Grady White Sailfish Boats for sale

1-15 of 243

Sort By

1998 Grady-White 272 Sailfish

1998 Grady-White 272 Sailfish

$61,200

Wrightsville Beach, North Carolina

Year 1998

Make Grady-White

Model 272 Sailfish

Category Walkarounds

Length 27

Posted 1 Month Ago

** A representative has not viewed this vessel in person. All information and pictures were provided directly by the seller. According to the seller, the boat has had many upgrades including upholstery, cushions, driving seats, satellite system, sound system, and electronics. Updated bottom paint, battery charger, Tigris, outriggers with Gemlux, and carbon-fiber riggers. Please do not hesitate to contact us with any specific questions, to submit an offer, or to schedule a showing. Of course, we always recommend that any buyer inspect the unit or have it independently surveyed to confirm its condition before purchase. Stock #398873 1998 Grady White 272 Sailfish! Your chance to finally own a Grady-White! The 1998 Grady-White 272 Sailfish is a fishing boat in great condition. It is perfect for those who want to enjoy a reliable and smooth ride. With a length of 27' 10" and a beam of 9' 6" it can comfortably accommodate up to 10 passengers. The deep-V hull design ensures a stable and comfortable ride, regardless of the weather. Many aspects of this boat have been updated since 2022. She spent six months getting fiberglass refinished and updated hull-side Fighting Lady Yellow Paint above the waterline. The cockpit area is spacious and well-equipped with a large fish box, live well, and rod holders, making it easy for anglers to store their catch. The boat's cabin is cozy and well-equipped. It features a V-berth that can accommodate two adults, a small kitchen area with a sink and a stove, and a private head with a marine toilet and a shower, providing all the necessary amenities for an overnight stay. This 1998 Grady-White 272 Sailfish has twin Mercury 225 HP outboard engines (Models 225CXLVER & 225XLVER) that provide plenty of power and speed. Enertia Mercury Eco Pro Props push this fast Grady White to over 50 MPH. Overall, the 1998 Grady-White 272 Sailfish is a great choice for a versatile, and comfortable fishing boat.

1987 Grady-White 25 Sailfish

1987 Grady-White 25 Sailfish

$21,000

Pensacola, Florida

Year 1987

Make Grady-White

Model 25 Sailfish

Category Walkarounds

Length 25

Posted Over 1 Month

The boat shows the normal wear of a 1987 model year that has been fished hard. It's functional. The seller reports that all systems work except for the fuel gauge. The paint on the bottom is automotive and not anti-fouling. There are no brakes on the trailer. Stock #378242 Updated Grady with rebuilt 300 HP outboard, fuel tank replaced, recent bottom paint and Awlgrip hull. Trailer included! If you are in search for a hard-core offshore boat, this 1987 Gardy White Sailfish 25 Walkaround may be for you. From aft, there are trim tabs and a swim ladder. In the cockpit there is foam flooring, coaming bolsters, under gunnel rod racks, rod holders, built-in twin storage / coolers, raw water washdown and freshwater washdown. At the helm are hydraulic steering, tach, Raymarine GPS-plotter and 3D fishfinder with side scan. In front of the passenger pedestal seat is a Sony stereo, and a bait well is in the floor. Overhead is an aluminum framed hardtop with VHF antenna, Nav lights and rocket launchers. A cuddy cabin offers storage space, a freshwater sink, V-berth and a Standard Horizon Eclipse VHF radio. On the bow is a Minn Kota Riptide 112#, 36V trolling motor with i-Pilot and spot lock. There is a beach boarding ladder mounted to starboard. Power is supplied by a 2011 Evinrude 300 HP E-Tec 2-stroke engine that was rebuilt by TMS Marine in 11/22. An aluminum triple axle Nextrail trailer is included. Reason for selling is life changes, not using.

1992 Grady-White Sailfish 255

1992 Grady-White Sailfish 255

$23,900

Largo, Florida

Year 1992

Make Grady-White

Model Sailfish 255

Category Walkarounds

Length 25

Posted Over 1 Month

The seller states that the right motor tilt is not working. The cabin could use a deep cleaning. The deck also could use a scrub down. The upholstery has some rips and tears. The boat has a complete canvas cover that covers the whole inside of the boat and it is in good condition. Of course, we always recommend that any buyer inspect the unit or have it independently surveyed to confirm the unit's condition before purchase. Stock #306045 1992 Grady-White Sailfish 255! Twin Yamaha 200HP! 1992 Grady-White Sailfish 255 Walkaround is just the right combination of affordable and dependability! Powered by twin Yamaha two-stroke outboards producing 200 horsepower each, you are sure to get to your favorite fishing hole quickly! The cockpit is well laid out with easy-to-reach instrumentation and gauges, a tilt steering wheel, deluxe helm chairs on the raised platform, and an electronics box! All covered by a hard T-top to protect you from the weather! The deck is spacious enough to haul in your biggest catch and has plenty of storage! A livewell/fish box along with rod holders and storage! The cabin has a v-berth with fabric-covered cushions, a removable table, and an enclosed head with a sink, toilet, and showerhead. The galley has a sink, cabinets, and countertop prep space! This is just the beginning of what this Grady-White Sailfish 255 has to offer! Feel free to ask questions or make an offer! Reason for selling is life changes.

1995 Grady-White 272 Sailfish

1995 Grady-White 272 Sailfish

$61,200

Coram, New York

Year 1995

Make Grady-White

Model 272 Sailfish

Category Walkarounds

Length 27

Posted Over 1 Month

This vessel is exactly what you'd expect out of a '95 Grady-White. Slight wear and tear on some cushions, but overall a great find! Make an appointment today to come check it out. You won't be disappointed! Stock #288078 LOADED FISHING MACHINE! VERY NICE GRADY-WHITE WALKAROUND WITH TWIN YAMAHA'S! GARMIN ELECTRONICS! HUGE AFT FISHING DECK AND MUCH MORE INCLUDED!! Come aboard this 1995 Grady-White Sailfish that will just blow your mind! This vessel has been making memories for its current owners, and is now ready to be your ship to make your own fun adventures! As a very useful and powerful offshore fishing boat, this G-W has all you need to spend the day far out on the water. Engines have about 800hrs, and 1000hrs on them! With a 20-gallon live well on the stern of the boat and insulated boxes, your catch will last the whole trip. The cabin with the enclosed head also provides a space for privacy and the ability to relax after a long hard day. Come check this boat out today! Reason for selling is done using it.

1988 Grady-White Sailfish 25

1988 Grady-White Sailfish 25

$36,500

Ira, Michigan

Year 1988

Make Grady-White

Model Sailfish 25

Category Walkarounds

Length 25

Posted Over 1 Month

This beauty is in great condition for its age. It is cleaner and better maintained than some boats that are much newer. Upon viewing this vessel in person, it is obvious that this Grady White has been well maintained and cared for. Since new, she has been owned and cared for by local known and very experienced boaters. Being that the current owner is a licensed aviator (pilot), all systems operate as they should and are routinely inspected and maintained to ensure that they perform as they should. Stock #292180 **GREAT CONDITION, ULTRA FUNCTIONAL, LOW HOURS, FISHING MACHINE* Very well maintained and stored in a heated barn in the off-season. MOVE FAST ON THIS ONE. WON'T BE AVAILABLE FOR LONG! Wide beam of 9.5 feet) coupled with a deep vee style hull provides more stability in rough water than most 25-foot vessels. The spacious cabin features a galley and a berth area for 3 to sleep. Also featured are a fold-down stove, sink and an enclosed head (restroom). A 9.9 horsepower, 4-stroke kicker motor with a remote-controlled directional driving system allows you to precisely control the boat's steering no matter where you are. There is no lack of storage or large insulated live wells which can be utilized as ice-filled coolers. Whether it is a day on the water to relax and enjoy the company of friends and family or a serious fishing expedition, this Grady White 25 will serve you well. Reason for selling is do not use enough.

1999 Grady-White 272 Sailfish

1999 Grady-White 272 Sailfish

$35,000

Hampton, New Hampshire

Year 1999

Make Grady-White

Model 272 Sailfish

Category Walkarounds

Length 27

Posted Over 1 Month

According to the seller, this unit is in very good condition with everything working as it should. However, a recent inspection revealed some external corrosion on the aluminum fuel tank, scupper hoses needing replacement and some stringer areas with moisture readings and possibly some delaminations. We encourage all inquiries and questions relating to its present condition, the accuracy of details including but not limited to its location, engine hours, service history, listing status and features. Stock #337720 Great Sailfish with bow thruster, pot hauler and more! This Grady-White 272 is a terrific find if you are looking for versatility in your next boat. In addition to all of the standard features this boat is unique because she sports a bow thruster that will save the day when you are maneuvering and operating in tight areas. She also has a lobster pot hauler that will allow you to do some recreational lobstering. The pot hauler does double duty as a winch to haul your big tuna catches on board through the transom door. Standard features include a bow pulpit, 20-gallon aft live well, rear bench seat, and insulated fish / storage boxes (2) along with cockpit bolsters, a transom door, deluxe helm seats, raw-water washdown, transom shower, trim tabs, and rod storage racks galore. This boat is very clean and shows pride of ownership throughout. Don't wait too long to arrange a showing or make an offer prior to traveling to see it. This unit in this condition will sell fast! Reason for selling is moving up to a pilothouse style boat.

2000 Grady-White 272 SAILFISH

2000 Grady-White 272 SAILFISH

$64,999

Hudson, Florida

Year 2000

Make Grady-White

Model 272 SAILFISH

Category Walkarounds

Length 27

Posted Over 1 Month

The Grady-White is stored on a lift and out of the water when not in use. The boat is clean and in good condition. The hull has the normal bumps and bruises but nothing out of the ordinary. The upholstery in the cabin could use a light cleaning but it is functional. Of course, we always recommend that any buyer inspect the unit or have it independently surveyed to confirm its condition before purchase. Stock #352318 2000 GRADY WHITE 272 SAILFISH WALKAROUND TWIN SUZUKI'S READY TO FISH The 2000 Grady-White Sailfish 272 was a top-of-the-line fishing boat in the early 2000s that is still perfect for avid anglers who want to tackle the open sea. This boat is built to last, with a solid hull and sturdy construction that can handle even the roughest waters. With a length of 28 feet, the Sailfish 272 offers plenty of space for fishing equipment and gear and comfortable seating for your passengers. The boat's cabin is spacious and well-equipped, with a galley, sink, stove, and refrigerator. There is also a private head with a sink and toilet, making this boat ideal for extended fishing trips. The Sailfish 272 is powered by twin Yamaha 250hp four-stroke outboard engines, providing plenty of speed and power to get you to your favorite fishing spot quickly and efficiently. The boat's deck is designed with fishing in mind with ample rod storage, a large livewell, and plenty of space for casting and reeling in your catch. The boat also features a hardtop with rod holders, providing shade and protection from the sun while you fish. Overall, the 2000 Grady-White Sailfish 272 is an excellent choice for serious anglers who demand a high-quality, reliable fishing boat. With its spacious cabin, powerful engines, and well-designed deck, this boat will surely provide years of enjoyment on the water.

2003 Grady-White Sailfish 282

2003 Grady-White Sailfish 282

$68,900

Canton, Massachusetts

Year 2003

Make Grady-White

Model Sailfish 282

Category Walkaround Boats

Length 28

Posted Over 1 Month

Condition is good and has normal wear and tear due to its age, the all systems working as it should. Newer Garmin electronics, including radar being installed Hull is clean and buffed and waxed. Stock #350045 2001 Grady White Sailfish 282: Revved Up and Ready to Roam This 2004 Grady-White Sailfish 282 WA is a great boat to purchase due to its size, power, and features. It measures 28 feet and 2 inches in length, making it spacious enough for fishing and cruising. This boat is powered by twin 2007 Yamaha 250hp outboard engines, providing reliable and powerful performance on the water. It also comes equipped with various fishing features such as rod holders, fish boxes, and a live well. In addition, this boat has a comfortable cabin with a V-berth, a small galley, and an enclosed head. Reason for selling is has too many boats..

2007 Grady-White 282 Sailfish

2007 Grady-White 282 Sailfish

$106,900

Canton, Massachusetts

Year 2007

Make Grady-White

Model 282 Sailfish

Category Walkarounds

Length 28

Posted Over 1 Month

This 282 sailfish is in great condition, and all the instrumentation looks good. The cushions, hardware and paint throughout the boat is in good shape. Carefully and expertly maintained by the current owner/seller Stock #361943 Upgrade Your Fishing Game with the 2007 Grady-White 282 Sailfish - Powered with Twin Mercury Engine Check out this cool 2007 Grady-White 282 Sailfish! With its sleek design and impressive features, powered by a twin Mercury 4 stroke 250hp outboards. She hits highway speeds out on the open water. It's the perfect boat for those who love to hit the water in style a battle the big fish. The cockpit is spacious, with all instrumentation in good working condition. Its cushions throughout the boat are in excellent shape. It's interior cuddy looks clean, with AC and TV. Aft and Forward V-Berth. Plenty of storage space and an enclosed marine head with a sink and shower; it's the ideal vessel for weekend getaways.

1990 Grady-White Sailfish 25

1990 Grady-White Sailfish 25

$29,500

Clermont, Florida

Year 1990

Make Grady-White

Model Sailfish 25

Category Walkarounds

Length 25

Posted Over 1 Month

According to the seller, the Sailfish 25 is in good working order and all maintenance is up to date. Many recent upgrades and maintenance. The hull has been recently detailed and a ceramic coating applied. Stock #374989 Fresh water shower, Garmin 1060XS GPS Side Scan Radar Moving Map, Updated electric panel, Electric Winch, Jack, Windlass! The 1990 Grady-White 25 Sailfish is a great design for fishing and cruising. The deep-vee hull provides stability and performance in rough waters. The boat has a hardtop with a full enclosure, a windlass, rocket launchers, spreader lights, trim tabs, and rod holders. The cockpit has a bait well, a rigging area, and insulated fish boxes. The cabin has a small galley with a sink and a propane burner, a full head with a macerator, and a V-berth that can sleep two people. The boat was re-powered with twin Mercury 225 Optimax engines with 650 hours. The electronics include a Garmin 1060XS GPS, side scan, radar with moving map, and updated electrical panel. Reason for selling is not using enough.

1989 Grady-White 255 Sailfish

1989 Grady-White 255 Sailfish

$20,000

Shalimar, Florida

Year 1989

Make Grady-White

Model 255 Sailfish

Category Walkarounds

Length 25

Posted Over 1 Month

The Grady-White 255 is being offered at a reduced price reflecting some work that is needed. The transom has a 1" to 2" vertical crack on the right side of the starboard engine and a 1" to 2" crack on the transom cap. The boat has been updated with 4-stroke Yamaha engines. The gel coat still shines nicely and has few noticeable dings. One was noted on the starboard aft corner which is shown in the photos. Teak needs staining. The boat has two fuel tanks (100 gallon and 50 gallon). The fuel gauge for the 50 gallon tank was not reading the level. The radar screen has been removed. The radar dome remains on the hardtop. The spreader lights were not working. The trim on the port side engine was working intermittently and the throttle cable needs to be replaced. The owner confirms all pumps are working. A great opportunity to own a big Grady-White with updated power and equipped for an outstanding fishing season. Stock #387128 Head Offshore with 4-Stroke Yamaha Power, Cabin with Private Head Compartment and Grady-White Performance! This Grady-White 255 Sailfish is a fisherman's fisher and it is available for sale in North Florida! The boat is powered by twin 2001 Yamaha 200 HP 4-stroke engines. Together with the famous Grady-White hull and trim tabs, they really move this big boat. Ondeck are three live / baitwells, one is large enough to bring back your haul. Two 14' outriggers, rocket launchers, and rod holders provide good access to the water. The deck is extended aft without wasted engine space thanks to a smart transom enclosure that drops down to make room to fully tilt up the engines when at the dock. At the helm are digital Yamaha gauges, a Garmin GPS map connected to a transom transducer and a Standard Horizon VHF radio. The boat is set up with a Sony sound system with Bluetooth as well. The cabin space on this Grady-White is larger than most walkarounds. There are two berths below decks with room for three to sleep. A sink and a head compartment (porta-potty removed) and a privacy door to accommodate the crew and guests. Don't let this one get away! Call or email with questions, or make an offer to hold the Grady-White! Reason for selling is spending less time on the coast.

1997 Grady-White 272 Sailfish

1997 Grady-White 272 Sailfish

$35,000

Huron, Ohio

Year 1997

Make Grady-White

Model 272 Sailfish

Category Walkarounds

Length 27

Posted Over 1 Month

Recent survey found several issues, the main ones include a steering issue, possibly lack of hydraulic fluid which seller is addressing now. Also some soft spots/high moisture, gel coat flaking on hard top, cracked hoses, excessive water in bilge & possibly near fuel tanks, isinglass will likely need to be replaced. Also the trailer needs tires and the wiring is shot. On a positive note, surveyor mentioned both motors cranked right up and ran strong. **A POP rep has not viewed this vessel in person. All information & pictures were provided directly by the seller. Please do not hesitate to contact me with any specific questions you may have, to submit an offer, or schedule a showing. Stock #372876 *** RARE FRESHWATER ONLY GRADY ** TWIN 225s ** KICKER ** MOTIVATED SELLER *** Check out this 1997 Grady White 272 Sailfish available for sale in Ohio. Current owner has only owned the boat a short time as he recently inherited it from a family member that passed away. It's too big so he's looking to downsize. Features include a hard top with a full enclosure, it offers comfort and protection from the elements on those early morning or late evening fishing adventures. What sets this beauty apart is its freshwater-only usage, ensuring that it has been spared the harsh conditions of saltwater exposure. A true gem for those who appreciate the longevity of their investment. Equipped with a bait station, bait well, and live well, you'll have everything you need to secure your prized catches and keep them fresh. The heart of this vessel lies in its low hours on the twin Yamaha 225 outboard engines. With plenty of life left in them. Kicker motor as well. The 150-gallon fuel tank, paired with the auxiliary 52-gallon tank, guarantees extended journeys and more time doing what you love - fishing. Reason for selling is downsizing.

1998 Grady-White 272 Sailfish WA

1998 Grady-White 272 Sailfish WA

$29,999

Berlin, Maryland

Year 1998

Make Grady-White

Model 272 Sailfish WA

Category Walkarounds

Length 27

Posted Over 1 Month

The owner of this Grady-White 272 Sailfish states the boat is in very good condition for the year. The boat has been lift kept ( no bottom painted needed ) and the current owner has owned the boat since 2012. There is no hour meter, but he estimates the engine hours to be around 500. Recent updates to the boat include engine service, compression for all 12 cylinders are less than 5% difference, the owner confirms. Plugs, filters, lower unit gear oil have been serviced in the last three months. Throttle cables have also been replaced. Batteries (3) are less than 3 years old. Some other information provided by the owner Electrical includes 110v AC outlets-12v DC outlets, AC Electric panel included (Shore Power), Built in battery charger, 2 bilge pumps, Stereo (Jensen), Trim Tabs, Compass, GPS-fishfinder (Garmin), radar is non functional. VHF, Saltwater washdown. Freshwater system is non functional. ** DON'T WAIT ON THIS ONE !! Stock #365901 ***SALE PENDING*** Popular ** Grady-White 272 Sailfish ** Stored on lift when not in use ** Fishing Machine !! Popular ** Grady-White 272 Sailfish The Grady-White 272 Sailfish is one of the best offshore boats ever produced in its class! Step aboard and enjoy a day on the water - fishing or cruising. ** The boat has been stored on a lift when not in use ** The spacious cockpit includes an aft bench seat with a 20-gallon livewell to port. Forward are two jump seats with storage below. The hard top includes a full enclosure for extending your boating season. The helm is well arranged with electronics and gauges in easy reach. An electronics box is overhead. Below is a nice cabin for an overnight or weekend on the water. A small galley with sink, stove and refrigerator. Forward is the dinette / V-berth. There is an enclosed head with sink, toilet and shower. There is also a mid cabin berth for storage or additional sleeping space. ** Ready to Go **

1994 Grady-White Sailfish 27 Sport Bridge

1994 Grady-White Sailfish 27 Sport Bridge

$25,500

Toms River, New Jersey

Year 1994

Make Grady-White

Model Sailfish 27 Sport Bridge

Category Walkarounds

Length 27

Posted Over 1 Month

The hull and topside gel coat appear to be in good condition with normal wear for a boat of this age. The Isinglass is quite clear and in good condition. The aftermarket non-skid flooring is peeling. The trailer hubs and brakes appear serviceable. Three of the four tires are 10 years old and in need of replacement. Stock #353548 All Ready 2 Go ! 1994 Grady-White 27 Sailfish Sport Bridge. Serious fishing boat! Yamaha 225s. The Grady-White 27 Sailfish has been described as "one of the best offshore fishing boats ever produced" (Trailerable Fishing Boats, 2015 Edition, Ed McKnew). This model has classic lines and a charm that turns heads on the water. Its timeless design, combined with modern functionality, makes it a true gem for fishing enthusiasts. Key "fishability" features include a bow pulpit with roller, an electric windlass, a 20-gallon live well, transom seating, insulated fish boxes, raw-water washdown; transom shower; under gunwale rod storage, rocket launchers and outriggers. For overnight trips or runs to the canyon, there is a roomy cabin with a V-berth, an enclosed "wet head" with shower, with small galley, and an aft berth. In total, she sleeps 3 to 4 people. Call now to schedule a showing and experience the 1994 Grady-White Sailfish for yourself! Reason for selling is has another boat.

1990 Grady White Sailfish

1990 Grady White Sailfish

$22,900

Mattapoisett, Massachusetts

Year 1990

Make Grady White

Model Sailfish

Category Cuddy Cabin Boats

Length 25'

Posted Over 1 Month

1990 Grady White Sailfish A nicely equipped Grady White Sailfish powered by a 2012 250HP Evinrude E-Tec with low hours. Electronics package includes Raymarine C120 unit featuring radar, GPS/Plotter, and digital fish finder sounder module, VHF, and a digital gauge cluster w/fuel flow monitor. Fully enclosed head, hard top, recent trim tabs, swim ladder. Rack stored by current owner. A nice overall package.