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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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Columbia 8.7
1976 South Fl Florida 29 Columbia 8.7
Length: 29'     Beam:  10'     Draft:  5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: South Fl, Florida
Asking: $5,500
Sailboat Added 29-Jan-2023  More Details

Hillier Marine Whitehall
1994 Apollo Beach Florida 12 Hillier Marine Whitehall
Length: 12'     Beam:  4'     Draft:  2'
Year: 1994
Type: other
Hull: fiberglass  monohull
Location: Apollo Beach, Florida
Asking: $8,500
Sailboat Added 22-Jan-2023  More Details

Island Packet 31
1986 PlacidaEnglewood Florida 31 Island Packet 31
Length: 31'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 inboard
Location: PlacidaEnglewood, Florida
Asking: $38,500
Sailboat Added 21-Jan-2023  More Details



Norman Cross Cross 18 Outrigger
 Milton Florida 18 Norman Cross Cross 18 Outrigger
Length: 18'
Type: dinghy
Hull: other  trimaran
Engine: 1 gas outboard
Location: Milton, Florida
Asking: $7,000
Sailboat Added 21-Jan-2023  More Details

Hunter Legend 35.5
1994 Stuart Florida 35.5 Hunter Legend 35.5
Length: 35.5'     Beam:  11.9'     Draft:  4.6'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stuart, Florida
Asking: $45,000
Sailboat Added 28-Jun-2023  More Details

Catalina 1987 New Design Dinet
1987 Palm Harbor FL Florida 22 Catalina 1987 New Design Dinet
Length: 22'     Beam:  8'     Draft:  2'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Palm Harbor FL, Florida
Asking: $14,000
Sailboat Added 19-Jan-2023  More Details

Cheoy Lee 36 Offshore
Cheoy Lee 36 Offshore
Length: 36'     Beam:  10'     Draft:  4'6'
Year: 1966
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: West Palm Beach, Florida
Asking: $25,000
Sailboat Added 16-Jan-2023  More Details

Baba SOLD 30
1981 Marineland Florida 30 Baba SOLD 30
Length: 30'     Beam:  10'3'     Draft:  4'9'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marineland, Florida
Asking: $47,000
Sailboat Added 16-Jan-2023  More Details

Precision P23
Precision P23
Length: 23'     Beam:  8'     Draft:  24'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Punta Gorda, Florida
Asking: $12,500
Sailboat Added 29-Jan-2024  More Details



Catalina 22 Sport
2021 Miiami Florida 22 Catalina 22 Sport
Length: 22'     Beam:  7.67'     Draft:  2'
Year: 2021
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Miiami, Florida
Asking: $39,500
Sailboat Added 11-Jan-2023  More Details

Cabo Rico Cutter
1981 Lake Okeechobee Florida 38 Cabo Rico Cutter
Length: 38'     Beam:  10.6'     Draft:  5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Lake Okeechobee, Florida
Asking: $45,000
Sailboat Added 12-Jan-2023  More Details

Beneteau 361
2002 St Petersburg Florida 36 Beneteau 361
Length: 36'     Beam:  12.6'     Draft:  5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $89,500
Sailboat Added 08-Jan-2023  More Details

Bristol Herreshoff Bristol 29
1968 Melbourne Florida 29 Bristol Herreshoff Bristol 29
Length: 29'     Beam:  9'     Draft:  4.5'
Year: 1968
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Melbourne, Florida
Asking: $9,750
Sailboat Added 06-Jan-2023  More Details

Ericson 35-3
Ericson 35-3
Length: 35'     Beam:  11.6'     Draft:  5.2'
Year: 1990
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Saint LucieFL, Florida
Asking: $42,900
Sailboat Added 02-Jan-2023  More Details

TE Colvin Doxy 38'
1973 Luperon Dominican Republic Florida 38 TE Colvin Doxy 38'
Length: 38'     Beam:  11.5'     Draft:  5.5'
Year: 1973
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: Luperon Dominican Republic, Florida
Asking: $56,000
Sailboat Added 01-Jan-2023  More Details

Alden 44
1981 Pensacola Florida 44 Alden 44
Length: 44'     Beam:  12.5'     Draft:  4'
Year: 1981
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pensacola, Florida
Asking: $125,000
Sailboat Added 28-Dec-2022  More Details

RS SAILING AERO
RS SAILING AERO
Length: 13'2'     Beam:  4'6'     Draft:  1.00''
Year: 2020
Type: dinghy
Hull: fiberglass  monohull
Location: Port Charlotte, Florida
Asking: $11,750
Sailboat Added 27-Dec-2022  More Details

Johannsen Trinka 10
1986 palm city Florida 10 Johannsen Trinka 10
Length: 10'     Beam:  53'
Year: 1986
Type: dinghy
Hull: fiberglass  monohull
Location: palm city, Florida
Asking: $2,495
Sailboat Added 26-Dec-2022  More Details

Endeavor 35
1983 Apollo Beach Florida 39 Endeavor 35
Length: 39'     Beam:  12.2'     Draft:  5.4'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Apollo Beach, Florida
Asking: $39,900
Sailboat Added 23-Dec-2022  More Details



Vagabond Vagabond 47 Staysail Ketch
1981  Florida 47 Vagabond Vagabond 47 Staysail Ketch
Length: 47'     Beam:  13.5'     Draft:  5.5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $129,000
Sailboat Added 23-Dec-2022  More Details

Admiralty Yachts Lord Nelson 41
Admiralty Yachts Lord Nelson 41
Length: 41'     Beam:  12'8'     Draft:  5'8'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Augustine Marine Center, Florida
Asking: $55,000
Sailboat Added 24-Dec-2023  More Details

Hunter Cherubini 37
1984  Florida 37 Hunter Cherubini 37
Length: 37'     Beam:  12'     Draft:  4.9'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $13,090
Sailboat Added 11-Jan-2023  More Details

Pacific seacraft Sloop
Length: 25'     Beam:  8'     Draft:  3'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 other inboard
Location: Miami, Florida
Sailboat Added 17-Dec-2022  More Details

Freedom 32 Marquis
1985 bradenton Florida 32.75 Freedom 32 Marquis
Length: 32.75'     Beam:  13'     Draft:  6'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: bradenton, Florida
Asking: $29,900
Sailboat Added 15-Dec-2022  More Details

Hunter Legend
Hunter Legend
Length: 35.7'     Beam:  11.9'     Draft:  4.7'
Year: 1990
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $38,000
Sailboat Added 10-Dec-2022  More Details

Sparkman & Stephens Patten Pipedream
1984 Port Canaveral Florida 37 Sparkman & Stephens Patten Pipedream
Length: 37'     Beam:  10'     Draft:  6'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Canaveral, Florida
Asking: $27,000
Sailboat Added 26-Sep-2023  More Details

custom weekender/classic
2016 Sarasota Florida 18 custom weekender/classic
Length: 18'     Beam:  6'     Draft:  1'
Year: 2016
Type: cruiser
Hull: composite  monohull
Engine: 1 gas outboard
Location: Sarasota, Florida
Asking: $4,200
Sailboat Added 09-Dec-2022  More Details

Beneteau Oceanis 281
1996 sarasota Florida 29 Beneteau Oceanis 281
Length: 29'     Beam:  9.6'     Draft:  4'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: sarasota, Florida
Asking: $34,900
Sailboat Added 08-Dec-2022  More Details

Allied Seawind ll Ketch Sold
1981 Titusvile Florida 32 Allied Seawind ll Ketch Sold
Length: 32'     Beam:  10'     Draft:  4.5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Titusvile, Florida
Asking: $14,500
Sailboat Added 08-Dec-2022  More Details

Bauer 10
1996 Hollywood Florida 10.1 Bauer 10
Length: 10.1'     Beam:  4.9'     Draft:  2'
Year: 1996
Type: dinghy
Hull: fiberglass  monohull
Location: Hollywood, Florida
Asking: $3,000
Sailboat Added 04-Dec-2022  More Details

Catalina 38
Catalina 38
Length: 38'     Beam:  12'     Draft:  5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Key West, Florida
Asking: $34,000
Sailboat Added 02-Dec-2022  More Details



dragonfly 920 Extreme
Length: 30'     Beam:  25' 6'     Draft:  1' 5"'
Year: 2005
Type: other
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Nokomis, Florida
Asking: $109,900
Sailboat Added 30-Nov-2022  More Details

Irwin 34 Citation
1980 Venice Florida 34 Irwin 34 Citation
Length: 34'     Beam:  11'     Draft:  4.5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Venice, Florida
Asking: $17,500
Sailboat Added 04-Feb-2023  More Details

Ta Shing Baba 30
1981 Marineland Florida 30 Ta Shing Baba 30
Length: 30'     Beam:  10.'     Draft:  4.9'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Marineland, Florida
Asking: $47,500
Sailboat Added 26-Nov-2022  More Details

Hunter H356
2002 Fort Lauderdale Florida 35 Hunter H356
Length: 35'     Beam:  12'     Draft:  5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fort Lauderdale, Florida
Asking: $75,000
Sailboat Added 26-Nov-2022  More Details

Bluewater Boats Ingrid 38
1976 St Augustine Florida 38 Bluewater Boats Ingrid 38
Length: 38'     Beam:  11'     Draft:  6'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Augustine, Florida
Asking: $45,000
Sailboat Added 07-Aug-2023  More Details

Bristol Sloop
1980 LaBelle Florida 32 Bristol Sloop
Length: 32'     Beam:  9.5'     Draft:  4.8'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: LaBelle, Florida
Asking: $4,000
Sailboat Added 24-Nov-2022  More Details

Leopard Robertson and Cane Leopard 45
2021 Fort Lauderdale Florida 45 Leopard Robertson and Cane Leopard 45
Length: 45'     Beam:  24'     Draft:  5'
Year: 2021
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Fort Lauderdale, Florida
Asking: $1,295,000
Sailboat Added 24-Nov-2022  More Details

Jeanneau Sun Odyssey
1991 Bradenton Florida 51 Jeanneau Sun Odyssey
Length: 51'     Beam:  16'     Draft:  6.4'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bradenton, Florida
Asking: $105,000
Sailboat Added 11-Nov-2022  More Details

MLT Dinghy
1985 Orlando FL Florida 8 MLT Dinghy
Length: 8'
Year: 1985
Type: dinghy
Hull: fiberglass  monohull
Location: Orlando FL, Florida
Asking: $1,450
Sailboat Added 04-Nov-2022  More Details

Newport 16 Glouster 16
1977 Key Largo Florida 16 Newport 16 Glouster 16
Length: 16'     Beam:  6'     Draft:  .09'
Year: 1977
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Key Largo, Florida
Asking: $1,995
Sailboat Added 03-Nov-2022  More Details

Hobie Mirage Tandem Island
2012 Vero Beach Florida 18 Hobie Mirage Tandem Island
Length: 18'
Year: 2012
Type: other
Hull: other  catamaran
Engine: gas inboard
Location: Vero Beach, Florida
Asking: $5,200
Sailboat Added 03-Nov-2022  More Details

Flying Scot Flying Scot
Length: 19'     Beam:  7'     Draft:  4'
Year: 2002
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Sarasota Sailing Squadron 1717 Ken Thompson Pkwy Sarasota, Florida
Asking: $9,000
Sailboat Added 03-Nov-2022  More Details

Hobie
Hobie
Length: 16'
Year: 2012
Type: other
Hull: fiberglass  catamaran
Location: Sarasota, Florida
Asking: $6,500
Sailboat Added 01-Nov-2022  More Details

Pearson 27 II 1/2 Ownership
Pearson 27 II 1/2 Ownership
Length: 27'     Beam:  11'     Draft:  3'6'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Indian Rocks Beach, Florida
Asking: $7,500
Sailboat Added 01-Nov-2022  More Details

Downeaster Downeaster 38 Cutter
Downeaster Downeaster 38 Cutter
Length: 38'     Beam:  11'10'     Draft:  4'11'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $60,000
Sailboat Added 29-Oct-2022  More Details

Hutchins Compac Compac Legacy
2016 Clearwater Florida 17 Hutchins Compac Compac Legacy
Length: 17'     Beam:  6'     Draft:  1'
Year: 2016
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Clearwater, Florida
Asking: $12,900
Sailboat Added 28-Oct-2022  More Details

c e ryder southern cross
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: St Marks Fl 32355, Florida
Asking: $9,500
Sailboat Added 28-Oct-2022  More Details

S2 Yacht sail
1978 Tavernier Florida 26 S2 Yacht sail
Length: 26'     Beam:  9'     Draft:  3'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Tavernier, Florida
Asking: $5,000
Sailboat Added 26-Oct-2022  More Details

Fountain Pajot Salina 48
2010 Hollywood Florida 48 Fountain Pajot Salina 48
Length: 48'     Beam:  25'     Draft:  3.7'
Year: 2010
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Hollywood, Florida
Asking: $695,000
Sailboat Added 25-Oct-2022  More Details

Nickels Boat Works Windrider 17
2018 Sarasota Florida 17 Nickels Boat Works Windrider 17
Length: 17'     Beam:  15'     Draft:  1'
Year: 2018
Type: daysailer
Hull: other  trimaran
Location: Sarasota, Florida
Asking: $10,000
Sailboat Added 25-Oct-2022  More Details

Caribe C10x
 Rotonda west Florida 10 Caribe C10x
Length: 10'
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Rotonda west, Florida
Asking: $1,850
Sailboat Added 24-Oct-2022  More Details

Camper & Nicholsons CN31
1976 Lower Keys Florida 30.54 Camper & Nicholsons CN31
Length: 30.54'     Beam:  10.2'     Draft:  5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Lower Keys, Florida
Asking: $29,999
Sailboat Added 11-Dec-2022  More Details

hunter 33
2013 Treasure Island Florida 33.4 hunter 33
Length: 33.4'     Beam:  10.11'     Draft:  4'6'
Year: 2013
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Treasure Island, Florida
Asking: $108,000
Sailboat Added 24-Oct-2022  More Details

Nacra Inter 20
2000 Sarasota Florida 20 Nacra Inter 20
Length: 20'     Beam:  8.6'     Draft:  3.4'
Year: 2000
Type: racer/cruiser
Hull: fiberglass  catamaran
Location: Sarasota, Florida
Asking: $4,250
Sailboat Added 24-Jun-2023  More Details

Alcort Sunfish
1966 Fort White Florida 14 Alcort Sunfish
Length: 14'     Beam:  52'     Draft:  1'
Year: 1966
Type: daysailer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Fort White, Florida
Asking: $2,200
Sailboat Added 21-Oct-2022  More Details

Open Bic Skiff
 sarasota Florida  Open Bic Skiff
Length: '
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: sarasota, Florida
Asking: $10,000
Sailboat Added 20-Oct-2022  More Details

Crawford Melonseed
2003 brooksville Florida 13'-8 Crawford Melonseed
Length: 13'-8'     Beam:  4'-3'     Draft:  6'
Year: 2003
Type: daysailer
Hull: fiberglass  monohull
Location: brooksville, Florida
Asking: $7,000
Sailboat Added 16-Oct-2022  More Details

Island Packet
Island Packet
Length: 26'     Beam:  11'     Draft:  3' 9'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marathon, Florida
Asking: $14,900
Sailboat Added 14-Oct-2022  More Details

S2 11.0A
1983 Key West Florida 36 S2 11.0A
Length: 36'     Beam:  11'     Draft:  5' 5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Key West, Florida
Asking: $25,000
Sailboat Added 13-Oct-2022  More Details

Jeanneau 64
2015 West Palm Beach Florida 64 Jeanneau 64
Length: 64'     Beam:  17'8'     Draft:  7'2'
Year: 2015
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: West Palm Beach, Florida
Asking: $1,499,000
Sailboat Added 11-Oct-2022  More Details

Ericson 38
Ericson 38
Length: 38'     Beam:  12'     Draft:  5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg Municipal Marina, Florida
Asking: $44,900
Sailboat Added 06-Oct-2022  More Details

Robert Day Creekmore 36
1966 Biscayne Bay Yacht Club Coconut Grove Florida 36 Robert Day Creekmore 36
Length: 36'     Beam:  11'     Draft:  4.5'
Year: 1966
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Biscayne Bay Yacht Club Coconut Grove, Florida
Asking: $49,000
Sailboat Added 05-Oct-2022  More Details

Barnett Boatworks Butterfly
Barnett Boatworks Butterfly
Length: 12'     Beam:  4.6'     Draft:  2'
Year: 1974
Type: daysailer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Inverness, Florida
Asking: $1,200
Sailboat Added 30-Sep-2022  More Details

Catalina 42 Wing Keel
Catalina 42 Wing Keel
Length: 42'     Beam:  14'     Draft:  4'11'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: North Palm Beach, Florida
Asking: $89,000
Sailboat Added 24-Sep-2022  More Details

Tillotson pearson Freedom 25
Tillotson pearson Freedom 25
Length: 25'
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Asking: $5,000
Sailboat Added 19-Sep-2022  More Details



Catalina C30 MK II TR/BS wing Keel with DIESEL GENERATOR
1989 Jacksonville Florida 30 Catalina C30 MK II TR/BS wing Keel with DIESEL GENERATOR
Length: 30'     Beam:  10.10'     Draft:  3.10'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jacksonville, Florida
Asking: $36,000
Sailboat Added 15-Sep-2022  More Details

Charter Cat Jaguar
2004 Treasure Island Florida 36 Charter Cat Jaguar
Length: 36'     Beam:  21'     Draft:  3 12'
Year: 2004
Type: other
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Treasure Island, Florida
Asking: $145,000
Sailboat Added 16-Sep-2022  More Details

Laser Radial
2010 Sarasota Florida 14 Laser Radial
Length: 14'
Year: 2010
Type: daysailer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Sarasota, Florida
Asking: $3,500
Sailboat Added 06-Sep-2022  More Details


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