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Classic Boats for sale in Florida

128 New and Used Classic Boats

VENTO V40 Retro Classic Open

VENTO V40 Retro Classic Open

Fort Lauderdale, ... (United States of America)

39.24 ft.

2023

New

Boat Overview An exciting opportunity awaits! Be the first to own this 2023 Vento V40. The Retro Classic Open is a 40' sporty day cruiser that is both elegant and s...

Rick Obey Yacht Sales logo

$599,000

Vicem Classic

Vicem Classic

Sarasota, Florida (United States of America)

64.17 ft.

2024

Used

Featured Photo CLICK ON ANY FEATURED PHOTO FOR FULL PHOTO SPOOL Overview This yacht is only available due to a change in the owner's plans and at pre-covid pri...

$2,245,000

Grand Banks Classic

Grand Banks Classic

Indiantown, Florida (United States of America)

42.49 ft.

1985

Used

1985 Grand Banks Classic 42 We are pleased to present this 42 foot Grand Banks Classic for your consideration. She is in relatively good shape but will definitely n...

$75,000

Chris Craft Open Roundabout

Chris Craft Open Roundabout

Fort Lauderdale, ... (United States of America)

27.0 ft.

1963

Used

Boat Overview The Chris-Craft 27 is a classic that will turn heads wherever it goes. She's in immaculate condition and turn key ready. This Chris-Craft 27 Open Runa...

Rick Obey Yacht Sales logo

$33,000

Nauset Cruiser

Nauset Cruiser

Stuart, Florida (United States of America)

35.99 ft.

1989

Used

1989 Nauset 36 Downeast Cruiser We are very pleased to present this extremely clean Nauset Trawler for your consideration. This boat is basically a "new" old boat h...

$179,000

Highfield Classic 360

Highfield Classic 360

Palm Beach, Florida (United States of America)

11.84 ft.

2024

New

Customizable Boat: Palm Beach Highfield Classic 360 FCT Our CL360 with FCT Console comfortably seats up to 6 people and supports engines up to 30hp. It features a...

Nautical Ventures logo

P.O.A.

Highfield Classic 360

Highfield Classic 360

Palm Beach, Florida (United States of America)

11.84 ft.

2025

New

Customizable Boat: Palm Beach Highfield Classic 360 A spacious 6-person model that combines an impressive 1430 lb payload with excellent handling. It comes with a...

Nautical Ventures logo

P.O.A.

Highfield Classic 360

Highfield Classic 360

Fort Lauderdale, ... (United States of America)

11.84 ft.

2024

New

Customizable Boat: Fort Lauderdale Highfield Classic 360 FCT Our CL360 with FCT Console comfortably seats up to 6 people and supports engines up to 30hp. It featu...

Nautical Ventures logo

P.O.A.

Highfield Classic 380

Highfield Classic 380

Pensacola, Florida (United States of America)

12.5 ft.

2025

New

Customizable Boat: Pensacola Highfield Classic 380 The CL380 is an excellent 7-person tender with a large front locker and standard fuel tank storage, perfect for...

Nautical Ventures logo

P.O.A.

Highfield Classic 380

Highfield Classic 380

Apalachicola, Flo... (United States of America)

12.5 ft.

2025

New

Customizable Boat: Panhandle Highfield Classic 380 The CL380 is an excellent 7-person tender with a large front locker and standard fuel tank storage, perfect for...

Nautical Ventures logo

P.O.A.

Highfield Classic 310

Highfield Classic 310

Fort Lauderdale, ... (United States of America)

10.17 ft.

2024

New

Customizable Boat: Fort Lauderdale Highfield Classic 310 FCT Our best-selling tender size, ideal for up to 5 people and powered by engines up to 20hp. Despite its...

Nautical Ventures logo

P.O.A.

Highfield Classic 310

Highfield Classic 310

Stuart, Florida (United States of America)

10.17 ft.

2022

New

Customizable Boat: Stuart The 2020 Highfield Classic 310 is an aluminum hulled high-quality tender with luxury finishes. Its double deck will keep your feet dry and...

Nautical Ventures logo

P.O.A.

Highfield Classic 340

Highfield Classic 340

Fort Lauderdale, ... (United States of America)

11.15 ft.

2025

New

Customizable Boat: Fort Lauderdale Highfield Classic 340 Available with either a short or long transom, this 6-person boat is an excellent freight hauler or, when...

Nautical Ventures logo

P.O.A.

Highfield Classic 340

Highfield Classic 340

Palm Beach, Florida (United States of America)

11.15 ft.

2025

New

Customizable Boat: Palm Beach Highfield Classic 340 Available with either a short or long transom, this 6-person boat is an excellent freight hauler or, when outf...

Nautical Ventures logo

P.O.A.

Highfield Classic 310

Highfield Classic 310

Palm Beach, Florida (United States of America)

9.84 ft.

2022

New

Customizable Boat: Palm Beach The Highfield Classic 310 is a highly durable inflatable tender with a recommended rating of 15 HP. It measures 10'2" in length and wei...

Nautical Ventures logo

P.O.A.

Highfield Classic 310

Highfield Classic 310

Stuart, Florida (United States of America)

10.17 ft.

2025

New

Customizable Boat: Stuart Highfield Classic 310 Our top-selling tender is perfect for up to 5 people and supports up to a 20hp engine. The standard bow locker is ...

Nautical Ventures logo

P.O.A.

Highfield Classic 310

Highfield Classic 310

Pensacola, Florida (United States of America)

10.17 ft.

2025

New

Customizable Boat: Pensacola Highfield Classic 310 Our top-selling tender is perfect for up to 5 people and supports up to a 20hp engine. The standard bow locker ...

Nautical Ventures logo

P.O.A.

Highfield Classic 290

Highfield Classic 290

Fort Lauderdale, ... (United States of America)

9.51 ft.

2025

New

Customizable Boat: Fort Lauderdale Highfield Classic 290 This popular 4-person model provides extra space with a 1056 lb payload capacity. The high-quality finish...

Nautical Ventures logo

P.O.A.

Highfield Classic 340

Highfield Classic 340

Fort Lauderdale, ... (United States of America)

9.84 ft.

2022

New

Customizable Boat: Fort Lauderdale The 2020 Highfield Classic 340 is an aluminum hulled, durable, and high-end yacht tender. Its 2.5 mm thick high tensile chromated ...

Nautical Ventures logo

P.O.A.

Highfield Classic 290

Highfield Classic 290

Pensacola, Florida (United States of America)

9.51 ft.

2025

New

Customizable Boat: Pensacola Highfield Classic 290 This popular 4-person model provides extra space with a 1056 lb payload capacity. The high-quality finish and l...

Nautical Ventures logo

P.O.A.

Highfield Classic 260

Highfield Classic 260

Pensacola, Florida (United States of America)

8.5 ft.

2022

New

Customizable Boat: Pensacola The 2020 Highfield Classic 260 is a high-quality luxury tender suitable for up to four persons. The large weight savings of the Classic...

Nautical Ventures logo

P.O.A.

Highfield Classic 290

Highfield Classic 290

Fort Lauderdale, ... (United States of America)

6.56 ft.

2022

New

Customizable Boat: Fort Lauderdale The new 2020 Highfield Classic 290 is a highly comfortable luxury tender with high-quality finishes. Its 2.5mm high tensile chroma...

Nautical Ventures logo

P.O.A.

Hatteras 54 Classic

Hatteras 54 Classic

Sarasota, Florida (United States of America)

54.0 ft.

1986

Used

Boat Overview This 1986 Hatteras 54 Classic is recognized as one of the best motor yachts ever built by Hatteras. It features special modern lines, a wider beam, a ...

$149,000

Highfield Classic 340

Highfield Classic 340

Palm Beach, Florida (United States of America)

9.84 ft.

2022

New

Customizable Boat: Palm Beach The Highfield Classic 340 is an aluminum hulled 11'2" inflatable tender with a recommended power of 15 HP. At just 156 pounds, it carr...

Nautical Ventures logo

P.O.A.

Highfield Classic 380

Highfield Classic 380

Stuart, Florida (United States of America)

12.01 ft.

2022

New

Customizable Boat: Stuart The Highfield CL 380 is a highly durable aluminum-hulled tender with high quality finishes. This luxury tender can be beached or trailered...

Nautical Ventures logo

P.O.A.

Highfield Classic 380

Highfield Classic 380

Stuart, Florida (United States of America)

12.5 ft.

2025

New

Customizable Boat: Stuart Highfield Classic 380 The CL380 is an excellent 7-person tender with a large front locker and standard fuel tank storage, perfect for la...

Nautical Ventures logo

P.O.A.

Highfield Classic 360

Highfield Classic 360

Apalachicola, Flo... (United States of America)

11.84 ft.

2024

New

Customizable Boat: Pan Handle Highfield Classic 360 FCT Our CL360 with FCT Console comfortably seats up to 6 people and supports engines up to 30hp. It features a...

Nautical Ventures logo

P.O.A.

Highfield Classic 360

Highfield Classic 360

Palm Beach, Florida (United States of America)

11.84 ft.

2024

New

Customizable Boat: Palm Beach Highfield Classic 360 GT Our CL360 with GT Console accommodates up to 6 people and supports engines up to 30hp. It features a standa...

Nautical Ventures logo

P.O.A.

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