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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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Pacific Asian Enterprises Mason 44
1990 Ft Myers Florida 44 Pacific Asian Enterprises Mason 44
Length: 44'     Beam:  12'4'     Draft:  6.5'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ft Myers, Florida
Asking: $135,000
Sailboat Added 26-Jun-2025  More Details

Cape Cod Shipbuilding Co Cape Cod Knockabout Lake George Version
1935 Sarasota Florida 18 Cape Cod Shipbuilding Co Cape Cod Knockabout Lake George Version
Length: 18'     Beam:  6'     Draft:  3'
Year: 1935
Type: daysailer
Hull: wood  monohull
Location: Sarasota, Florida
Asking: $6,000
Sailboat Added 25-Jun-2025  More Details

Bristol 38.8
1984 Panama City Florida 38 Bristol 38.8
Length: 38'     Beam:  12'     Draft:  4'6'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Panama City, Florida
Asking: $72,900
Sailboat Added 24-Jun-2025  More Details



Catalina 36 MKII
Catalina 36 MKII
Length: 36'4'     Beam:  11'2'     Draft:  4'6'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Miami, Florida
Asking: $49,900
Sailboat Added 24-Jun-2025  More Details

Island Packet IP38
1988 Palmetto Florida 38 Island Packet IP38
Length: 38'     Beam:  12.67'     Draft:  5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Palmetto, Florida
Asking: $54,995
Sailboat Added 23-Jun-2025  More Details

PDQ Capella 36
PDQ Capella 36
Length: 36'     Beam:  18.3'     Draft:  2.10'
Year: 2000
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 gas outboard
Location: Sebastian, Florida
Asking: $114,900
Sailboat Added 23-Jun-2025  More Details

Caliber Yachts Caliber 33
1988 Tampa Florida 33 Caliber Yachts Caliber 33
Length: 33'     Beam:  11.5'     Draft:  4.5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tampa, Florida
Asking: $39,900
Sailboat Added 22-Jun-2025  More Details

Island Packet 35
1991 St Petersburg Florida 35 Island Packet 35
Length: 35'     Beam:  12'     Draft:  4.5'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $99,000
Sailboat Added 24-Jun-2025  More Details

Beneteau 411
1999 Sarasota Florida 41 Beneteau 411
Length: 41'     Beam:  13'     Draft:  4.5'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sarasota, Florida
Asking: $50,000
Sailboat Added 19-Jun-2025  More Details



Beneteau Oceanis 42cc
Beneteau Oceanis 42cc
Length: 43'     Beam:  13'     Draft:  5'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jacksonville FL, Florida
Asking: $155,000
Sailboat Added 19-Jun-2025  More Details

Catalina 350
2006 Tampa Florida 35 Catalina 350
Length: 35'     Beam:  13'     Draft:  4.6'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Tampa, Florida
Asking: $99,500
Sailboat Added 18-Jun-2025  More Details

Lagoon 380
2001 Madeira Beach Florida 38 Lagoon 380
Length: 38'     Beam:  21.5'     Draft:  3.10'
Year: 2001
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 diesel inboard
Location: Madeira Beach, Florida
Asking: $219,500
Sailboat Added 17-Jun-2025  More Details

Island Packet 40
Island Packet 40
Length: 40'     Beam:  13'     Draft:  5'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Jacksonville, Florida
Asking: $174,900
Sailboat Added 17-Jun-2025  More Details

Flying Scot Flying Scot
Flying Scot Flying Scot
Length: 19'
Year: 2021
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: other outboard
Location: Sarasota, Florida
Asking: $28,000
Sailboat Added 16-Jun-2025  More Details

Endeavour E32
1978 Ft Walton Florida 32 Endeavour E32
Length: 32'     Beam:  10'     Draft:  4.25'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ft Walton, Florida
Asking: $21,000
Sailboat Added 28-Jun-2025  More Details

Sabre
1985 Jacksonville Florida 34 Sabre
Length: 34'     Beam:  10.5'     Draft:  5'6'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Jacksonville, Florida
Asking: $24,000
Sailboat Added 13-Jun-2025  More Details

Hunter 340
Hunter 340
Length: 34'     Beam:  12'     Draft:  6'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tierra Verde, Florida
Asking: $35,000
Sailboat Added 12-Jun-2025  More Details

Gemini 105mc
2005 Placida Fl west Fl Coast Florida 34  Gemini 105mc
Length: 34'     Beam:  14'     Draft:  24'
Year: 2005
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 diesel inboard
Location: Placida Fl west Fl Coast, Florida
Asking: $79,900
Sailboat Added 11-Jun-2025  More Details

PSA ILCA/LASER
PSA ILCA/LASER
Length: 14'     Beam:  3.5'     Draft:  3'
Year: 2023
Type: dinghy
Hull: fiberglass  monohull
Location: PORT CHARLOTTE, Florida
Asking: $12,500
Sailboat Added 09-Jun-2025  More Details



Lippincot LIPPINCOT 30
Lippincot LIPPINCOT 30
Length: 30.3'     Beam:  10.1'     Draft:  5.7'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Jacksonville Beach, Florida
Asking: $15,000
Sailboat Added 09-Jun-2025  More Details

Catalina Catalina 28 MK II
1997 Hernando Beach Florida 28 Catalina Catalina 28 MK II
Length: 28'     Beam:  10'     Draft:  4'
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Hernando Beach, Florida
Asking: $32,500
Sailboat Added 04-Jun-2025  More Details

Morgan Yachts Morgan 34
1969 Vero Beach Florida 34 Morgan Yachts Morgan 34
Length: 34'     Beam:  10'     Draft:  3.5'
Year: 1969
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Vero Beach, Florida
Asking: $16,500
Sailboat Added 02-Jun-2025  More Details

Custom Maine Peapod
2015 Vero Beach Florida 12 Custom Maine Peapod
Length: 12'     Beam:  4'
Year: 2015
Type: dinghy
Hull: wood  monohull
Location: Vero Beach, Florida
Asking: $8,500
Sailboat Added 02-Jun-2025  More Details

camper nicholson
1978 Apollo beach Florida 35 camper nicholson
Length: 35'     Beam:  10.5'     Draft:  5.6'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Apollo beach, Florida
Asking: $54,000
Sailboat Added 01-Jun-2025  More Details

Catalina Yachts Capri 22 Tall Rig Fin Keel SUMMER SALE
1993 Lk Monroe Harbor Marina  Sanford FL Florida 22 Catalina Yachts Capri 22 Tall Rig Fin Keel SUMMER SALE
Length: 22'     Beam:  8'     Draft:  4'
Year: 1993
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lk Monroe Harbor Marina Sanford FL, Florida
Asking: $12,595
Sailboat Added 30-May-2025  More Details

Beneteau 41S5
1989 Clearwater Beach Florida 41 Beneteau 41S5
Length: 41'     Beam:  12-5'     Draft:  5-6'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Clearwater Beach, Florida
Asking: $75,500
Sailboat Added 30-May-2025  More Details

O'Day 26
1986 Panama City Beach Florida 26 O'Day 26
Length: 26'     Beam:  8'     Draft:  2.5-6'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Panama City Beach, Florida
Asking: $8,500
Sailboat Added 27-May-2025  More Details

Beneteau Oceanis 281
1997 Ozona Florida 28.5 Beneteau Oceanis 281
Length: 28.5'     Beam:  9.42'     Draft:  4'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ozona, Florida
Asking: $27,000
Sailboat Added 29-Jun-2025  More Details

2001 Hunter Helsen Signature 470
2001 Daytona Beach Florida 47 2001 Hunter Helsen Signature 470
Length: 47'     Beam:  14'     Draft:  6'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Daytona Beach, Florida
Asking: $180,000
Sailboat Added 27-May-2025  More Details

2019 Beneteau Oceanis 41.1
2019 Ft Lauderdale Florida 41 2019 Beneteau Oceanis 41.1
Length: 41'     Beam:  13'     Draft:  7.2'
Year: 2019
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ft Lauderdale, Florida
Asking: $265,000
Sailboat Added 27-May-2025  More Details

Corsair 750 Dash mk II
2013 Bradenton Florida 24 Corsair 750 Dash mk II
Length: 24'     Beam:  17'     Draft:  5'
Year: 2013
Type: racer/cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Bradenton, Florida
Asking: $59,000
Sailboat Added 26-May-2025  More Details



Megabyte 14
2000 Ft Lauderdale Florida 14 Megabyte 14
Length: 14'     Beam:  5'     Draft:  3'
Year: 2000
Type: daysailer
Hull: fiberglass  monohull
Location: Ft Lauderdale, Florida
Asking: $2,900
Sailboat Added 23-May-2025  More Details

Lagoon 380-S2
2011 Punta Gorda Florida 38 Lagoon 380-S2
Length: 38'     Beam:  21.5'     Draft:  4.5'
Year: 2011
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Punta Gorda, Florida
Asking: $294,000
Sailboat Added 22-May-2025  More Details

Featured Sailboat:  schellback sailing dinghy
 Green Cove Springs Florida 12 schellback sailing dinghy
Length: 12'
Type: dinghy
Hull: fiberglass  monohull
Location: Green Cove Springs, Florida
Asking: $2,000
Featured Sailboat Added 16-Aug-2025  More Details

Hunter 49
Hunter 49
Length: 49'     Beam:  14.5'     Draft:  5.5'
Year: 2009
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $214,000
Sailboat Added 20-May-2025  More Details

Custom Aluminum Finot Design Racer Cruiser
1985 Indiantown Florida 39.5 Custom Aluminum Finot Design Racer Cruiser
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-May-2025  More Details

Beneteau Oceanis Center Cockpit 36
2000 Tampa Florida 36.5 Beneteau Oceanis Center Cockpit 36
Length: 36.5'     Beam:  12.5'     Draft:  5.2'
Year: 2000
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tampa, Florida
Asking: $74,000
Sailboat Added 20-May-2025  More Details

Catalina 30 Mk I
1977 Indian Harbor Beach Florida 30 Catalina 30 Mk I
Length: 30'     Beam:  9'     Draft:  4.5'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Indian Harbor Beach, Florida
Asking: $10,000
Sailboat Added 19-May-2025  More Details

Gilbert Marine Gib sea 37
Gilbert Marine Gib sea 37
Length: 37'     Beam:  12'     Draft:  6'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: 33403, Florida
Asking: $29,000
Sailboat Added 16-May-2025  More Details

Laser ILCA
2013 Miami Florida 14 Laser ILCA
Length: 14'     Beam:  5'     Draft:  2'
Year: 2013
Type: dinghy
Hull: fiberglass  monohull
Location: Miami, Florida
Asking: $3,000
Sailboat Added 14-May-2025  More Details

Island Packet IP40
Island Packet IP40
Length: 40'     Beam:  12'     Draft:  5'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Petersburg, Florida
Asking: $164,900
Sailboat Added 14-May-2025  More Details

J Boats J30
1984 Coconuut Grove Florida 30 J Boats J30
Length: 30'     Beam:  11'     Draft:  5.3'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Coconuut Grove, Florida
Asking: $15,500
Sailboat Added 09-May-2025  More Details

Bristol Channel Cutter Sam L. Morse BCC 28
1994 United States Florida 28 Bristol Channel Cutter Sam L. Morse BCC 28
Length: 28'     Beam:  10'     Draft:  4'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: United States, Florida
Asking: $159,000
Sailboat Added 07-May-2025  More Details

Catalina 320
1999 Placita Florida Florida 32.6 Catalina 320
Length: 32.6'     Beam:  10'     Draft:  4'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Placita Florida, Florida
Asking: $29,950
Sailboat Added 06-May-2025  More Details

Pearson Triton
1965 Orlando Florida 28 Pearson Triton
Length: 28'     Beam:  8'     Draft:  4'
Year: 1965
Type: cruiser
Hull: fiberglass  monohull
Location: Orlando, Florida
Asking: $7,000
Sailboat Added 06-May-2025  More Details

J70 j/70
2023 COCONUT GROVE Florida 23 J70 j/70
Length: 23'     Beam:  7.5'     Draft:  4.7'
Year: 2023
Type: racer/cruiser
Hull: fiberglass  monohull
Location: COCONUT GROVE, Florida
Asking: $64,900
Sailboat Added 05-May-2025  More Details

Catamaran Gemini 105MC
2011 Moore Haven Florida Florida 34 Catamaran Gemini 105MC
Length: 34'     Beam:  14'     Draft:  1'6'
Year: 2011
Type: other
Hull: fiberglass  catamaran
Engine: 1 diesel inboard
Location: Moore Haven Florida, Florida
Asking: $99,000
Sailboat Added 05-May-2025  More Details

J Boats J/32
J Boats J/32
Length: 32'     Beam:  11''     Draft:  4'9'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Naples, Florida
Asking: $94,900
Sailboat Added 05-May-2025  More Details

Morgan 41 Out Island
1975 Port Charlotte Florida 41 Morgan 41 Out Island
Length: 41'     Beam:  13'8'     Draft:  4'2'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $19,900
Sailboat Added 04-May-2025  More Details

marlow Hunter 15
2021 Bradenton Florida 14'6 marlow Hunter 15
Length: 14'6'
Year: 2021
Type: daysailer
Hull: fiberglass  monohull
Location: Bradenton, Florida
Asking: $999,999
Sailboat Added 04-May-2025  More Details

C&C 36
1978 Upper Keys Sailing Club Key Largo Florida 36 C&C 36
Length: 36'     Beam:  11.5'     Draft:  5'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Upper Keys Sailing Club Key Largo, Florida
Asking: $20,000
Sailboat Added 03-May-2025  More Details

Com-Pac 27/3
2017 Punta Gorda Florida 27 Com-Pac 27/3
Length: 27'     Beam:  9'6'     Draft:  3'6'
Year: 2017
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Punta Gorda, Florida
Asking: $129,000
Sailboat Added 28-Apr-2025  More Details

Pearson 40
1980 Port Charlotte Florida 40 Pearson 40
Length: 40'     Beam:  12'6"'     Draft:  5'4"'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Charlotte, Florida
Asking: $29,500
Sailboat Added 28-Apr-2025  More Details

Cape Dory 30C
1979  Florida 30 Cape Dory 30C
Length: 30'     Beam:  9'     Draft:  4.3'
Year: 1979
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Asking: $6,000
Sailboat Added 27-Apr-2025  More Details

Lagoon 380 S2
2005 Jacksonville Florida 38 Lagoon 380 S2
Length: 38'     Beam:  22'     Draft:  4'
Year: 2005
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Jacksonville, Florida
Asking: $215,000
Sailboat Added 28-Apr-2025  More Details

manta Mk II
2006 Bradenton Florida 42 manta Mk II
Length: 42'     Beam:  21'     Draft:  4'
Year: 2006
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Bradenton, Florida
Asking: $280,000
Sailboat Added 23-Apr-2025  More Details

Bavaria Cruiser Five Cabin Sloop
2006 Rio Dulce Florida 50' Bavaria Cruiser Five Cabin Sloop
Length: 50''     Beam:  14'6"'     Draft:  6'3"'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Rio Dulce, Florida
Asking: $199,000
Sailboat Added 20-Apr-2025  More Details

Jeanneau 40.3
2005 Trinidad Florida 40'3 Jeanneau 40.3
Length: 40'3'     Beam:  13''     Draft:  6''
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Trinidad, Florida
Asking: $99,000
Sailboat Added 20-Apr-2025  More Details

Pearson 33-2
1988 Green Cove Springs Florida 32.6 Pearson 33-2
Length: 32.6'     Beam:  11'     Draft:  4.2'
Year: 1988
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Cove Springs, Florida
Asking: $32,000
Sailboat Added 19-Apr-2025  More Details

Gemini 105 MC
2010 Indiantown Florida 34 Gemini 105 MC
Length: 34'     Beam:  14'     Draft:  2'
Year: 2010
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 diesel inboard
Location: Indiantown, Florida
Asking: $89,900
Sailboat Added 19-Apr-2025  More Details

Valiant Shoal Draft
Valiant Shoal Draft
Length: 40'     Beam:  12'4'     Draft:  5'6'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: palm beach gardens, Florida
Asking: $155,000
Sailboat Added 17-Apr-2025  More Details

Beneteau first 30.5
Beneteau first 30.5
Length: 30.5'     Beam:  10.5'     Draft:  5'
Year: 1985
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: miami, Florida
Sailboat Added 16-Apr-2025  More Details

Island Packet Cat
1994 Marathon Florida 35 Island Packet Cat
Length: 35'     Beam:  15'     Draft:  2.4'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 2 diesel inboard
Location: Marathon, Florida
Asking: $105,000
Sailboat Added 17-Apr-2025  More Details

Hutchins Compac 23
1983 Lake Fairview Marina Orlando FL Florida 23 Hutchins Compac 23
Length: 23'     Beam:  7.83'     Draft:  2'
Year: 1983
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lake Fairview Marina Orlando FL, Florida
Asking: $2,500
Sailboat Added 15-Apr-2025  More Details

Cape Dory 30C
1979 Miami FL USA Florida 30 Cape Dory 30C
Length: 30'     Beam:  9'     Draft:  4.2'
Year: 1979
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Miami FL USA, Florida
Asking: $7,500
Sailboat Added 13-Apr-2025  More Details

Philip Rhodes by DeVries Lentsch Swiftsure
Philip Rhodes by DeVries Lentsch Swiftsure
Length: 33'     Beam:  10'     Draft:  3.56'
Year: 1960
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fort Lauderdale, Florida
Asking: $22,000
Sailboat Added 13-Apr-2025  More Details

Featured Sailboat:  Cabo Rico Offshore model
1993 Tampa Florida 38 Cabo Rico Offshore model
Length: 38'     Beam:  11'     Draft:  5.5'
Year: 1993
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tampa, Florida
Asking: $87,500
Featured Sailboat Added 06-Aug-2025  More Details

Catalina 28
Catalina 28
Length: 28'     Beam:  10.16'     Draft:  3.83'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Clearwater, Florida
Asking: $22,900
Sailboat Added 11-Apr-2025  More Details

Seaward Hake 32 RK
2010 Palm City Florida 34.5 Seaward  Hake 32 RK
Length: 34.5'     Beam:  10.5'     Draft:  1.7'
Year: 2010
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Palm City, Florida
Asking: $109,000
Sailboat Added 10-Apr-2025  More Details


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