: inboard
Location: Miami, Florida
Asking: $16,000
Sailboat Added 15-Apr-2024  More Details

Prindle Prindle 16
 Orlando Florida  Prindle Prindle 16
Length: '
Type: daysailer
Hull: fiberglass  catamaran
Engine: gas inboard
Location: Orlando, Florida
Asking: $1,650
Sailboat Added 14-Apr-2024  More Details

Bogden Custom - name Moonfleet
2003 Dry stored at MS Dockside Marina - Carrabelle Florida 34.8 Bogden Custom -  name Moonfleet
Length: 34.8'     Beam:  12'     Draft:  4'
Year: 2003
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: Dry stored at MS Dockside Marina - Carrabelle, Florida
Asking: $28,000
Sailboat Added 14-Apr-2024  More Details

Catalina 34 MK II
1991 Jensen Beach Florida 34.5 Catalina 34 MK II
Length: 34.5'     Beam:  11.8'     Draft:  4.4'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jensen Beach, Florida
Asking: $48,000
Sailboat Added 13-Apr-2024  More Details

Flying Scot Flying Scot
Flying Scot Flying Scot
Length: 19'
Year: 1971
Type: dinghy
Hull: fiberglass  monohull
Asking: $1,500
Sailboat Added 11-Apr-2024  More Details

Cheoy Lee 48 Ketch
1976 Marathon Florida 48 Cheoy Lee 48 Ketch
Length: 48'     Beam:  15.5'     Draft:  6'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $158,000
Sailboat Added 10-Apr-2024  More Details

Precision
2002 Port Charlotte Florida 24 Precision
Length: 24'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Port Charlotte, Florida
Asking: $8,000
Sailboat Added 09-Apr-2024  More Details

Ovington 29er Skiff
2019 Miami Florida 14.4 Ovington 29er Skiff
Length: 14.4'
Year: 2019
Type: other
Hull: fiberglass  monohull
Engine: gas inboard
Location: Miami, Florida
Asking: $8,000
Sailboat Added 08-Apr-2024  More Details

Benetau 41s5
Length: 41.4'     Beam:  12.9'     Draft:  5.8'
Year: 1993
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersbug Harborage Marina 1110 3rd St S, Florida
Asking: $79,000
Sailboat Added 10-Apr-2024  More Details

Hunter Vision
Hunter Vision
Length: 36'     Beam:  12'9'     Draft:  4'6'
Year: 1993
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stuart, Florida
Asking: $89,000
Sailboat Added 08-Apr-2024  More Details

Bounty North Atlantic 29
1982 Jacksonville Florida 29 Bounty North Atlantic 29
Length: 29'     Beam:  9'     Draft:  5.5'
Year: 1982
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jacksonville, Florida
Asking: $24,500
Sailboat Added 08-Apr-2024  More Details

Formosa Yankee Clipper
Formosa Yankee Clipper
Length: 41'     Beam:  12.8'     Draft:  6'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Marathon, Florida
Asking: $38,000
Sailboat Added 08-Apr-2024  More Details



Queen Long Marine Stevens 47
1982 Bradenton Florida 46 Queen Long Marine Stevens 47
Length: 46'     Beam:  16'     Draft:  6'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bradenton, Florida
Asking: $137,000
Sailboat Added 06-Apr-2024  More Details

Kelly Marine Tanton 35
1990 Saint Petersburg Florida 35 Kelly Marine Tanton 35
Length: 35'     Beam:  12'     Draft:  5.5'
Year: 1990
Type: cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Saint Petersburg, Florida
Asking: $18,000
Sailboat Added 03-Jun-2024  More Details

Bristol 40
1972 Jacksonville Florida 40 Bristol 40
Length: 40'     Beam:  10'     Draft:  5.6'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jacksonville, Florida
Asking: $30,000
Sailboat Added 03-Apr-2024  More Details


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