Sloop Boats for sale in Florida

55 New and Used Sloop Boats

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Used

33.99 ft.

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1988

Port Charlotte, Florida (United States of America)

United Yacht Sales

If you are looking for a great dual usage vessel for intercoastal or proven capable offshore cruiser the Pacific SeaCraft is your vessel. "Starlight Express-O" is easily handled by a couple to ...

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Used

110.01 ft.

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1983

Fort Lauderdale, Florida (United States of America)

Luke Brown Yachts

TOTO is a bluewater cruising sailboat which was built out of aluminum by the world renown shipyard of Palmer Johnson, and designed by the pedigree firm of John Alden. She affor...

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Used

35.5 ft.

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1984

Daytona Beach, Florida (United States of America)

United Yacht Sales

1984 Endeavour 35.5 Sloop "Runaway" has benefited from numerous upgrades and is well equipped for cruising on the East Coast or Bahamas. Solid 1980’s construction, roomy interior and good sail...

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New

37.01 ft.

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1986

Naples, Florida (United States of America)

Frank Gordon Yacht Sales

Featuring two staterooms and one very large head. This boat has been cruised extensively and is ready for its next owner. The V-berth cabin has storage under the berth and 2 hanging closets. The...

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New

29.99 ft.

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Titusville, FL (United States of America)

Allegiance Yachts

This wonderful Sloop finished a long journey around the gulf a mexico to the Bahamas and back to Florida. This S2 is a complete live aboard as demonstrated by the most recent trip with a large ...

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Used

32.51 ft.

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1998

Punta Gorda, Florida (United States of America)

Pier One Yacht Sales

New Batteries installed Jan 2024 Original Main and Genoa sails in good shape. Spinnaker and light air jib like-new. She has AC, and autopilot. We also have a recent sharable...

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Used

33.01 ft.

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1979

Key West, Florida (United States of America)

POP Sells

Excellent Condition Out Island! Meticulously Maintained and Loaded with New Upgrades! The Phoenix is Ready for Your Next Adventure! This 1979 Morgan 33 Out Island is ready for ...

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Morgan 34

$23,000

Used

33.99 ft.

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1967

St Petersburg, Florida (United States of America)

POP Sells

Popular Morgan 34! 1967 Morgan 34 for sale St. Pete Florida Morgan is known for it long sailing history. This Morgan has seen a lot of sailing over the years. She now resides o...

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Used

36.15 ft.

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1979

Palm City, Florida (United States of America)

United Yacht Sales

1979 Cape Dory Cd 36 BLUE WATER PROVEN TRACK RECORD Raymarine Auto-Pilot, Garmin 740 S Plotter, Upgraded Harken Furler, Sails and Mast/Boom/Rigging just gone over by Mack Sails. Mast just str...

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Used

27.0 ft.

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1989

Key Largo, Florida (United States of America)

POP Sells

Catalina Sloop,14 HP Universal M-18 Diesel Engine, Runs Well One of the last Catalina 27 Sloops built, A perfect option for sailers looking to navigate the beautiful shallow de...

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Hunter 320

$39,500

Used

31.99 ft.

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2001

Apollo Beach, Florida (United States of America)

POP Sells

Climb aboard this 2001 Hunter 320 sailboat. Ready to go sailing! This 2001 Hunter 320 is a great sailboat that is easily handled and has strong sailing performance. Also powere...

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Used

37.01 ft.

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1990

Marco Island, Florida (United States of America)

POP Sells

Custom built Herreshoff Diddikai! One owner! Meticulously maintained! Ready to cruise! This 37-foot Herreshoff features a custom-made interior by the owner. The boat has a full...

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Used

37.76 ft.

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1995

Punta Gorda, Florida (United States of America)

Pier One Yacht Sales

"C’est Bon" is a well equipped and fine example of a 1995 Catalina 36 MKII wing keel sloop. She has a new headsail and very good condition mainsail with running rigging that is...

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Used

32.51 ft.

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1995

Punta Gorda, Florida (United States of America)

Pier One Yacht Sales

Price Reduced!!!! Very clean Catalina 320 with TRANSFERRABLE SLIP AT FISHERMAN'S VILLAGE IN PUNTA GORDA! The 320 is designed specifically for the cruising market. The boat fe...

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Pearson 40

$55,000

Used

39.99 ft.

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1979

North Bay Village, Florida (United States of America)

POP Sells

Big Cruiser, Maintained, fully loaded, a classic sailboat! Classic World sailer, This Pearson 40 is all the boat you need for any voyage. This particular boat comes with a cent...

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Beneteau 45

$375,000

Used

45.01 ft.

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2017

North Palm Beach FL (United States of America)

Denison Yacht Sales

Tail Wind is a gorgeous 2017 Beneteau 45, with a three-cabin and two heads layout. Tail Wind is well maintained, her engine and generator hours are low. She has lots of spare parts and is ready...

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Hunter 376

$59,900

Used

37.24 ft.

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1997

Hollywood FL (United States of America)

Atlantic Yacht & Ship Inc

The 37' Hunter 376 took home gold in Cruising World's prestigious Boat of the Year Awards for its 1997 model. With today's prices, many budding cruisers will find it within their budget witho...

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Used

27.0 ft.

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2015

Venice, Florida (United States of America)

POP Sells

Beautiful 2015 Catalina 275 Sport with in good condition. Ready to set sail! 2015 Catalina 275 Sport The Catalina 275 Sport is a fun and exciting boat to race or cruise! The co...

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Used

29.0 ft.

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1996

St Augustine, Florida (United States of America)

POP Sells

A Great Cruiser with a Wing Keel and Spade Rudder! Go Cruising or Live Aboard! Discover the joys of sailing with the 1996 Hunter 29.5 - a perfect blend of style and functionali...

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Tartan 34C

$19,500

Used

33.99 ft.

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1970

Goodland, Florida (United States of America)

POP Sells

% SELF SUFFICIENT! ELCO ELECTRIC! READY FOR THE WATER! This Tartan 34C features an electric engine that the owner installed. The seller has a new in-the-box still auto-pilot to...

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Used

25.98 ft.

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2003

Saint Augustine, Florida (United States of America)

POP Sells

Great Condition!! New Harken Fuler MKIV!! Lots of Recent Upgrades!! Ready to Sail!! Imagine the convenience. A sailboat that is multipurpose! It's trailerable, a fast cruiser a...

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Pearson 32

$15,000

Used

31.99 ft.

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1981

Fort Lauderdale, Florida (United States of America)

POP Sells

***SALE PENDING*** Very well cared for engine, exhaust replaced! Set up for Single Handed Sailing! This Pearson 32 is ready for a sailing adventure. The boat has been upgraded ...

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Used

27.76 ft.

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2011

Punta Gorda, Florida (United States of America)

Pier One Yacht Sales

PRICE HAS BEEN REDUCED! Very well maintained pocket cruiser. The Seaward 26RK is built with the gunkhole sailor in mind. For the quiet Florida waters that are shallow and unac...

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Used

37.99 ft.

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1983

Green Cove Springs, Florida (United States of America)

POP Sells

Just Back from the Bahamas!! Ready to Take Off Again!! You Can Sail This One Away!! VERY MOTIVATED SELLER!! THIS SABRE HAS SERVED HIM WELL BUT HE'S READY TO MOVE ON TO HIS NEXT...

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Used

36.25 ft.

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2005

punta gorda, Florida (United States of America)

Pier One Yacht Sales

This 36 ft 2005 Catalina Mk11 is a well equipped wing Keel sleek sailing sloop that is in outstanding condition and perfectly maintained. It has a new mainsail, 2 yr old jib an...

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Used

35.01 ft.

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1987

Cocoa, Florida (United States of America)

United Yacht Sales

This Beneteau Oceanis 350 has been a liveaboard for years and has been remodeled to be a work-at-the-boat office and liveaboard uniquely set up to live off the grid with solar and wind generato...

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Used

36.32 ft.

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2005

Fort Myers, Florida (United States of America)

Pier One Yacht Sales

Catchun Sun Too is a 2005 Catalina 36 MKII with good equipment and newer 2022 main sail and genoa from North Sails. These Catalina 36 MKII’s are a very popular choice among sai...

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Hunter 270

$26,000

Used

27.0 ft.

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2002

Cedar Key, Florida (United States of America)

POP Sells

Hunter, Lead Shoal Wing keel, Trailerable Sailboat! 2002 Hunter 270 Yanmar Diesel This Hunter is fun and easy to sail. Yhis popular 270 has everything you need for a fun day on...

* Price displayed is based on today's currency conversion rate of the listed sales price.