1995 Grand Banks 38 Eastbay EX Boat in Shelter Island, NY 11964 US
Built in 1995
38 Eastbay EX
2 Engines (2x Caterpillar)
38 feet
Diesel
Fiberglass/Reinforced
THIS VESSEL WAS REPOWERED IN 2025 w/ NEW CAT C7.1 500hp (1000hp total) Diesels w/ 2 year factory warranty
PRICE REDUCED September 2026
Introducing the exquisite 1995 Grand Banks 38 Eastbay EX, a remarkable Downeast vessel that combines elegance with performance. With an overall length of 38 feet, this boat boasts a robust Deep Vee fiberglass hull, ensuring stability and a smooth ride on the water. Powered by twin 2025 Caterpillar C7.1 inboard engines (shafts & Props), each delivering an impressive 500 horsepower, this vessel is equipped for both leisure and adventure. With only 50 hours of use since the 2025 re-power, these engines promise reliability and efficiency with transferrable factor warranty through August 2027. Inside, the boat features a cozy cabin and a well-appointed head, providing comfort for overnight excursions. The thoughtful design and craftsmanship of the Grand Banks brand shine through, making "BOOTLEGGER" an ideal choice for those seeking a blend of luxury and functionality on the water. Experience the joy of cruising with this stunning vessel!
Properly designated as a 1995/2025 GB38 Eastbay EX inboard with straight shafts and props. "BOOTLEGGER" is unique in the market as approximately $300,000. was spent on an extensive re-power and re-fit spanning 2022 through 2025. The work was performed by one of New England's leading yards resulting in a vintage high quality yacht built by one the worlds leading builders with modern state of the art machinery and drive train including full electronically managed shift and throttles with integral synchro, digital data display including fuel statistics, load and more. Replacement cost for a comparable new vessel would be well over one million dollars and likely be pod drives. "BOOTLEGGER" represents a fully equipped, smooth and fast downeast cruiser and island hopping yacht, built to the industries highest standards.
The benefit to the user vs. all other Eastbay 38's offered is a smoother quieter ride with superior speed, economy, extended range, reduced exhaust, and reliable operation. The entire boat will be more enjoyable especially on the helm deck and cockpit while underway with reduced vibration, sound levels and exhaust fumes. "BOOTLEGGER" is now likely the fastest and most fuel efficient Eastbay 38 in existence with transferrable CAT Engine Warranties in place through August 2027 with extended warranties available for purchase.
New factory fresh robust CAT C7.1 500hp turbo charged aftercooled common rail engines were installed along with ZF gears and electronic shifters, CAT electronic display panels, new shafts and shaft logs, struts and props. All associated filters, exhaust components, engine wire harnesses, etc. are new. In the two years prior to the re-power the boat received new interior and exterior upholstery, upgraded charging and inverter unit, wiring and associated electrical components and batteries to bring her up to modern standards. Engines, gears and major components are under warranty as described by their manufacturer.
NOTABLE FEATURES
- Factory new twin 2025 Caterpillar C7.1 500hp Turbo Charged Aftercooled Common Rail engines new 2025
- CAT CMD8 Color Engine Touchscreen Displays (2) new 2025
- ZF 785CE Cruise Command Electronic Controls new 2025
- Exhaust runs, elbows, humps, hoses etc. new 2025
- Dual Racor filters and associated hoses new 2025
- Engine Room Paint, Insulation new 2025
- ZF Gears new 2025
- Shafts new 2025
- Shaft Seals PSS new 2025
- Struts Bronze new 2025
- Props 4blase Nibral new 2025
- Helm steering pump and block new 2025
- Thru Hulls, Sea Cocks and Strainers updated and enlarged new 2025
- Motor Mounts (8) custom fabricated new 2025
- Batteries AGM (5) replaced new 2022
- Electrical system reconfigured, install Victron Multi Plus Inverter /Charger new 2022
- Water Heater new 2025
- Trim Tabs Lenco electric actuators and control panel new 2025
- Exterior Upholstery replaced new 2024
- Interior Upholstery replaced (partial) new 2024
- Custom memory foam mattresses and upholstery new 2024
- Bootlegger logo towels and zippered canvas Mills shore bags new 2025
- Simulated Teak transom new 2025
- Soft Top can be booted up or removed for glorious med-style open boating, see photos
The legendary GB Eastbay 38 designed by C. Raymond Hunt Associates offers accommodations for up to four in a single stateroom layout with Vee berth forward cabin and convertible settee. The cabin offers very good natural light and ventilation with three hatches with screens and six ports with screens. This supplemented with reverse cycle air conditioning / heat. The settee is located in the starboard side of the Lower Salon area opposite the galley.
The Teak dining/coffee table also lowers to convert the settee to a double berth. A louvered door hanging locker is just forward with TV above. Additional storage is outboard in lockers and a book case. The galley is to port featuring a large single basin sink, Formica counter tops and excellent storage in several lockers and drawers. Outboard is a Princess 3 burner propane stove with oven, while aft and below counter height is a front loading refer box stainless steel lined with 12v Grunert system. The stateroom is forward featuring V-berth with filler, drawer storage underneath each berth, a bureau aft to starboard, and customized enlarged under deck lockers outboard. An overhead hatch and opening ports provide ample ventilation.
Aft of the stateroom to port is the Head equipped with an electric flush toilet plumbed via a Y-valve to the holding tank. The large vanity provides ample storage and is fitted with sink with hand shower faucet.
The Salon is three steps up from galley with the helm station to starboard. There are Pompanette helm & companion pedestal chairs forward with a bench seat for two aft which provides storage space and houses the propane locker. There is a teak chart locker with cover forward of the companion chair.
The cockpit lies two steps down to aft aft facing bench seat. Ample storage space for safety gear and docking equipment in the lazarettes aft. Easy access to the side decks with stainless safety railings.
- ZF 785CE Cruise Command Electronic Controls w/ auto synchronization new 2025
- CAT CMD8 Color Engine Touchscreen Displays (2) display fuel rate and load among other data new 2025
- Helm switch panels and switches updated new 2025
- SS Wheel w/ Elk Hide Wrap
- Pompanette Pedestal Seat Upholstery new 2024
- Raymarine E120W/Hybrid Touch color GPS/plotter
- Raymarine radar
- Autohelm TriData
- Raypilot P70R autopilot
- Kahlenburg air horn new 2005
- Ritchie 5" magnetic compass in binnacle
- Icom M510 VHF w/ AIS new 2026
- Windshield wipers - arms, motors and controls (3) new 2024
- Windlass controls
- Fireboy
- Fusion marine Stereo with radio, CD & bluetooth
This boat was repowered with twin 2025 Caterpillar C7.1 500hp diesels turning 2" stainless steel shafts with 4 bladed propellers through ZF 286A 2.20:1 reduction gears marine transmissions.
- T/ CAT C7.1 500hp diesels new 2025
- ZF 286A 2.20:1 reduction gears new 2025
- Engine sound insulation new 2025
- Fuel Manifold re-piped new 2025
- Hydraulic lift for engine hatch new 2026
- Vacuflush Head, refurbished 2024
- Macerator Pump
- Water Heater Seaward 12 gallon
- Bilge Pumps (3)
- Manual bilge pump
- 12,000 BTV Air Conditioning
- Dual Racor Fuel Filters, oversized high flow model w/ vacuum gauges new 2025
- Drip pans under engines
- Engine & generator raw water intakes oversized thru hulls, valves strainers w/external scoops new 2025
- AC, Refrigeration raw water intakes oversized thru hulls, valves strainers new 2025
- Engine room faucet, fresh water
- Engine room sound insulation
- Engine room lighting AC/DC new 2025
- Exhaust system, sea-water cooled, with mufflers new 2025
- Flexible couplings w/matching engine mounts new 2025
- Fuel tank, aluminum
- Propeller shafts, stainless steel new 2025
- Propellers, nickel-aluminum-bronze new 2025
- Rudders, bronze shafts, arms, tie rods serviced and lubed 2025
- Seacocks on thru-hulls new 2025
- Separating filters, fuel-water new 2025
- Shaft logs with dripless shaft seals new 2025
- Steering, hydraulic new 2025
- Trim Tabs Lenco electric actuators and control panel new 2025
- Water tank, aluminum
The boat is equipped with 12v DC and 220/110v AC service w/ 30 amp shore cord. The Northern Lights 5kw generator provides AC power off the dock and a Victron 3000 watt inverter handles lighter loads when off the dock.
12 Volt DC System:
- Distribution Panel with breakers
- Volt & Amp meters
- Engine alternators new 2025
- Engine batteries Northstar 8D (2) new 2022
- House batteries Odyssey high capacity AGM Slimline (2) new 2026
- Bilge Pumps (3) new 2025
- Engine room blowers
- Engine room lights
- Fresh water system, pressurized new 2025
- Navigation lights
- Cabin Brass reading lights
- Cabin overhead lighting
120 Volt AC System
- Victron 3000w Inverter w/ 120 amp charger new 2022
- Battery Charger and maintainer new 2023
- Distribution panel with breakers
- Volt & Amp Meters
- 50 amp shore power inlet
- 50 amp 50' shore power cord
- 110v AC Outlets
- Water heater new 2025
The builder used a hand laid fiberglass hull with end grain Balsa coring from the chines to the rail and solid fiberglass bottom. The hull finish from the waterline up is Flag Blue AwlGrip with a White boot top and Gold cove stripe. The bottom is finished with ablative Green anti-fouling.
- AwlGrip Topsides "Flag Blue"
- Simulated Vinyl Teak Transom "Maintenance Free" new 2025
- Stainless steel anchor platform
- Maxwell Nielsen electric anchor windlass for chain & rope, switches at bow & helm
- ROCNA 55# oversized New Zealand Quick Set anchor new 2024
- Anchor Washdown - Fresh Water
- Anchor rode 150' 5/16" chain
- Transom door
- Transom shower, hot-cold
- Flip down swim ladder
- Aluminum hinged mast, painted white
- 2 spreader lights
- Teak deck in cockpit & Helm area
- Bimini top with S/S frame Bimini Canvas new 2022
- 5 Type II PFDs
- Flare Kit
- 4 fire extinguishers
- Life ring with line
- 4 fenders / 6 docklines
- Air horn, Kahlenberg
- Anchor chain locker, divided for rope & chain
- Anodes, zinc
- Ball valve on thru hulls above water line
- Stainless Steel chocks and mooring cleats
- Cover for companionway hatch
- Deck fittings: diesel fuel/water and waste pump-out
- Deck, side & fwd house top with painted moondust non-skid
- Engine room hatch, hydraulic/electric
- Engine room vents
- Flagstaff holders, bow and stern
- Flagstaffs, teak, bow and stern
- Grab rails, stainless steel
- Rubrail, heavy-duty vinyl with S.S. insert
- Safety rails, stainless steel
- Scuppers on bridge deck, S.S.
- Seat/storage box, molded with cushions in cockpit
- Skylight hatches with screens
- Swim platform, Teak, 13 slats
- Toe rail, Teak varnished
- Trim tabs
Engine hours are as of the date of the original listing and are a representation of what the listing broker is told by the owner and/or actual reading of the engine hour meters. It is the responsibility of the purchaser and/or his agent to verify engine hours as well as all other representations noted on the listing.
Excluded from the offering are owner's personal belongings, loose galley and other items, tools. Items seen aboard or in photos not specifically stated in this listing inventory should be considered excluded.
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
Price History
| Date | Event | Price |
|---|---|---|
| 10/9/26 | Initial price | $339,000 |
1995 Grand Banks 38 Eastbay EX Video Tours
Overview from around the web 1995 Grand Banks 38 Eastbay EX
The 1995 Grand Banks 38 Eastbay EX is receiving high praise from customers for its classic design and exceptional performance
Many users highlight the boat's sturdy construction and seaworthiness, making it ideal for both coastal cruising and extended trips. The spacious cockpit and well-appointed interior provide ample room for relaxation and entertaining, with numerous comments on the quality of craftsmanship that Grand Banks is known for. Customers also appreciate the vessel's fuel efficiency and powerful performance, allowing for smooth navigation even in challenging conditions. The thoughtfully designed layout, featuring comfortable sleeping accommodations and a functional galley, adds to the overall appeal. Enthusiasts often mention how easy it is to operate and maintain, making the Eastbay EX a popular choice among both seasoned boaters and those newer to the yachting experience. Overall, the combination of timeless elegance, practical features, and reliable performance makes the 1995 Grand Banks 38 Eastbay EX a beloved vessel among its owners.
The Biggest Pros and Cons
Grand Banks 38 Eastbay EX (1995) - Pros and Cons
Pros
Quality Craftsmanship: The Grand Banks brand is renowned for its superior build quality. The 38 Eastbay EX features a strong, durable hull and meticulous woodworking, ensuring longevity and aesthetics.
Classic Design: The semi-enclosed bridge deck and classic lines of the Eastbay EX provide a timeless elegance that appeals to traditionalists and modern boaters alike.
Spacious Interior: The layout of the 38 Eastbay EX offers a comfortable and inviting interior space, with ample headroom and an efficient design that maximizes livability.
Performance and Handling: Equipped with twin diesel engines, the boat boasts excellent performance, smooth handling, and great fuel efficiency. The deep-V hull design allows for a stable and comfortable ride in various sea conditions.
Versatile Cruising: With both a spacious cockpit for fishing or entertaining and comfortable cabin amenities for overnight trips, the Grand Banks 38 Eastbay EX is perfect for both day cruising and extended voyages.
Reputation: The Grand Banks name carries prestige within the boating community, often translating to higher resale values and desirability on the market.
Cons
Age and Maintenance: Being a 1995 model, potential buyers should consider the condition of the boat and any maintenance it may require. Older vessels can sometimes come with hidden issues that may necessitate repairs.
Cost of Ownership: While the boat's quality and performance are high, ownership costs—including insurance, maintenance, and docking fees—can be significant.
Limited Speed: While the Eastbay EX handles beautifully, it may not achieve the higher speeds of newer, more performance-oriented models. This could be a consideration for those prioritizing speed over comfort.
Space Constraints: While the interior is spacious for its size, it may still feel compact for larger groups or families, limiting its capacity for entertaining or extended trips.
Modern Amenities: Compared to newer models, certain appliances, technology, and navigation equipment may be less advanced, potentially requiring upgrades for tech-savvy boaters.
Made For
The 1995 Grand Banks 38 Eastbay EX is an exceptional choice for boating enthusiasts who appreciate a blend of classic craftsmanship and modern performance. Ideal for seasoned sailors, this vessel attracts those who enjoy day cruising, overnight voyages, or weekend getaways on the water. This boat is perfect for couples or small families seeking a reliable and comfortable vessel that combines elegance with functionality. Its spacious layout accommodates activities like entertaining guests or simply relaxing after a day on the waves. The Grand Banks reputation for quality construction appeals to discerning buyers looking for durability and longevity in their investment. Whether you're an experienced mariner or new to boating, the Grand Banks 38 Eastbay EX offers a seamless sailing experience with its stable handling and efficient fuel consumption. Its timeless design and robust features make it suitable for both coastal exploration and inland adventures, catering to a diverse range of boating lifestyles.
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 1995 Grand Banks 38 Eastbay EX | ||||||
|---|---|---|---|---|---|---|
| Price | $339,000 | $259,000 | $478,500 | $549,000 | $549,900 | $99,000 |
| Location | Shelter Island | Huntington | Central Square | Northport | Oyster Bay | Mamaroneck |
| Nominal Length | 38' | 38' | 37' | 46' | 49' | 43' |
| Engine Make | Caterpillar | Caterpillar | Cummins | Caterpillar | CAT | Cummins |
| Total Engine Power | 500 hp | 420 hp | 600 hp | 450 hp | 705 hp | 210 hp |
| Days on Market | 1 | 110 | 1042 | 159 | 38 | 100 |
| Get in touch |
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Boat Location
Contact DiMillo's Yacht Sales about 1995 Grand Banks 38 Eastbay EX
Portland, ME
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