Used Sailboats For Sale - Pensacola, Florida

Looking for used sailboats in Pensacola? Let’s get you sailing with a quality brokerage cruiser, racing sailboat, or catamaran today!

Murray Yacht Sales helps sailors along the Florida Panhandle find the perfect pre-owned sailboat for exploring Pensacola Bay, the Gulf Islands, and beyond. Pensacola is America’s sailing proving ground, hosting the American Magic sailing team and top regattas, making it a vibrant hub for all sailors.

Current market offerings start below.

1
Florida Used Sail Boats for Sale
56' - Taswell - 2002 - 56 - My Mojo - St Augustine, Florida, United States56
2002 56
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cutter
  • 129,000
  • Cabins 0 Sleeps 0 Heads 0
  • Unbelievable Value!
  • My Mojo
129,000
2
Florida Used Sail Boats for Sale
50' - Excess - 2020 - Excess 15 - Wine Down - Ft. Lauderdale, Florida, United StatesExcess 15
2020 Excess 15
  • Model 4JH80
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Catamaran/Multi-Hulls
  • 1,090,000
  • Cabins 3 Sleeps 0 Heads 2
  • 2 Yanmar 4JH80
  • Wine Down
1,090,000
3
Florida Used Sail Boats for Sale
49' - Beneteau - 2011 - Oceanis 49 - Athena - Bradenton, Florida, United StatesOceanis 49
2011 Oceanis 49
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Cruisers/Sloop
  • 230,000
  • Cabins 3 Sleeps 0 Heads 2
  • Athena
230,000
4
Florida Used Sail Boats for Sale
47' - Beneteau - 2003 - Oceanis 473 - Celebration - Marco Island, Florida, United StatesOceanis 473
2003 Oceanis 473
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 144,000
  • Cabins 2 Sleeps 0 Heads 2
  • 1 Westerbeke
  • Celebration
144,000
5
Florida Used Sail Boats for Sale
47' - Jeanneau - 2018 - 479 - Breaking Away - St Petersburg, Florida, United States479
2018 479
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 230,000
  • Cabins 0 Sleeps 0 Heads 0
  • Breaking Away
230,000
6
Florida Used Sail Boats for Sale
46' - Beneteau - 2019 - Oceanis 46.1 - Still Dreamin' - Panama City, Florida, United StatesOceanis 46.1
2019 Oceanis 46.1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 484,000
  • Cabins 3 Sleeps 0 Heads 2
  • Still Dreamin'
484,000
7
Florida Used Sail Boats for Sale
46' - Beneteau - 2020 - Oceanis 46.1 - Lindsey Lou - Marco Island, Florida, United StatesOceanis 46.1
2020 Oceanis 46.1
  • Model 4JH80 CR SD
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 0
  • Cruisers/Sloop
  • 515,000
  • Cabins 3 Sleeps 8 Heads 0
  • -Certified Professional Yacht Broker Listing-
  • 1 Yanmar 4JH80 CR SD
  • Lindsey Lou
515,000
8
Florida Used Sail Boats for Sale
44' - Little Harbor - 1987 - 44 - Seanchai - St. Petersburg, Florida, United States44
1987 44
  • Model 71B
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruiser-Racer
  • 149,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Westerbeke 71B
  • Seanchai
149,000
9
Florida Used Sail Boats for Sale
44' - Jeanneau - 2023 - Sun Odyssey 440 - Offshore High - St. Petersburg, Florida, United StatesSun Odyssey 440
2023 Sun Odyssey 440
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 2
  • Cruisers/Sloop
  • 380,000
  • Cabins 4 Sleeps 0 Heads 2
  • An incredible value
  • Offshore High
380,000
10
Florida Used Sail Boats for Sale
44' - Island Packet - 1994 - Loafer's Glory II - Pensacola, Florida, United States
1994
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 149,000
  • Cabins 0 Sleeps 0 Heads 0
  • Loafer's Glory II
149,000
11
Florida Used Sail Boats for Sale
43' - Beneteau - 2009 - Cyclades 43.3 - Sotto Voce - Gulf Breeze, Florida, United StatesCyclades 43.3
2009 Cyclades 43.3
  • Model 4JH4E
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 3
  • Cruisers/Sloop
  • 139,000
  • Cabins 3 Sleeps 6 Heads 3
  • 1 Yanmar 4JH4E
  • Sotto Voce
139,000
12
Florida Used Sail Boats for Sale
42' - Catalina - 1993 - 42 - Jolly Mon - St Petersburg, Florida, United States42
1993 42
  • Model 4JH2E
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 89,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4JH2E
  • Jolly Mon
89,000
13
Florida Used Sail Boats for Sale
42' - Catalina - 1995 - 42 Mk II - Set Free - Pensacola, Florida, United States42 Mk II
1995 42 Mk II
  • Model 4JH4BE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 137,500
  • Cabins 2 Sleeps 0 Heads 2
  • 1 Yanmar 4JH4BE
  • Set Free
137,500
14
Florida Used Sail Boats for Sale
41' - Beneteau - 2012 - Oceanis 41 - Aegean Legacy - St Petersburg, Florida, United StatesOceanis 41
2012 / 2022 Oceanis 41
  • Model 3JH5E
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers/Sloop
  • 223,000
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar 3JH5E
  • Aegean Legacy
223,000
15
Florida Used Sail Boats for Sale
38' - Beneteau - 2019 - Oceanis 38.1 - Plane 2 Sea - New Port Richey, Florida, United StatesOceanis 38.1
2019 Oceanis 38.1
  • Model 3YM30
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 1
  • Cruisers/Sloop
  • 225,000
  • Cabins 2 Sleeps 6 Heads 1
  • New Batteries, Electric Winch upgrade
  • 1 Yanmar 3YM30
  • Plane 2 Sea
225,000
16
Florida Used Sail Boats for Sale
38' - Hunter - 1999 - 380 - Galaxy - Clearwater, Florida, United States380
1999 380
  • Model 3JH2E
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers
  • 75,000
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar 3JH2E
  • Galaxy
75,000
17
Florida Used Sail Boats for Sale
37' - Pacific Seacraft - 1998 - Crealock 37 - Adventure'n - Pensacola, Florida, United StatesCrealock 37
1998 / 2024 Crealock 37
  • Cabin Count 1
  • Sleep Count 0
  • Head Count 1
  • Cruisers
  • 139,000
  • Cabins 1 Sleeps 0 Heads 1
  • Adventure'n
139,000
18
Florida Used Sail Boats for Sale
37' - Hunter - 1998 - 376 - Tip Top - Pensacola, Florida, United States376
1998 376
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers
  • 69,000
  • Cabins 2 Sleeps 0 Heads 1
  • Tip Top
69,000
19
Florida Used Sail Boats for Sale
36' - PDQ - 2000 - Yup - Pensacola, Florida, United States
2000
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Catamaran/Multi-Hulls
  • 148,000
  • Cabins 0 Sleeps 0 Heads 0
  • Yup
148,000
20
Florida Used Sail Boats for Sale
36' - Beneteau - 2002 - Oceanis 361 - Valentine - Pensacola, Florida, United StatesOceanis 361
2002 Oceanis 361
  • Model 3GM30F
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers
  • 89,000
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar 3GM30F
  • Valentine
89,000
21
Florida Used Sail Boats for Sale
35' - Beneteau - 2015 - Oceanis 35 - Grace - Saint Petersburg, Florida, United StatesOceanis 35
2015 Oceanis 35
  • Model 3YM30
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers
  • 148,900
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar 3YM30
  • Grace
148,900
22
Florida Used Sail Boats for Sale
34' - Hunter - 2001 - 340 - Essayons - Pasadena, Florida, United States340
2001 340
  • Cabin Count 2
  • Sleep Count 4
  • Head Count 1
  • Cruisers
  • 56,000
  • Cabins 2 Sleeps 4 Heads 1
  • Essayons
56,000
23
Florida Used Sail Boats for Sale
33' - Beneteau - 2003 - Oceanis 331 - Querida - Apollo Beach, Florida, United StatesOceanis 331
2003 Oceanis 331
  • Model 3083
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers/Sloop
  • 59,500
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Westerbeke 3083
  • Querida
59,500
24
Florida Used Sail Boats for Sale
31' - Beneteau - 2000 - Oceanis 311 - Meemer - Cape Coral, Florida, United StatesOceanis 311
2000 Oceanis 311
  • Model 2GMF20
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers/Sloop
  • 42,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 2GMF20
  • Meemer
42,000
25
Florida Used Sail Boats for Sale
30' - Endeavour Catamaran - 1992 - 30 - Wind Song - Pensacola, Florida, United States30
1992 30
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Catamaran/Sloop
  • 59,900
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar
  • Wind Song
59,900
26
Florida Used Sail Boats for Sale
27' - Pacific Seacraft - 1984 - Orion - Amelie - St Petersburg, Florida, United StatesOrion
1984 / 2017 Orion
  • Model 2GM13
  • Engine Qty 1
  • Cabin Count 1
  • Sleep Count 4
  • Head Count 0
  • Cruisers
  • 53,000
  • Cabins 1 Sleeps 4 Heads 0
  • 1 Yanmar 2GM13
  • Amelie
53,000
27
Florida Used Sail Boats for Sale
110' - Palmer Johnson - 1983 - Cruising Sloop - Toto - Fort Lauderdale, Florida, United StatesCruising Sloop
1983 Cruising Sloop
  • Model 3406C
  • Engine Qty 1
  • Cabin Count 7
  • Sleep Count 8
  • Head Count 6
  • Sloop/Cruisers
  • 2,250,000
  • Cabins 7 Sleeps 8 Heads 6
  • 1 Caterpillar 3406C
  • Toto
2,250,000
28
Florida Used Sail Boats for Sale
95' - Cookson Boats - 1998 - Custom - SORCERER II - Palm Beach, Florida, United StatesCustom
1998 Custom
  • Model 6CTA
  • Engine Qty 3
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 3
  • Schooner
  • 825,000
  • Cabins 3 Sleeps 6 Heads 3
  • 3 Cummins 6CTA
  • SORCERER II
825,000
29
Florida Used Sail Boats for Sale
92' - Palmer Johnson - 1985 - Sunday Morning - Ft. Lauderdale, Florida, United States
1985
  • Model PM422
  • Engine Qty 1
  • Cabin Count 5
  • Sleep Count 0
  • Head Count 4
  • Pilothouse
  • 774,999
  • Cabins 5 Sleeps 0 Heads 4
  • CALL LISTING BROKER FOR $$$
  • 1 Mercedes Benz PM422
  • Sunday Morning
774,999
30
Florida Used Sail Boats for Sale
84' - Kelly Archer - 1998 - Godspeed - Palm Beach, Florida, United States
1998
  • Model Turbo Diesel
  • Engine Qty 1
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 1,290,000
  • Cabins 4 Sleeps 0 Heads 2
  • 1 Yanmar Turbo Diesel
  • Godspeed
1,290,000
31
Florida Used Sail Boats for Sale
77' - Lagoon - 2021 - Seventy 7 - Sicilian Breeze - Fort Lauderdale, Florida, United StatesSeventy 7
2021 Seventy 7
  • Model NS-2
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 4
  • Multi-Hulls/Catamaran
  • 5,295,000
  • Cabins 4 Sleeps 0 Heads 4
  • 2 John Deere NS-2
  • Sicilian Breeze
5,295,000
32
Florida Used Sail Boats for Sale
76' - CNB - 1992 - Cap II - Florida, United States
1992
  • Model 6B5.9M
  • Engine Qty 1
  • Cabin Count 4
  • Sleep Count 8
  • Head Count 3
  • Sloop
  • 750,000
  • Cabins 4 Sleeps 8 Heads 3
  • 1 Cummins 6B5.9M
  • Cap II
750,000
33
Florida Used Sail Boats for Sale
75' - Michael Schmidt Yachtbau - 2020 - CIN CIN - Florida, United States
2020
  • Engine Qty 3
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 0
  • Schooner
  • 3,281,600
  • Cabins 3 Sleeps 6 Heads 0
  • 3
  • CIN CIN
3,281,600
34
Florida Used Sail Boats for Sale
70' - Hylas - 2009 - 70 Sail - Saint Augustine, Florida, United States70 Sail
2009 70 Sail
  • Cabin Count 4
  • Sleep Count 8
  • Head Count 0
  • Cruiser-Racer
  • 750,000
  • Cabins 4 Sleeps 8 Heads 0
750,000
35
Florida Used Sail Boats for Sale
68' - Bill Lee Yachts Inc. - 1986 - Custom - GRAND ILLUSION - Florida, United StatesCustom
1986 Custom
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Sloop
  • 319,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar
  • GRAND ILLUSION
319,000
36
Florida Used Sail Boats for Sale
64' - Sundeer - 1994 - 64 PILOTHOUSE CUTTER - ATLA - FORT LAUDERDALE, Florida, United States64 PILOTHOUSE CUTTER
1994 64 PILOTHOUSE CUTTER
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 0
  • Cutter/Cruiser-Racer
  • 395,000
  • Cabins 3 Sleeps 8 Heads 0
  • A classic and proven blue water voyager
  • ATLA
395,000
37
Florida Used Sail Boats for Sale
62' - Lagoon - 2020 - Catamaran - SECOND WAVE - Florida, United StatesCatamaran
2020 Catamaran
  • Model D3-150
  • Engine Qty 4
  • Cabin Count 4
  • Sleep Count 8
  • Head Count 0
  • Catamaran
  • 1,995,000
  • Cabins 4 Sleeps 8 Heads 0
  • 4 D3-150
  • SECOND WAVE
1,995,000
38
Florida Used Sail Boats for Sale
62' - Lagoon - 2013 - 620 - Fort Lauderdale, Florida, United States620
2013 / 2024 620
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 5
  • Catamaran
  • 1,495,000
  • Cabins 4 Sleeps 0 Heads 5
1,495,000
39
Florida Used Sail Boats for Sale
60' - Little Harbor - 1996 - Custom - SHOWTIME - Florida, United StatesCustom
1996 Custom
  • Model 6.154
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 0
  • Schooner
  • 899,000
  • Cabins 3 Sleeps 6 Heads 0
  • 1 Perkins 6.154
  • SHOWTIME
899,000
40
Florida Used Sail Boats for Sale
60' - Custom - 1969 - Sparkman & Stephens - Saint Augustine, Florida, United StatesSparkman & Stephens
1969 Sparkman & Stephens
  • Model 140 HP
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Ketch
  • 130,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Detroit Diesel 140 HP
130,000
41
Florida Used Sail Boats for Sale
60' - Fountaine Pajot - 2005 - FP Eleuthera 60 - PONO - Port Canaveral, Florida, United StatesFP Eleuthera 60
2005 FP Eleuthera 60
  • Model 4.390
  • Engine Qty 2
  • Cabin Count 5
  • Sleep Count 0
  • Head Count 5
  • Catamaran
  • 750,000
  • Cabins 5 Sleeps 0 Heads 5
  • 2 Nanni 4.390
  • PONO
750,000
42
Florida Used Sail Boats for Sale
60' - Windship - 1989 - Wind Seeker 1 - Saint Augustine, Florida, United States
1989
  • Model 3208
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 2
  • Cutter
  • 309,000
  • Cabins 3 Sleeps 8 Heads 2
  • Priced to sell!
  • 1 Caterpillar 3208
  • Wind Seeker 1
309,000
43
Florida Used Sail Boats for Sale
58' - North Wind - 2002 - 58 - Key West, Florida, United States58
2002 58
  • Model 4LHA-HTP
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 3
  • Cruisers
  • 300,000
  • Cabins 0 Sleeps 0 Heads 3
  • 1 Yanmar 4LHA-HTP
300,000
44
Florida Used Sail Boats for Sale
58' - Leopard - 2018 - 58 - Windward Destiny - Fort Lauderdale, Florida, United States58
2018 58
  • Model 4JH110-M
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 4
  • Multi-Hulls/Catamaran
  • 1,399,000
  • Cabins 3 Sleeps 0 Heads 4
  • JUST REPRICED TO SELL NOW!
  • 2 Yanmar 4JH110-M
  • Windward Destiny
1,399,000
45
Florida Used Sail Boats for Sale
58' - Taswell - 2003 - 58 - Celebrate - Fort Lauderdale, Florida, United States58
2003 58
  • Model 4LHA-HTP
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 469,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4LHA-HTP
  • Celebrate
469,000
46
Florida Used Sail Boats for Sale
58' - Shannon - 2010 - 53 HPS - The Harlen Wood - Saint Augustine, Florida, United States53 HPS
2010 53 HPS
  • Model 4.340TDI
  • Engine Qty 2
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 3
  • Motorsailers/Ketch
  • 909,995
  • Cabins 2 Sleeps 6 Heads 3
  • Priced to Sell!
  • 2 Nanni 4.340TDI
  • The Harlen Wood
909,995
47
Florida Used Sail Boats for Sale
58' - Leopard - 2016 - Fort Pierce, Florida, United States
2016
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Catamaran/Multi-Hulls
  • 1,349,000
  • Cabins 0 Sleeps 0 Heads 0
1,349,000
48
Florida Used Sail Boats for Sale
56' - Lagoon - 2017 - Lagoon 560 - NO NAME - LAGOON 560 - Fort Lauderdale, Florida, United StatesLagoon 560
2017 Lagoon 560
  • Model 4JH4
  • Engine Qty 2
  • Cabin Count 5
  • Sleep Count 8
  • Head Count 5
  • Catamaran
  • 1,295,000
  • Cabins 5 Sleeps 8 Heads 5
  • 2 YANMAR 4JH4
  • NO NAME - LAGOON 560
1,295,000
49
Florida Used Sail Boats for Sale
56' - Nautical Development - 1985 - 56 - Unexpected Pleasure - Ft Lauderdale, Florida, United States56
1985 56
  • Cabin Count 4
  • Sleep Count 8
  • Head Count 4
  • Cruisers/Ketch
  • 185,000
  • Cabins 4 Sleeps 8 Heads 4
  • Unexpected Pleasure
185,000
50
Florida Used Sail Boats for Sale
55' - Beneteau - 2015 - Sense 55 - Fort Lauderdale, Florida, United StatesSense 55
2015 Sense 55
  • Model 4JH4TE SD EPA
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 449,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4JH4TE SD EPA
449,000