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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.
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Cal 33-2 Cal 33-2
1987 Punta Gorda Florida 33-2 Cal 33-2 Cal 33-2
Length: 33-2'     Beam:  11.6'     Draft:  4.5'
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $22,500
Sailboat Added 31-Aug-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: $9,000
Sailboat Added 28-Aug-2025  More Details

Parker Dawson Parker Dawson 26
Length: 26'     Beam:  8'     Draft:  1.8'
Year: 1982
Type: other
Hull: fiberglass  monohull
Engine: 0 diesel inboard
Location: Deland, Florida
Asking: $5,000
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

Beneteau Oceanis 36
2001 Shell Point Beach Florida 36 Beneteau Oceanis 36
Length: 36'     Beam:  12.5'     Draft:  4.8'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Shell Point Beach, Florida
Asking: $58,000
Sailboat Added 19-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

Island Packet Sloop
Island Packet Sloop
Length: 31'     Beam:  11.5'     Draft:  3'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Melbourne, Florida
Asking: $42,000
Sailboat Added 16-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

Featured Sailboat:  Catalina 22 Sport
2007 Fernandina Beach Florida 22 Catalina 22 Sport
Length: 22'     Beam:  7'8''     Draft:  1'8'
Year: 2007
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Fernandina Beach, Florida
Asking: $10,000
Featured Sailboat Added 21-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

Featured Sailboat:  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
Featured 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

Weta WETA Trimaran
Weta WETA Trimaran
Length: 14'     Beam:  11.5'     Draft:  3'
Year: 2010
Type: racer
Hull: fiberglass  trimaran
Location: Pembroke Pines, Florida
Asking: $3,900
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

Featured Sailboat:  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
Featured Sailboat Added 03-Aug-2025  More Details

Featured Sailboat:  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
Featured 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

Cape Cod Shipbuilding bulls eye
1961 under cover METAL ROOF Florida 15.8 Cape Cod  Shipbuilding bulls eye
Length: 15.8'     Beam:  5'10''     Draft:  2'5''
Year: 1961
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: under cover METAL ROOF, Florida
Asking: $2,700
Sailboat Added 29-Jul-2025  More Details

Catalina 250
2002 Coconut Grove Florida 25' Catalina 250
Length: 25''     Beam:  8'6'     Draft:  3'5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Coconut Grove, Florida
Asking: $19,900
Sailboat Added 29-Jul-2025  More Details

Morgan Out Island Pilot House
1980 Green Cove Springs Florida 33 Morgan Out Island Pilot House
Length: 33'     Beam:  14'     Draft:  4.5'
Year: 1980
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $53,000
Sailboat Added 28-Jul-2025  More Details

AMF Sunfish
1979 Plantation Florida 14 AMF Sunfish
Length: 14'     Beam:  4'     Draft:  3'
Year: 1979
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 other inboard
Location: Plantation, Florida
Asking: $900
Sailboat Added 27-Jul-2025  More Details

Precision 23
1988 Melbourne Pineda Florida 23'5 Precision 23
Length: 23'5'     Beam:  8'6'     Draft:  1'11'
Year: 1988
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Melbourne Pineda, Florida
Asking: $7,000
Sailboat Added 26-Jul-2025  More Details

Featured Sailboat:  Island Packet 440
2006 Marathon Florida 44 Island Packet 440
Length: 44'     Beam:  14.4'     Draft:  5'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $385,000
Featured Sailboat Added 26-Jul-2025  More Details

Valiant 40
1979 St Petersburg Florida 40 Valiant 40
Length: 40'     Beam:  12'4'     Draft:  6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: St Petersburg, Florida
Asking: $49,500
Sailboat Added 25-Jul-2025  More Details

John G Alden Design No. 0675 Coastwise Cruiser
1989 Green Cove Springs Florida 35 John G Alden Design No. 0675 Coastwise Cruiser
Length: 35'     Beam:  10'     Draft:  5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $59,900
Sailboat Added 24-Jul-2025  More Details

Featured Sailboat:  Bauer Bauer 10 Sailing Dinghy
2005 Green Cove Springs Florida 10 Bauer Bauer 10 Sailing Dinghy
Length: 10'     Beam:  4.8'     Draft:  0.8'
Year: 2005
Type: dinghy
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Green Cove Springs, Florida
Asking: $4,000
Featured Sailboat Added 25-Jul-2025  More Details

Catalac Catamaran
1983 Near Englewood Florida Florida 27 Catalac Catamaran
Length: 27'     Beam:  14'     Draft:  2'8'
Year: 1983
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 gas inboard
Location: Near Englewood Florida, Florida
Asking: $10,000
Sailboat Added 21-Jul-2025  More Details

Catalina 355
2019  Florida 35 Catalina 355
Length: 35'     Draft:  4.5'
Year: 2019
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $275,000
Sailboat Added 18-Jul-2025  More Details

Morgan 416 Ketch
Morgan 416 Ketch
Length: 41'     Beam:  14'     Draft:  4.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Florida by September 1st, Florida
Asking: $59,000
Sailboat Added 17-Jul-2025  More Details

Whitby 42 Center Cockpit Sloop
1980 Venice Florida 42 Whitby 42 Center Cockpit Sloop
Length: 42'     Beam:  13'     Draft:  5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Venice, Florida
Asking: $54,900
Sailboat Added 17-Jul-2025  More Details

Beneteau Oceanis 461
Beneteau Oceanis 461
Length: 46'     Beam:  13'8'     Draft:  5'9'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Palm Beach, Florida
Asking: $128,000
Sailboat Added 15-Jul-2025  More Details

MacGregor 26M
2006 South Gulf Cove Florida 26 MacGregor 26M
Length: 26'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: South Gulf Cove, Florida
Asking: $18,900
Sailboat Added 14-Jul-2025  More Details

Island Packet 350 Cutter
1998 Miami Florida 35 Island Packet 350 Cutter
Length: 35'     Beam:  12''     Draft:  4'3'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Miami, Florida
Asking: $129,999
Sailboat Added 14-Jul-2025  More Details

CT 47
1984 Green Cove Springs Florida 47 CT 47
Length: 47'     Beam:  13'     Draft:  6'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $75,000
Sailboat Added 10-Jul-2025  More Details

Featured Sailboat:  Beneteau 343
2007 Palmetto Florida 34 Beneteau 343
Length: 34'     Beam:  11.5'     Draft:  4.8'
Year: 2007
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Palmetto, Florida
Asking: $89,999
Featured Sailboat Added 09-Jul-2025  More Details

Compac Sunday Cat
2020 Inverness Florida 17 Compac Sunday Cat
Length: 17'
Year: 2020
Type: daysailer
Hull: fiberglass  monohull
Engine: other outboard
Location: Inverness, Florida
Asking: $17,000
Sailboat Added 08-Jul-2025  More Details

Crawford Melonseed
2016 Vero Beach Florida 14 Crawford Melonseed
Length: 14'     Beam:  4'     Draft:  3'
Year: 2016
Type: dinghy
Hull: fiberglass  monohull
Location: Vero Beach, Florida
Asking: $7,000
Sailboat Added 07-Jul-2025  More Details

West Wight Potter
1986 Jacksonville Florida 15 West Wight Potter
Length: 15'     Beam:  5'     Draft:  3'
Year: 1986
Type: daysailer
Hull: fiberglass  monohull
Location: Jacksonville, Florida
Asking: $2,500
Sailboat Added 06-Jul-2025  More Details

Corsair Center cockpit
1997 Ocala Florida 31 Corsair Center cockpit
Length: 31'     Beam:  226'     Draft:  17'
Year: 1997
Type: racer/cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Ocala, Florida
Asking: $70,000
Sailboat Added 05-Jul-2025  More Details

Morgan M-41
1969 New Port Richey Florida 41 Morgan M-41
Length: 41'     Beam:  11-6'     Draft:  4-2'
Year: 1969
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New Port Richey, Florida
Asking: $17,500
Sailboat Added 05-Jul-2025  More Details

Featured Sailboat:  beneteau 411
beneteau 411
Length: 41' 9'     Beam:  13'     Draft:  4'9'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Indian River Shores, Florida
Asking: $183,000
Featured Sailboat Added 04-Jul-2025  More Details

Ostac Tramp
1992 Gulf Breeze Florida 19.6 Ostac Tramp
Length: 19.6'     Beam:  8'     Draft:  1'
Year: 1992
Type: daysailer
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Gulf Breeze, Florida
Asking: $13,500
Sailboat Added 03-Jul-2025  More Details

Featured Sailboat:  Beneteau Oceanis 331 CB
2003 Tampa area Florida 33.92 Beneteau Oceanis 331 CB
Length: 33.92'     Beam:  11.33'     Draft:  2.92'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tampa area, Florida
Asking: $63,500
Featured Sailboat Added 04-Jul-2025  More Details

Flying Scot Inc Flying Scot 2022
2022 Lake Eustis Florida 19 Flying Scot Inc Flying Scot 2022
Length: 19'     Beam:  8'     Draft:  4'
Year: 2022
Type: daysailer
Hull: fiberglass  monohull
Location: Lake Eustis, Florida
Asking: $25,995
Sailboat Added 30-Jun-2025  More Details

Bristol-Ryder Southern Cross
1981 St Petersburg Florida 28 Bristol-Ryder Southern Cross
Length: 28'     Beam:  8.5'     Draft:  4.6'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $14,500
Sailboat Added 30-Jun-2025  More Details

Featured Sailboat:  Hunter 44ds
Hunter 44ds
Length: 44'     Beam:  14.5'     Draft:  5'
Year: 2007
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Spring, Florida
Asking: $149,900
Featured Sailboat Added 21-Aug-2025  More Details



Catalina 22 Sport
2008 Jacksonville Florida 22 Catalina 22 Sport
Length: 22'     Beam:  7.5'     Draft:  5'
Year: 2008
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Jacksonville, Florida
Asking: $18,000
Sailboat Added 28-Jun-2025  More Details

Hake Seaward 32RK
2011 Burnt Store Marina Florida 32 Hake Seaward 32RK
Length: 32'     Beam:  10.6'     Draft:  1'8'
Year: 2011
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Burnt Store Marina, Florida
Asking: $109,000
Sailboat Added 26-Jun-2025  More Details

O'Day Masthead Sloop
1986 Burnt Store Marina Florida 31 O'Day Masthead Sloop
Length: 31'     Beam:  10.1'     Draft:  5.4'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Burnt Store Marina, Florida
Asking: $19,900
Sailboat Added 26-Jun-2025  More Details


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