Antique and Classic Sailboats for sale in Florida
18 New and Used Antique and Classic Sailboats
Chris Craft 68 Roamer
Jacksonville, Flo... (United States of America)
68.01 ft.
1973
Used
Vessel Overview The Vessel Yolo is a classic 1973 Chris-Craft motor yacht from the Roamer 68 series. She is built on a sturdy aluminum hull and features four stater...
$85,000
Axis Water
Tampa, Florida (United States of America)
33.99 ft.
1967
Used
Video Tour
MONEY MAKER Water Taxi - MOTIVATED SELLER Boat Details 1967 Taxi Water Taxi Length: 33 feet Engine: 88-hp Yanmar Diesel Fuel Consumption: 1.5 gallons/hour Certified for use as a water taxi COI has "diminished manning" allowing operation with 25 pass...
$14,999
Trumpy Custom
Jacksonville, Flo... (United States of America)
54.99 ft.
1956
Used
Video Tour
Boat Description One of a kind Custom Trumpy and Sons Motor Yacht. Get ready to see turns head when you glide by on this one. General Information If you are in the market for an antique and classic boat, look no further than this 1956 Trumpy Custom, priced right at $59,999 (offe...
$59,999
Sale pending
Tartan 4700
Tampa, Florida (United States of America)
47.01 ft.
2014
Used
MORE INFO Exceptional, Beautiful and Functional rugged Offshore Passagemaker Rare opportunity to acquire a highly sought after blue water Cruiser! Manufacturer...
$649,000
Windship 61
Saint Augustine, ... (United States of America)
60.76 ft.
1989
Used
Boat Overview Designed by William Waite and built in Tampa, Florida at Trident Shipworks, this is a very rare beauty. Windships were built to the same standards as ...
$339,900
Custom Boats Sparkman & Stephens
Saint Augustine, ... (United States of America)
60.01 ft.
1969
Used
The Vagrant Gipsy Builder: Denys Bradley Location: British Honduras (now Belize) Year Completed: 1969 Construction Details The original owner, Jay Teasdel, a...
$144,500
Bristol Centerboard Cutter
Stuart, Florida (United States of America)
40.16 ft.
1981
Used
40' Bristol 40 Centerboard Cutter 1981 Price Just Reduced!!! We are very proud to bring this classic Bristol 40 Centerboard Cutter Yacht to the marketplace. She h...
$49,000
Shannon 38
West Palm Beach, FL (United States of America)
37.99 ft.
1979
Used
Video Tour
Price Reduction Recent Price reduction on this classic Bluewater Vessel!!! Embark on your maritime dreams with "Smitten," a captivating 1978 Shannon 38 Ketch, conveniently located in West Palm Beach, FL. Craftsmanship Crafted with passion and precision by legendary boat builder ...
$74,900
Migrator, Block Island 40
Sarasota, Florida (United States of America)
40.68 ft.
1995
Used
Accommodations Sleeps 6 with one stateroom. The forward stateroom has a V-berth with a filler section; there is a hanging locker and generous storage above and be...
$129,000
Little Harbor Custom
, Florida (United States of America)
60.43 ft.
1996
Used
OVERVIEW SHOWTIME 60-11 is not only the finest and the last Little Harbor 60 built, but a US build as well. Truly an exceptional one owner, well-loved yacht that ha...
$899,000
Bristol 45.5 Aft Cockpit
Hobe Sound, Florida (United States of America)
45.24 ft.
1979
Used
MAJOR PRICE IMPROVEMENT! Trumpeter is a rare aft cockpit Bristol 45.5, built to the highest specs by New England craftsmen at the height of Bristol Yachts, designed...
$109,900
Friendship 40
Naples, Florida (United States of America)
39.99 ft.
2008
Used
Friendship 40 Overview The Friendship 40 is the ultimate luxury daysailer, blending high performance with refined elegance. Designed by Ted Fontaine, it draws inspi...
$695,000
Concordia 41
St. Augustine, Fl... (United States of America)
41.01 ft.
1955
Used
Boat Overview This sweet 41' Concordia Yawl is looking for her next adventure. Sarah is a classic wooden racer and a true work of art, taking us back to the mid-20t...
$19,900
Cherubini 44
Punta Gorda, FL (United States of America)
50.07 ft.
1986
Used
Video Tour
MAGIC Meet MAGIC, likely one of the nicest Cherubini 44s on the water. While in the hands of the previous owner, MAGIC spent 10 years in a climate-controlled warehouse undergoing a major refit. The current owner purchased MAGIC in 2021 and has continued with extensive upgrades includ...
$285,000
Sabre 386
Venice, Florida (United States of America)
39.6 ft.
2004
Used
Boat Overview This 2004 Sabre 386 is a meticulously crafted sailing yacht that embodies a harmonious blend of performance, comfort, and classic design. The model itself epitomizes the definition of a "gentlemen's racer/cruiser" with brilliant speed and luxurious accommodations. The S...
$199,500
Wirth Munroe Cutter
Indiantown, Florida (United States of America)
39.99 ft.
1958
Used
Pirouette’s History This vintage beauty, Pirouette, has been lovingly refitted. She is a true classic and she’s ready to set sail! Pirouette is looking for new ow...
$34,900
Moonen Departure
Stuart, Florida (United States of America)
35.01 ft.
1982
Used
Penny - 1982 Departure 35 Sailboat Beautiful full keel, transom hung rudder, blue water sailboat. Spent most of her life on fresh water in Texas. Sailed to Florida ...
$16,000
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Ares Marine Inc. 43m
Fort Lauderdale, FL (United States of America)
141.08 ft.
2012
Used
$6,995,000
* Price displayed is based on today's currency conversion rate of the listed sales price.